Eastern Shore · MD

Things to Do in Cambridge, MD This Month

Cambridge sits on the Choptank River and has one of the Eastern Shore's most distinctive waterfront settings. Its events calendar blends downtown gatherings, outdoor recreation, history, arts, food, music, and community festivals across Dorchester County.

Local highlights include Sailwinds Park, downtown Cambridge, the waterfront, Long Wharf, local restaurants and museums, and nearby historic sites connected to Harriet Tubman and the Underground Railroad. Regional events like Ironman Maryland, waterfront festivals, farmers markets, concerts, and community celebrations bring both locals and visitors into town throughout the year.

Below: upcoming events in Cambridge and the surrounding 25-mile radius — including East New Market, Hurlock, Vienna, Secretary, and other Dorchester County communities.

Upcoming events this month in Cambridge

View full calendar →
Today
Sep 9
General 2
Fall Story Time (Denton)
10:30 AM • Central Branch Denton
Fall Story Time (Denton)
11:30 AM • Central Branch Denton
Sports 1
Westside Neighborhood Pickup Basketball
7:00 PM • West Side Community Center
1
Business After Hours/Ribbon Cutting: Foundation Fitness
5:30 PM • Foundation Fitness of Cambridge, 702 Cambridge Marketplace Blvd, Cambridge, MD 21613
Cultural 3
Garden Tours
10:30 AM • 308 Watkins Ln, Saint Michaels, MD, United States, Maryland 21663, 308 Watkins Ln, St Michaels, MD 21663-2114, United States
Live music at Foxy’s! Fresh Squeezed OJ!🍊
5:00 PM • 125 Mulberry St, Saint Michaels, MD, 125 Mulberry St, St Michaels, MD 21663, United States
Rosie Parks Skipjack Evening Sail
5:00 PM • 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States
Tomorrow
Sep 10
General 1
Fall Story Time (Federalsburg)
10:30 AM • Federalsburg Branch
Cultural 5
Community Works: Behind the Scenes at Airport
10:00 AM • 100 W Dover St, Easton, MD 21601-2620, United States, 100 W Dover St, Easton, MD 21601-2620, United States
Monarch Butterfly Migration and Tagging
4:00 PM • Pickering Creek Audubon Center, 11450 Audubon Ln, Easton, MD 21601, USA
Dining in Colonial Maryland – a 250th Program
5:00 PM • Oxford Community Center, 200 Oxford Rd, Oxford, MD 21654, USA
Old Point Miles River Cruise
5:00 PM • 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States
Gin 101: The Art of Gin Infusion
6:00 PM • 40 E Dover Street, Easton, MD, 40 E Dover St, Easton, MD 21601-3013, United States
Friday
Sep 11
General 2
Crabbing the Miles River
6:00 AM • 213 N Talbot St, St Michaels, MD
Vets Helping Vets
9:30 AM • Hurlock American Legion Post 243, 57 Legion Drive, Hurlock, MD 21643
Sports 1
Westside Neighborhood Yoga
9:30 AM • West Side Community Center
Family 2
Dinner & Dahlias
6:00 PM • 105 N Talbot Street, Saint Michaels, MD, 105 N Talbot St, St Michaels, MD 21663, United States
Coco (in Spanish with English Subtitles) - Outdoor Movie Night @ Moton Park
8:30 PM • 51 Jowite St, Easton, MD 21601-2629, United States, 51 Jowite St, Easton, MD 21601-2629, United States
3
Ceremony to Commemorate 9/11
8:00 AM • 26 E Dover St, Easton, MD 21601, USA
Spaghetti Dinner at IUCC
4:00 PM • Immanuel United Church Of Christ, 5401 White Hall Road @ Rt. 50, Cambridge, MD 21613
Coco (in Spanish with English Subtitles) - Outdoor Movie Night @ Moton Park
8:30 PM • 51 Jowite Street, Easton, MD, USA
Cultural 5
Crabbing the Miles River
6:00 AM • 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States
Live music at Foxy’s! Dave Hawkins! 🎶🎶
6:00 PM • 125 Mulberry St, Saint Michaels, MD, 125 Mulberry St, St Michaels, MD 21663, United States
Omari Banks
7:00 PM • The Avalon, 40 E Dover Street, Easton, MD, United States
Ebenezer Movie Night: A River Runs Through It
7:30 PM • 17 S Washington St, Easton, MD 21601, USA
Westside Neighborhood Brown Bag Lunch
11:30 AM • West Side Community Center Classroom
Saturday
Sep 12
General 14
Yoga with Patty
8:00 AM • Dorchester Chamber of Commerce, 2nd Floor Conference Room (Please use the back stairs from the parking lot), 306 High Street, Cambridge, MD 21613
Second Saturday Book Sale
9:00 AM • Dorchester County Public Library, Cambridge Branch, 303 Gay Street, Cambridge, MD 21613
Harriet Tubman Emancipation Celebration: Back to the Outdoors
9:30 AM • 4068 Golden Hill Road Church Creek , Maryland 21622
Pollinator Gardening Day
10:00 AM • Pickering Creek Audubon Center, 11450 Audubon Ln, Easton, MD 21601, USA
Youth Reading Social
10:00 AM • Hurlock Community Center, 220 Main Street, Hurlock, MD 21643
Historic Walking Tours
11:00 AM • Talbot Historical Society, 25 S Washington St, Easton, MD 21601, USA
Touch-A-Truck Community Event
11:00 AM • Cambridge-Dorchester Regional Airport, 5263 Bucktown Road, Cambridge, MD 21613
Touch-A-Truck Community Event
11:00 AM • 5263 Bucktown Road Cambridge , Maryland 21613
Footsteps to Freedom: Stories, Lineage, and the Underground Railroad
12:00 PM • Central Branch Denton
Historic Walking Tours
12:00 PM • Talbot Historical Society, 25 S Washington St, Easton, MD 21601, USA
Women's Hall of History Tour
1:00 PM • Sycamore Cottage, 417 High Street, Cambridge, MD 21613
Second Saturday on Main Street
3:00 PM • Downtown Cambridge, Cambridge, MD 21613
Second Saturday Reception at DCA
5:00 PM • Dorchester Center for the Arts, 321 High Street, Cambridge, MD 21613
Coastal Plain
7:00 PM • The Avalon, 40 E Dover Street, Easton, MD, United States
Sports 6
Grand Opening Pokémon Tournament
12:00 PM • Easton
Grand Opening Yu-Gi-Oh! Tournament
2:00 PM • Easton
Magic the Gathering: Jason Lee Memorial Mystery Booster 2 Draft
3:00 PM • Easton
Grand Opening Shadowverse: Evolve Tournament
5:00 PM • Easton
Grand Opening Gundam Tournament
6:00 PM • Easton
Grand Opening Weiss Schwarz Tournament
7:00 PM • Easton
Family 1
LandJam
1:00 PM • Councell Farms, 11773 Old Skipton Rd, Cordova, MD 21625, USA
1
Dorchester Chamber Young Professionals - First Networking Event
5:00 PM • RAR Brewing, 504 Poplar Street, Cambridge, MD 21613
Cultural 6
DEKA STRONG & DEKA MILE: Tardigrade Obstacle Course and Fitness
8:00 AM • 11315 Old Cordova Rd, Cordova, MD
Log Canoe Racing
10:00 AM • St. Michaels, Maryland, St Michaels, MD 21663, USA
Bear Me Into Freedom Showing
10:30 AM • 25 S Washington St, Easton, MD
LIVE PAINT Diane DuBois Mullaly
11:00 AM • 500 Dover Road, Easton, MD, USA
Live music at Foxy’s! Brandon & Thordis! 🎶🎶
5:00 PM • 125 Mulberry St, Saint Michaels, MD, 125 Mulberry St, St Michaels, MD 21663, United States
Log Canoe Cruise Charters: MRYC Labor Day Series
213 N Talbot St, St Michaels, MD
Sunday
Sep 13
General 3
Aquatic Life of the Creek
10:00 AM • Pickering Creek Audubon Center, 11450 Audubon Ln, Easton, MD 21601, USA
Waterman’s Rodeo - Hoopers Island Boat Docking Contest
11:00 AM • 2756 Hoopers Island Road Church Creek , Maryland 21622
Wild Dream Workshop with Pam Coronado and Dale Graff
6:00 PM • 101 East Dover Street, Easton, MD 21601
Sports 6
Grand Opening Age of Sigmar Tournament
11:00 AM • Easton
Grand Opening Warhammer 40K Tournament
11:00 AM • Easton
Grand Opening One Piece Tournament
12:00 PM • Easton
Grand Opening Riftbound Tournament
1:00 PM • Easton
CyberPunk Beta Release Event
2:00 PM • Easton
Lorcana Checklist Challenge
2:00 PM • Easton
Family 1
East New Market Farmer's Market
12:00 PM • East New Market Friendship Park, Railroad Avenue, East New Market, MD 21631
1
Conor's Project Annual Sporting Clay Shoot
10:00 AM • 511 Pintail Point Farm Lane, Queenstown, MD 21658, USA
Cultural 3
Book Talk: Elizabeth Evitts Dickinson,  Claire McCardell: The Designer Who Set Women Free
2:00 PM • Ebenezer Theater, 17 S Washington St, Easton, MD 21601, USA
Live music at Foxy’s! Anna Burgess! 🌴🎶☀️
4:00 PM • 125 Mulberry St, Saint Michaels, MD, 125 Mulberry St, St Michaels, MD 21663, United States
Log Canoe Cruise Charters: MRYC Labor Day Series
213 N Talbot St, St Michaels, MD
Monday
Sep 14
General 6
Playtime at the Library
10:30 AM • Central Branch Denton
City of Cambridge Council Meeting
6:00 PM • City Council Chambers, 305 Gay Street, Cambridge, MD 21613
Town of Hurlock Council Meeting
6:00 PM • Town of Hurlock, 311 Charles Street, PO Box 327, Hurlock, MD 21643
Town of Vienna Council Meeting
7:00 PM • Town Hall, 214 Market Street, Vienna, MD 21869
Wild Dream Workshop with Pam Coronado and Dale Graff
6:00 PM • 101 East Dover Street, Easton, MD 21601
Mahjong 101/102
5:30 PM • Golden Hour, 605 S Talbot St, St Michaels, MD 21663, USA
Tuesday
Sep 15
General 11
Fall Story Time (Greensboro)
10:30 AM • North County Branch Greensboro
Federalsburg Bookies
1:00 PM • Federalsburg Branch
Tech Tuesdays
2:00 PM • Central Branch Denton
Yoga with Patty
5:00 PM • Dorchester Chamber of Commerce, 2nd Floor Conference Room (Please use the back stairs from the parking lot), 306 High Street, Cambridge, MD 21613
America's 250 Music Series at 447 Venue
6:00 PM • 447 Race Street Cambridge , Maryland 21613
Dorchester County Council Meeting
6:00 PM • Dorchester County Council, Dorchester County Office Building, 501 Court Lane, Cambridge, MD 21613
Outdoor Movie Nights
6:00 PM • Inn at Perry Cabin, 308 Watkins Ln, St Michaels, MD 21663, USA
Tuesday Night Book Club
6:00 PM • Central Branch Denton
Tuesday Night BookClub
6:00 PM • Central Branch Denton
Wild Dream Workshop with Pam Coronado and Dale Graff
6:00 PM • 101 East Dover Street, Easton, MD 21601
Mahjong 101/102
5:30 PM • Golden Hour, 605 S Talbot St, St Michaels, MD 21663, USA
1
IRONMAN Maryland Volunteer Opportunities
Cambridge and Dorchester County, MD 21613
Cultural 3
Yoga on Navy Point
5:45 PM • 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States
America's 250 Music Series
6:00 PM • 447 Venue, 447 Race Street, Cambridge, MD 21613
Summer Cinema on Linden Lawn
8:00 PM • 308 Watkins Ln, Saint Michaels, MD, United States, Maryland 21663, 308 Watkins Ln, St Michaels, MD 21663-2114, United States
Wednesday
Sep 16
General 8
The Extraordinary Caterpillar: Film Screening
5:30 AM • Oxford Community Center, 200 Oxford Rd, Oxford, MD 21654, USA
Fall Story Time (Denton)
10:30 AM • Central Branch Denton
Mindful Yoga
10:30 AM • Federalsburg Branch
Fall Story Time (Denton)
11:30 AM • Central Branch Denton
Anime Club
4:00 PM • Central Branch Denton
Crafty Hour
4:00 PM • North County Branch Greensboro
FREE Speaker Series: Dr. Annie Brewster - "Reclaiming Our Stories, Reclaiming Ourselves"
6:30 PM • The Ebenezer Theater, 17 S Washington St, Easton, MD 21601, USA
Mahjong 101/102
5:30 PM • Golden Hour, 605 S Talbot St, St Michaels, MD 21663, USA
Sports 2
Paca House & Hammond-Harwood House Private Tour and Terrace Lunch
10:45 AM • Paca House, 186 Prince George St, Annapolis, MD 21401, USA
IRONMAN Maryland Race Week and Expo
Long Wharf and race venues around Cambridge, MD 21613
Family 1
CBMM's Homeschool Day
10:15 AM • 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States
3
Ribbon Cutting: What the Fluff Pet Grooming
12:00 PM • What the Fluff Pet Grooming, 1704 Race Street, Cambridge, MD 21613
FREE Speaker Series: Dr. Annie Brewster - "Reclaiming Our Stories, Reclaiming Ourselves"
6:30 PM • 17 S Washington St, Easton, MD 21601, USA
IRONMAN Maryland Volunteer Opportunities
Cambridge and Dorchester County, MD 21613
Cultural 1
Summer Cinema on Linden Lawn
8:00 PM • 308 Watkins Ln, Saint Michaels, MD, United States, Maryland 21663, 308 Watkins Ln, St Michaels, MD 21663-2114, United States
Thursday
Sep 17
General 5
Fee-Free Day: Constitution Day
7:00 AM • Blackwater National Wildlife Refuge, 2145 Key Wallace Drive, Cambridge, MD 21613
Fall Story Time (Federalsburg)
10:30 AM • Federalsburg Branch
Constitution Day with Judge Davis
5:30 PM • Oxford Community Center, 200 Oxford Rd, Oxford, MD 21654, USA
Teen & Tween Manga Art Workshop
5:30 PM • Central Branch Denton
Mahjong 101/102
5:30 PM • Golden Hour, 605 S Talbot St, St Michaels, MD 21663, USA
Sports 1
IRONMAN Maryland Race Week and Expo
Long Wharf and race venues around Cambridge, MD 21613
Family 1
Reflections on Gilbert Byron with Sue Ingram Keller
5:30 PM • Pickering Creek Audubon Center, 11450 Audubon Ln, Easton, MD 21601, USA
1
IRONMAN Maryland Volunteer Opportunities
Cambridge and Dorchester County, MD 21613
Cultural 3
Vision Board Collage with Studio Photo Portrait Session
5:30 PM • 9 S Harrison St unit 9a, Easton, MD, USA
The Ain't Sisters
7:00 PM • The Avalon, 40 E Dover Street, Easton, MD, United States
Summer Cinema on Linden Lawn
8:00 PM • 308 Watkins Ln, Saint Michaels, MD, United States, Maryland 21663, 308 Watkins Ln, St Michaels, MD 21663-2114, United States
Outdoors 1
No fee on the Wildlife Drive, Constitution Day
Blackwater NWR Visitor Center, Cambridge, MD
Friday
Sep 18
General 6
Crabbing the Miles River
6:00 AM • 213 N Talbot St, St Michaels, MD
Intro to Marine Electrical at CBMM
9:00 AM • 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States
Vets Helping Vets
9:30 AM • Hurlock American Legion Post 243, 57 Legion Drive, Hurlock, MD 21643
Music of the New Nation
6:00 PM • Central Branch Denton
Bucking on the Bay: Live Bull Riding
Old Salty's Restaurant, 2560 Hoopers Island Road, Fishing Creek, MD 21634
Mahjong 101/102
5:30 PM • Golden Hour, 605 S Talbot St, St Michaels, MD 21663, USA
Sports 2
IRONMAN Maryland Race Week and Expo
Long Wharf and race venues around Cambridge, MD 21613
Westside Neighborhood Yoga
9:30 AM • West Side Community Center
2
IRONMAN Maryland Volunteer Opportunities
Cambridge and Dorchester County, MD 21613
Art Night: Backstage
6:00 PM • West Side Community Center, Bivalve
Cultural 5
Crabbing the Miles River
6:00 AM • 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States
Live music at Foxy’s! Uncle Ward! 🎶🎶
6:00 PM • 125 Mulberry St, Saint Michaels, MD, 125 Mulberry St, St Michaels, MD 21663, United States
Jennifer Knapp
7:00 PM • The Avalon, 40 E Dover Street, Easton, MD, United States
Summer Cinema on Linden Lawn
8:00 PM • 308 Watkins Ln, Saint Michaels, MD, United States, Maryland 21663, 308 Watkins Ln, St Michaels, MD 21663-2114, United States
Westside Neighborhood Brown Bag Lunch
11:30 AM • West Side Community Center Classroom
Saturday
Sep 19
General 8
IRONMAN Maryland Triathlon
12:00 AM • Location TBA
Yoga with Patty
8:00 AM • Dorchester Chamber of Commerce, 2nd Floor Conference Room (Please use the back stairs from the parking lot), 306 High Street, Cambridge, MD 21613
Native American Festival
10:00 AM • 214 Middle Street Vienna , Maryland 21869
Buckin' on the Bay Live Bull Riding
12:00 PM • 2560 Hoopers Island Road Fishing Creek , Maryland 21634
Bucking on the Bay: Live Bull Riding
12:00 PM • Old Salty's Restaurant, 2560 Hoopers Island Road, Fishing Creek, MD 21634
Women's Hall of History Tour
1:00 PM • Sycamore Cottage, 417 High Street, Cambridge, MD 21613
Ales, Sails, and Pirate Tales
5:00 PM • Richardson Maritime Museum, 103 Hayward Street, Cambridge, MD 21613
Mahjong 101/102
5:30 PM • Golden Hour, 605 S Talbot St, St Michaels, MD 21663, USA
Sports 6
Log Canoe Spectator Cruise
9:30 AM • 213 N TALBOT St , Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States
Patriot Cruises: Log Canoe Spectator Cruise (MRYC Higgins & Commodore Cups)
9:30 AM • 213 N Talbot St, St Michaels, MD
Riftbound Vendetta Summoner Skirmish II
12:00 PM • Easton
IRONMAN Maryland Finish Line at Long Wharf Park
Long Wharf Park, Cambridge, MD 21613
IRONMAN Maryland Triathlon 2026
Gerry Boyle Park at Great Marsh, Cambridge, MD 21613
IRONMAN Maryland Race Week and Expo
Long Wharf and race venues around Cambridge, MD 21613
Family 2
Native American Festival
10:00 AM • Vienna Community Park, 214 Market St, Vienna, MD 21869
Block Party!
12:00 PM • Rails to Trails @ Dover St & August St Entrance, Easton, MD, USA
1
IRONMAN Maryland Volunteer Opportunities
Cambridge and Dorchester County, MD 21613
Cultural 10
A Humane Market
10:00 AM • 500 Dover Road, Easton, MD, USA
Expedition: Exploring the History of Waterman in Oxford and Bellevue on the Tred Avon River — ShoreRivers
10:00 AM • 101 Mill St, Oxford, MD
Skipjack Nathan Public Sail
11:00 AM • Cambridge Municipal Yacht Basin, Cambridge, MD 21613
Women's Hall of History Tour
1:00 PM • Cambridge, MD 21613
Shadowverse: Evolve BP19+BP20 Preview Trials Kit
4:30 PM • Easton
Live music at Foxy’s! Bobby Reed! 🎶🎶
5:00 PM • 125 Mulberry St, Saint Michaels, MD, 125 Mulberry St, St Michaels, MD 21663, United States
Comedy @ the Stoltz with Anthony DeVito TWO SHOWS!
7:00 PM • The Avalon, 40 E Dover Street, Easton, MD, United States
CHOPIN ORBIT | Hayato Sumino
7:30 PM • 17 South Washington Street, Easton, MD, USA
Summer Cinema on Linden Lawn
8:00 PM • 308 Watkins Ln, Saint Michaels, MD, United States, Maryland 21663, 308 Watkins Ln, St Michaels, MD 21663-2114, United States
Log Canoe Cruise Charters: Higgins, Commodore & Bartlett Cups
9:30 AM • 213 N Talbot St, St Michaels, MD
Sunday
Sep 20
General 4
CANCELED: Extreme Boat Docking Contest
12:00 PM • 6304 Suicide Bridge Road Hurlock , Maryland 21643
The Vineyard Goes PINK!
1:00 PM • Layton's Chance Vineyard & Winery, 4225 New Bridge Road, Vienna, MD 21869
Fall Humanities Sunday Series
2:00 PM • The Cambridge Woman's Club, 417 High Street, Cambridge, MD 21613
Mahjong 101/102
5:30 PM • Golden Hour, 605 S Talbot St, St Michaels, MD 21663, USA
Family 2
East New Market Farmer's Market
12:00 PM • East New Market Friendship Park, Railroad Avenue, East New Market, MD 21631
Community Harvest Supper
3:00 PM • 308 Watkins Ln, Saint Michaels, MD, United States, Maryland 21663, 308 Watkins Ln, St Michaels, MD 21663-2114, United States
1
IRONMAN Maryland Volunteer Opportunities
Cambridge and Dorchester County, MD 21613
Cultural 2
Summer Cinema on Linden Lawn
8:00 PM • 308 Watkins Ln, Saint Michaels, MD, United States, Maryland 21663, 308 Watkins Ln, St Michaels, MD 21663-2114, United States
Log Canoe Cruise Charters: Higgins, Commodore & Bartlett Cups
9:30 AM • 213 N Talbot St, St Michaels, MD
Outdoors 1
Free birding walk with Terry Allen, meet at Visitor Center at 8am
8:00 AM • Blackwater NWR Visitor Center, Cambridge, MD
Monday
Sep 21
General 2
Petite Picassos: Food Art
10:30 AM • Central Branch Denton
Mahjong 101/102
5:30 PM • Golden Hour, 605 S Talbot St, St Michaels, MD 21663, USA
Cultural 1
Summer Cinema on Linden Lawn
8:00 PM • 308 Watkins Ln, Saint Michaels, MD, United States, Maryland 21663, 308 Watkins Ln, St Michaels, MD 21663-2114, United States
Tuesday
Sep 22
General 5
Fall Story Time (Greensboro)
10:30 AM • North County Branch Greensboro
Chamber Membership Orientation - September 2026
12:00 PM • The Packing House (In the Green Room), 411 Dorchester Avenue, Cambridge, MD 21613
Tech Tuesdays
2:00 PM • Central Branch Denton
Yoga with Patty
5:00 PM • Dorchester Chamber of Commerce, 2nd Floor Conference Room (Please use the back stairs from the parking lot), 306 High Street, Cambridge, MD 21613
Shrimp Night at the Moose
6:00 PM • Cambridge Moose Lodge 1211, 5446 Moose Lodge Road, Cambridge, MD 21613
Cultural 3
Yoga on Navy Point
5:45 PM • 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States
America's 250 Music Series
6:00 PM • 447 Venue, 447 Race Street, Cambridge, MD 21613
Summer Cinema on Linden Lawn
8:00 PM • 308 Watkins Ln, Saint Michaels, MD, United States, Maryland 21663, 308 Watkins Ln, St Michaels, MD 21663-2114, United States
Wednesday
Sep 23
General 3
Fall Story Time (Denton)
10:30 AM • Central Branch Denton
Fall Story Time (Denton)
11:30 AM • Central Branch Denton
Stuffed Animal Sleepover
4:00 PM • North County Branch Greensboro
Cultural 2
Live music at Foxy’s! Groove Tide! 🌊🌴🎶☀️
5:00 PM • 125 Mulberry St, Saint Michaels, MD, 125 Mulberry St, St Michaels, MD 21663, United States
Summer Cinema on Linden Lawn
8:00 PM • 308 Watkins Ln, Saint Michaels, MD, United States, Maryland 21663, 308 Watkins Ln, St Michaels, MD 21663-2114, United States
Thursday
Sep 24
General 10
Fall Story Time (Federalsburg)
10:30 AM • Federalsburg Branch
Teen Tabletop Club
4:00 PM • Central Branch Denton
Paws for Reading
4:30 PM • Central Branch Denton
Paws for Reading
4:45 PM • Central Branch Denton
Paws for Reading
5:00 PM • Central Branch Denton
Paws for Reading
5:15 PM • Central Branch Denton
Paws for Reading
5:30 PM • Central Branch Denton
Paws for Reading
5:45 PM • Central Branch Denton
Paws for Reading
6:00 PM • Central Branch Denton
Paws for Reading
6:15 PM • Central Branch Denton
Cultural 3
Summer Nature Journaling: Migration and Climate Change in the Wetlands
5:30 PM • Pickering Creek Audubon Center, 11450 Audubon Ln, Easton, MD 21601, USA
The Wailers
7:00 PM • The Avalon, 40 E Dover Street, Easton, MD, United States
Summer Cinema on Linden Lawn
8:00 PM • 308 Watkins Ln, Saint Michaels, MD, United States, Maryland 21663, 308 Watkins Ln, St Michaels, MD 21663-2114, United States
Friday
Sep 25
General 5
Crabbing the Miles River
6:00 AM • 213 N Talbot St, St Michaels, MD
Mid-Morning Meet Up at the Tech Park
9:00 AM • Eastern Shore Innovation Center, 104 Tech Park Drive, Cambridge MD 21613
Vets Helping Vets
9:30 AM • Hurlock American Legion Post 243, 57 Legion Drive, Hurlock, MD 21643
Mindful Yoga
10:30 AM • Central Branch Denton
Anna Murray and Annie Douglass: Sharing A Mother and Daughter's Life Stories
6:00 PM • Central Branch Denton
Sports 3
Magic the Gathering: Reality Fracture Prerelease
7:00 PM • Easton
Chamber Challenge Golf Tournament 2026
River Marsh Golf Club, Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina, 100 Heron Blvd, Cambridge, MD 21613
Westside Neighborhood Yoga
9:30 AM • West Side Community Center
Family 1
Early Education Day at CBMM
11:00 AM • 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States
1
Stephen Philip Harvey Jazz Trio
6:00 PM • Golden Hour, 605 S Talbot St, St Michaels, MD 21663, USA
Cultural 10
Crabbing the Miles River
6:00 AM • 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States
A Toast to White House History
4:45 PM • 17 South Washington Street, Easton, MD, USA
Aerospace Talk with Terry J. Hart - 1984 Space Shuttle Challenger Astronaut
5:30 PM • Oxford Community Center, 200 Oxford Rd, Oxford, MD 21654, USA
Live music at Foxy’s! Dave Hawkins! 🎶🎶
6:00 PM • 125 Mulberry St, Saint Michaels, MD, 125 Mulberry St, St Michaels, MD 21663, United States
Brett Dennen - Art is Life Tour
7:00 PM • The Avalon, 40 E Dover St, Easton, MD 21601-3013, United States
Brett Dennen - Art is Life Tour
7:00 PM • The Avalon, 40 E Dover Street, Easton, MD, United States
Brett Dennen: Art is Life Tour
7:00 PM • The Avalon, 40 E Dover Street, Easton, MD, United States
Julian Velard
7:00 PM • The Avalon, 40 E Dover Street, Easton, MD, United States
Summer Cinema on Linden Lawn
8:00 PM • 308 Watkins Ln, Saint Michaels, MD, United States, Maryland 21663, 308 Watkins Ln, St Michaels, MD 21663-2114, United States
Westside Neighborhood Brown Bag Lunch
11:30 AM • West Side Community Center Classroom
Saturday
Sep 26
General 7
Yoga with Patty
8:00 AM • Dorchester Chamber of Commerce, 2nd Floor Conference Room (Please use the back stairs from the parking lot), 306 High Street, Cambridge, MD 21613
Choptank Heritage Skipjack Race
10:00 AM • 2 Yacht Club Drive Cambridge , Maryland 21613
Harriet Tubman Summit: A Tribute to General Tubman
11:00 AM • 206 High Street #1 Cambridge , Maryland 21613
Taste of Cambridge
12:00 PM • Location TBA
Taste of Cambridge
12:00 PM • Cambridge Main Street, Downtown Cambridge, Cambridge, MD 21613
Women's Hall of History Tour
1:00 PM • Sycamore Cottage, 417 High Street, Cambridge, MD 21613
2026 Bailando con las Estrellas (Dancing with the Stars)
7:00 PM • 40 E Dover St, Easton, MD
Sports 3
Pokémon League Cup
12:00 PM • Easton
Star Wars Unlimited Ashes of the Empire Store Showdown
3:00 PM • Easton
Gundam Card Game ST11-14 Release Event
6:00 PM • Easton
1
Frederick Douglass Day 2026
10:00 AM • 11 North Washington Street, Easton, MD, USA
Cultural 9
Frederick Douglass Day 2026
10:00 AM • 11 N Washington St, Easton, MD 21601-3195, United States, 11 N Washington St, Easton, MD 21601-3195, United States
Live music at Foxy’s! Dragon cats! 🐈‍⬛ 🎶🐉
5:00 PM • 125 Mulberry St, Saint Michaels, MD, 125 Mulberry St, St Michaels, MD 21663, United States
Bailando con las Estrellas
7:00 PM • Avalon Theatre, 40 E Dover St, Easton, MD 21601, USA
Julian Velard
7:00 PM • Avalon Foundation Inc, The Avalon, 40 E Dover St, Easton, MD 21601-3013, United States
Julian Velard
7:00 PM • Avalon Foundation Inc, 40 E Dover St, Easton, MD
2026 Bailando con las Estrellas (Dancing with the Stars)
7:30 PM • 40 E Dover St, Easton, MD
Chesapeake Music presents ArcoStrum with Violinist Strauss Shi and Guitarist TY Zhang
7:30 PM • 17 South Washington Street, Easton, MD, USA
Summer Cinema on Linden Lawn
8:00 PM • 308 Watkins Ln, Saint Michaels, MD, United States, Maryland 21663, 308 Watkins Ln, St Michaels, MD 21663-2114, United States
Continuum Dance Performance: Dreamers Reprise
7:00 PM • 200 Oxford Road, Oxford, MD 21654
Outdoors 1
Litter Pickup: 9am – 12pm
9:00 AM • Blackwater NWR Visitor Center, Cambridge, MD
Sunday
Sep 27
General 1
Dorchester Center for the Arts Showcase
12:00 PM • Location TBA
Sports 1
Age of Sigmar Spearhead Tournament
11:30 AM • Easton
Family 1
East New Market Farmer's Market
12:00 PM • East New Market Friendship Park, Railroad Avenue, East New Market, MD 21631
Cultural 3
Dorchester Center of the Arts Dual Exhibitions Closing Reception
5:00 PM • Dorchester Center of the Arts, 321 High Street, Cambridge, MD 21613
Summer Cinema on Linden Lawn
8:00 PM • 308 Watkins Ln, Saint Michaels, MD, United States, Maryland 21663, 308 Watkins Ln, St Michaels, MD 21663-2114, United States
Continuum Dance Performance: Dreamers Reprise
7:00 PM • 200 Oxford Road, Oxford, MD 21654
Outdoors 1
Free birding walk with Ron Ketter, meet at Visitor Center at 8am
8:00 AM • Blackwater NWR Visitor Center, Cambridge, MD
Monday
Sep 28
General 3
City of Cambridge Council Meeting
6:00 PM • City Council Chambers, 305 Gay Street, Cambridge, MD 21613
Town of Hurlock Council Meeting 2026
6:00 PM • Town of Hurlock, 311 Charles Street, PO Box 327, Hurlock, MD 21643
Town of Vienna Council Meeting
7:00 PM • Town Hall, 214 Market Street, Vienna, MD 21869
Cultural 3
Summer Cinema on Linden Lawn
8:00 PM • 308 Watkins Ln, Saint Michaels, MD, United States, Maryland 21663, 308 Watkins Ln, St Michaels, MD 21663-2114, United States
ASA 114 - Cruising Catamaran Certification: Aboard Epiphany
10:00 AM • 101 N Harbor Road, Saint Michaels, MD, United States, Maryland 21663, 101 N Harbor Rd, St Michaels, MD 21663-2910, United States
ASA 114 - Cruising Catamaran Certification: Aboard Epiphany
10:00 AM • 101 N Harbor Road, Saint Michaels, MD, United States, Maryland 21663, 310 N Harbor Rd, St Michaels, MD 21663, United States
Tuesday
Sep 29
General 4
Fall Story Time (Greensboro)
10:30 AM • North County Branch Greensboro
Tech Tuesdays
2:00 PM • Central Branch Denton
Yoga with Patty
5:00 PM • Dorchester Chamber of Commerce, 2nd Floor Conference Room (Please use the back stairs from the parking lot), 306 High Street, Cambridge, MD 21613
Outdoor Movie Nights
6:00 PM • Inn at Perry Cabin, 308 Watkins Ln, St Michaels, MD 21663, USA
Sports 1
Lorcana Booster Draft Tournament
6:00 PM • Easton
Cultural 6
Dorchester Center for the Arts Fall Art Classes -Stained Glass
4:00 PM • Dorchester Center for the Arts, 321 High Street, Cambridge, MD 21613
Yoga on Navy Point
5:45 PM • 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States
America's 250 Music Series
6:00 PM • 447 Venue, 447 Race Street, Cambridge, MD 21613
Summer Cinema on Linden Lawn
8:00 PM • 308 Watkins Ln, Saint Michaels, MD, United States, Maryland 21663, 308 Watkins Ln, St Michaels, MD 21663-2114, United States
ASA 114 - Cruising Catamaran Certification: Aboard Epiphany
10:00 AM • 101 N Harbor Road, Saint Michaels, MD, United States, Maryland 21663, 101 N Harbor Rd, St Michaels, MD 21663-2910, United States
ASA 114 - Cruising Catamaran Certification: Aboard Epiphany
10:00 AM • 101 N Harbor Road, Saint Michaels, MD, United States, Maryland 21663, 310 N Harbor Rd, St Michaels, MD 21663, United States
Wednesday
Sep 30
General 4
Nobel Garden Tour
10:00 AM • Londonderry on the Tred Avon, Easton, MD, USA
Fall Story Time (Denton)
10:30 AM • Central Branch Denton
Fall Story Time (Denton)
11:30 AM • Central Branch Denton
Create & Care: Decorate a Pot and Plant a Succulent!
5:00 PM • North County Branch Greensboro
1
Time & Distance Could Save a Life: Intro to CALM (Counseling on Access to Lethal Means)
12:00 PM • 111 East Dover Street, Easton, MD, USA
Cultural 3
OCC Classic Cinema Club and the Oxford Museum Presents ‘1776’
3:00 PM • Oxford Community Center, 200 Oxford Rd, Oxford, MD 21654, USA
ASA 114 - Cruising Catamaran Certification: Aboard Epiphany
10:00 AM • 101 N Harbor Road, Saint Michaels, MD, United States, Maryland 21663, 101 N Harbor Rd, St Michaels, MD 21663-2910, United States
ASA 114 - Cruising Catamaran Certification: Aboard Epiphany
10:00 AM • 101 N Harbor Road, Saint Michaels, MD, United States, Maryland 21663, 310 N Harbor Rd, St Michaels, MD 21663, United States
Thursday
Oct 1
General 3
Intro to Sailing Small Craft
8:00 AM • 213 N Talbot St, St Michaels, MD
Fall Story Time (Federalsburg)
10:30 AM • Federalsburg Branch
3D Printer Certification
6:30 PM • Central Branch Denton
1
Business After Hours/Ribbon Cutting: Handsell
5:30 PM • Handsell, 4837 Indiantown Road, Vienna, MD 21869
Cultural 4
Dorchester Center for the Arts Fall Art Classes -Basic Observational Drawing
5:30 PM • Dorchester Center for the Arts, 321 High Street, Cambridge, MD 21613
Dorchester Center for the Arts Fall Art Classes -Nomadic Drawing
5:30 PM • Dorchester Center for the Arts, 321 High Street, Cambridge, MD 21613
ASA 114 - Cruising Catamaran Certification: Aboard Epiphany
10:00 AM • 101 N Harbor Road, Saint Michaels, MD, United States, Maryland 21663, 101 N Harbor Rd, St Michaels, MD 21663-2910, United States
ASA 114 - Cruising Catamaran Certification: Aboard Epiphany
10:00 AM • 101 N Harbor Road, Saint Michaels, MD, United States, Maryland 21663, 310 N Harbor Rd, St Michaels, MD 21663, United States
Friday
Oct 2
General 3
Vets Helping Vets
9:30 AM • Hurlock American Legion Post 243, 57 Legion Drive, Hurlock, MD 21643
Easton's Fall Kickoff
5:00 PM • 11 S Harrison St, Easton, MD, United States, Maryland 21601, 11 S Harrison St, Easton, MD 21601-3042, United States
Cambridge Cuisine & Storytelling
6:00 PM • 411 Dorchester Avenue Cambridge , Maryland 21613
1
Art Night: Backstage
6:00 PM • West Side Community Center, Bivalve
Cultural 9
Easton's Fall Kickoff
5:00 PM • Location TBA
First Friday Gallery Walk
5:00 PM • North Harrison Street, Easton, MD, USA
First Friday Gallery Walk
5:00 PM • 11 S Harrison St, Easton, MD, United States, Maryland 21601, 11 S Harrison St, Easton, MD 21601-3042, United States
Hotel Transylvania - Outdoor Movie Night @ The Academy Art Museum (Sponsored by Framptom)
8:30 PM • 106 South Street, 106 South St, Easton, MD 21601-2917, United States
ASA 114 - Cruising Catamaran Certification: Aboard Epiphany
10:00 AM • 101 N Harbor Road, Saint Michaels, MD, United States, Maryland 21663, 101 N Harbor Rd, St Michaels, MD 21663-2910, United States
ASA 114 - Cruising Catamaran Certification: Aboard Epiphany
10:00 AM • 101 N Harbor Road, Saint Michaels, MD, United States, Maryland 21663, 310 N Harbor Rd, St Michaels, MD 21663, United States
Intro to Sailing Small Craft
12:00 AM • 213 N Talbot St, St Michaels, MD
Mid-Atlantic Small Craft Festival
10:00 AM • 213 N Talbot St, St Michaels, MD
Intro to Sailing Small Craft
213 N Talbot St, St Michaels, MD
Saturday
Oct 3
General 3
Yoga with Patty
8:00 AM • Dorchester Chamber of Commerce, 2nd Floor Conference Room (Please use the back stairs from the parking lot), 306 High Street, Cambridge, MD 21613
Hurlock Fall Fest & Train Rides
9:00 AM • Location TBA
American Cruise Line Ship Docking
Long Wharf Park, Cambridge, MD 21613
Family 3
Hurlock Fall Festival and Train Rides 2026
9:00 AM • Town of Hurlock, MD, 311 Charles Street, PO Box 327, Cambridge, MD 21643
Children's Story Time & Craft Club
10:00 AM • Historic Train Station, 10 Murphy's Alley, East New Market, MD 21631
Kat Parsons - The Sweetness Is Now: A Release Concert
7:00 PM • The Avalon, 40 E Dover Street, Easton, MD, United States
1
Hot Rods and Hose Car Show
9:00 AM • Location TBA
Cultural 9
The Met: Live in HD Così fan tutte by Wolfgang Amadeus Mozart
1:00 PM • The Avalon, 40 E Dover St, Easton, MD 21601-3013, United States
A night in Madrid - Fall Fundraiser
6:00 PM • Oxford Community Center, 200 Oxford Rd, Oxford, MD 21654, USA
Gundam Card Game 1st Anniversary Event
6:00 PM • Easton
ASA 114 - Cruising Catamaran Certification: Aboard Epiphany
10:00 AM • 101 N Harbor Road, Saint Michaels, MD, United States, Maryland 21663, 101 N Harbor Rd, St Michaels, MD 21663-2910, United States
ASA 114 - Cruising Catamaran Certification: Aboard Epiphany
10:00 AM • 101 N Harbor Road, Saint Michaels, MD, United States, Maryland 21663, 310 N Harbor Rd, St Michaels, MD 21663, United States
Intro to Sailing Small Craft
12:00 AM • 213 N Talbot St, St Michaels, MD
Mid-Atlantic Small Craft Festival
10:00 AM • 213 N Talbot St, St Michaels, MD
Intro to Sailing Small Craft
213 N Talbot St, St Michaels, MD
Mid-Atlantic Small Craft Festival
12:00 PM • 213 N Talbot St, St Michaels, MD
Sunday
Oct 4
General 1
Harvest Festival at Layton's Chance Winery
12:00 PM • 4225 New Bridge Road Vienna , Maryland 21869
Cultural 7
Concert – The Chivalrous Crickets
3:00 PM • The Church of the Holy Trinity, 502 S Morris St, Oxford, MD 21654, USA
ASA 114 - Cruising Catamaran Certification: Aboard Epiphany
10:00 AM • 101 N Harbor Road, Saint Michaels, MD, United States, Maryland 21663, 101 N Harbor Rd, St Michaels, MD 21663-2910, United States
ASA 114 - Cruising Catamaran Certification: Aboard Epiphany
10:00 AM • 101 N Harbor Road, Saint Michaels, MD, United States, Maryland 21663, 310 N Harbor Rd, St Michaels, MD 21663, United States
Intro to Sailing Small Craft
12:00 AM • 213 N Talbot St, St Michaels, MD
Mid-Atlantic Small Craft Festival
10:00 AM • 213 N Talbot St, St Michaels, MD
Intro to Sailing Small Craft
213 N Talbot St, St Michaels, MD
Mid-Atlantic Small Craft Festival
12:00 PM • 213 N Talbot St, St Michaels, MD
Outdoors 1
Free birding walk with Terry Allen, meet at Visitor Center at 8am
8:00 AM • Blackwater NWR Visitor Center, Cambridge, MD
Monday
Oct 5
General 1
Playtime at the Library
10:30 AM • Central Branch Denton
Cultural 3
ASA 114 - Cruising Catamaran Certification: Aboard Epiphany
10:00 AM • 101 N Harbor Road, Saint Michaels, MD, United States, Maryland 21663, 101 N Harbor Rd, St Michaels, MD 21663-2910, United States
ASA 114 - Cruising Catamaran Certification: Aboard Epiphany
10:00 AM • 101 N Harbor Road, Saint Michaels, MD, United States, Maryland 21663, 310 N Harbor Rd, St Michaels, MD 21663, United States
Mid-Atlantic Small Craft Festival
12:00 PM • 213 N Talbot St, St Michaels, MD
Tuesday
Oct 6
General 6
Fall Story Time (Greensboro)
10:30 AM • North County Branch Greensboro
Tech Tuesdays
2:00 PM • Central Branch Denton
Tween Tabletop
4:00 PM • Federalsburg Branch
Yoga with Patty
5:00 PM • Dorchester Chamber of Commerce, 2nd Floor Conference Room (Please use the back stairs from the parking lot), 306 High Street, Cambridge, MD 21613
Denton Haunted Happenings
5:30 PM • Central Branch Denton
Dorchester County Council Meeting
6:00 PM • Dorchester County Council, Dorchester County Office Building, 501 Court Lane, Cambridge, MD 21613
1
Chamber Business Lunch: DCPS-THRIVE
12:00 PM • The Packing House, 411 Dorchester Avenue, Cambridge, MD 21613
Cultural 4
Dorchester Center for the Arts Fall Art Classes -Stained Glass
4:00 PM • Dorchester Center for the Arts, 321 High Street, Cambridge, MD 21613
Yoga on Navy Point
5:45 PM • 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States
ASA 114 - Cruising Catamaran Certification: Aboard Epiphany
10:00 AM • 101 N Harbor Road, Saint Michaels, MD, United States, Maryland 21663, 101 N Harbor Rd, St Michaels, MD 21663-2910, United States
ASA 114 - Cruising Catamaran Certification: Aboard Epiphany
10:00 AM • 101 N Harbor Road, Saint Michaels, MD, United States, Maryland 21663, 310 N Harbor Rd, St Michaels, MD 21663, United States
Wednesday
Oct 7
General 2
Fall Story Time (Denton)
10:30 AM • Central Branch Denton
Fall Story Time (Denton)
11:30 AM • Central Branch Denton
Thursday
Oct 8
General 2
Fall Story Time (Federalsburg)
10:30 AM • Federalsburg Branch
Tween Zone: Spooky Sip'n Paint
5:30 PM • Central Branch Denton
Family 2
Chesapeake Film Festival
5:00 PM • Easton, MD, USA
Hispanic Heritage Month Poster Contest - Winners Announcement Reception
6:00 PM • Academy Art Museum, 106 South St, Easton, MD 21601, USA
Cultural 4
2nd Annual Circle of Hope Breast Cancer Awareness and Community Celebration
4:00 PM • Oxford Community Center, 200 Oxford Rd, Oxford, MD 21654, USA
Dorchester Center for the Arts Fall Art Classes -Basic Observational Drawing
5:30 PM • Dorchester Center for the Arts, 321 High Street, Cambridge, MD 21613
An Evening with The Del McCoury Band
7:00 PM • The Avalon, 40 E Dover Street, Easton, MD, United States
19th Annual Chesapeake Film Festival Oct 8-10
17 South Washington Street, Easton, MD, USA
Friday
Oct 9
General 3
Vets Helping Vets
9:30 AM • Hurlock American Legion Post 243, 57 Legion Drive, Hurlock, MD 21643
Fire Prevention Day
3:00 PM • Central Branch Denton
From Memoir to Movement with Dana Soon Burgess
5:30 PM • Oxford Community Center, 200 Oxford Rd, Oxford, MD 21654, USA
Cultural 2
Lee Fields
7:00 PM • The Avalon, 40 E Dover Street, Easton, MD, United States
19th Annual Chesapeake Film Festival Oct 8-10
17 South Washington Street, Easton, MD, USA