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

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Today

Nov 5

General 2

Fall Story Time (Federalsburg)

10:30 AM • Federalsburg Branch

Fall Seed Cleaning Workshop

6:00 PM • Central Branch Denton

1

Wine Dinner at Hunters' Tavern

6:00 PM • 101 East Dover Street, Easton, MD, USA

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

History Beneath the Waters

5:30 PM • 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States

Jake Shimabukuro

7:00 PM • The Avalon, 40 E Dover St, Easton, MD 21601-3013, United States

Jake Shimabukuro

7:00 PM • The Avalon, 40 E Dover Street, Easton, MD, United States

Tomorrow

Nov 6

General 2

Stay Alert: Protect Your Money from Fraud and Scams

10:30 AM • Central Branch Denton

Toast & Toasted

6:30 PM • Layton's Chance Vineyard & Winery, 4225 New Bridge Road, Vienna, MD 21869

Family 1

TheaterWorksUSA presents Ada Twist, Scientist & Friends

6:00 PM • The Avalon, 40 E Dover St, Easton, MD 21601-3013, United States

Cultural 2

Young Wolf & Dave McQuay (co-bill)

7:00 PM • The Avalon, 40 E Dover Street, Easton, MD, United States

Field & Tide: A Culinary Festival at The Wildset

6:30 PM • The Milk Truck Garage at The Wildset, 113 North St, St Michaels, MD 21663, USA

Saturday

Nov 7

General 2

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

Ultimate Survivor: How Local Insects Survive the Winter & Extreme Weather

6:00 PM • Layton's Chance Vineyard & Winery, 4225 New Bridge Road, Vienna, MD 21869

Family 2

CBMM's OysterFest

10:00 AM • Chesapeake Bay Maritime Museum, 38.787516, -76.220082

Children's Story Time & Craft Club

10:00 AM • Historic Train Station, 10 Murphy's Alley, East New Market, MD 21631

Cultural 2

6th Annual Shore Good Truck Show and Pull

10:00 AM • 11472 Ocean Gateway, Easton, MD 21601

Field & Tide: A Culinary Festival at The Wildset

6:30 PM • The Milk Truck Garage at The Wildset, 113 North St, St Michaels, MD 21663, USA

Sunday

Nov 8

2

ShoreRivers Rendezvous

1:00 PM • 6142 Country Club Drive, Easton, Talbot, MD, USA

Happy Sunday at Theo's

4:00 PM • 407 S Talbot St, St Michaels, MD

Monday

Nov 9

General 3

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

Tuesday

Nov 10

General 6

Free birding walk with Jim Green, meet at Visitor Center at 8am

8:00 AM • Blackwater NWR Visitor Center, Cambridge, MD

Fall Story Time (Greensboro)

10:30 AM • North County Branch Greensboro

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

Movie of the Month

5:30 PM • Federalsburg Branch

Shrimp Night at the Moose

6:00 PM • Cambridge Moose Lodge 1211, 5446 Moose Lodge Road, Cambridge, MD 21613

Family 1

Town of East New Market Council Meeting

6:00 PM • Town of East New Maket Town Hall, 101 Main Street, East New Market, MD 21631

Cultural 3

Guided Birding Tour

8:00 AM • Blackwater Visitor Center, 2145 Key Wallace Drive, Cambridge, MD 21613

Dorchester Center for the Arts Fall Art Classes -Stained Glass

4:00 PM • Dorchester Center for the Arts, 321 High Street, Cambridge, MD 21613

Through the Lens: Chesapeake Stories Revealed

5:30 PM • 7199 Tristan Drive, Easton, MD, USA

Wednesday

Nov 11

General 4

Fee-Free Day: Veterans Day

7:00 AM • Blackwater National Wildlife Refuge, 2145 Key Wallace Drive, Cambridge, MD 21613

Fee-Free Day: Veterans Day

Blackwater National Wildlife Refuge, 2145 Key Wallace Drive, Cambridge, MD 21613

Holiday Closing

No fee on Wildlife Drive, Veteran's Day

Blackwater NWR Visitor Center, Cambridge, MD

Thursday

Nov 12

General 2

Fall Story Time (Federalsburg)

10:30 AM • Federalsburg Branch

Tween Zone: Stellar Spaces

5:30 PM • Central Branch Denton

Cultural 3

Ali Webb & Friends

7:00 PM • The Avalon, 40 E Dover Street, Easton, MD, United States

Waterfowl Festival Premier Night Tickets

12:00 AM • 101 E Dover St, Easton, MD

Waterfowl Festival Premier Night Tickets

101 E Dover St, Easton, MD

Friday

Nov 13

Cultural 3

Chloe Kimes: Daredevil Tour

7:00 PM • The Avalon, 40 E Dover Street, Easton, MD, United States

Waterfowl Festival Premier Night Tickets

12:00 AM • 101 E Dover St, Easton, MD

Waterfowl Festival Premier Night Tickets

101 E Dover St, Easton, MD

Saturday

Nov 14

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

Second Saturday Book Sale '24

9:00 AM • Dorchester County Public Library, Cambridge Branch, 303 Gay Street, Cambridge, MD 21613

Youth Reading Social

10:00 AM • Hurlock Community Center, 220 Main Street, Hurlock, MD 21643

Cultural 4

Fitzkee Brothers

7:00 PM • The Avalon, 40 E Dover St, Easton, MD 21601-3013, United States

Next Generation Showcase ‘26

7:30 PM • 17 South Washington Street, Easton, MD, USA

Waterfowl Festival Premier Night Tickets

12:00 AM • 101 E Dover St, Easton, MD

Waterfowl Festival Premier Night Tickets

101 E Dover St, Easton, MD

Sunday

Nov 15

General 2

Fall Humanities Sunday Series

2:00 PM • The Cambridge Woman's Club 417 High Street Cambridge, MD 21613

American Cruise Line Ship Docking

Long Wharf Park, Cambridge, MD 21613

Cultural 2

Waterfowl Festival Premier Night Tickets

12:00 AM • 101 E Dover St, Easton, MD

Waterfowl Festival Premier Night Tickets

101 E Dover St, Easton, MD

Monday

Nov 16

General 1

Petite Picassos: It's Fall!

10:30 AM • Central Branch Denton

Tuesday

Nov 17

General 8

Fall Story Time (Greensboro)

10:30 AM • North County Branch Greensboro

Federalsburg Bookies

1:00 PM • Federalsburg Branch

2:00 PM • Central Branch Denton

Tween Tabletop Club

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

Dorchester County Council Meeting

6:00 PM • Dorchester County Council, Dorchester County Office Building, 501 Court Lane, Cambridge, MD 21613

Tuesday Night Book Club

6:00 PM • Central Branch Denton

Tuesday Night BookClub

6:00 PM • Central Branch Denton

Cultural 1

Dorchester Center for the Arts Fall Art Classes -Stained Glass

4:00 PM • Dorchester Center for the Arts, 321 High Street, Cambridge, MD 21613

Wednesday

Nov 18

General 5

Fall Story Time (Denton)

10:30 AM • Central Branch Denton

10:30 AM • Federalsburg Branch

Fall Story Time (Denton)

11:30 AM • Central Branch Denton

4:00 PM • Central Branch Denton

4:00 PM • North County Branch Greensboro

Cultural 1

VIVA VERDI | Ludovic Tézier | Midweek Gala Night

7:30 PM • 17 South Washington Street, Easton, MD, USA

Thursday

Nov 19

General 2

Fall Story Time (Federalsburg)

10:30 AM • Federalsburg Branch

Sew Simple: Pie/Casserole Carrier

5:30 PM • Central Branch Denton

Cultural 1

7:00 PM • The Avalon, 40 E Dover Street, Easton, MD, United States

Friday

Nov 20

General 2

Coffee, Pie & Community at the Tech Park

9:00 AM • Eastern Shore Innovation Center, 104 Tech Park Drive, Cambridge MD 21613

Next Stop Comedy at The Ivy! - Easton, MD

7:00 PM • 12&14 W Dover St., Easton, MD 21601

Cultural 1

The Reagan Years

7:00 PM • The Avalon, 40 E Dover Street, Easton, MD, United States

Saturday

Nov 21

General 3

Old Fashioned Christmas Bazaar at Zion UMC

8:00 AM • Zion United Methodist Church, 612 Locust Street (Use the Glasgow Street Entrances), Cambridge, MD 21613

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

LIVE On the Porch

1:00 PM • Laytons Chance Vineyard & Winery, 4225 New Bridge Road, Vienna, MD 21869

Family 1

Annual Old-Fashioned Christmas Market & Wine Sale-2026

Layton's Chance Vineyard & Winery, 4225 New Bridge Road, Vienna, MD 21869

Cultural 5

Eastern Shore Sea Glass & Coastal Arts Festival: Holiday Edition

10:00 AM • 213 N Talbot St, St Michaels, MD

ARTRAGEOUZ PAINT & TASTE, Acrylic Painting Party with Scott Clarke

1:00 PM • 8370 ocean gateway, easton, MD 21601

Newmyer Flyer Presents: The Joni Mitchell Songbook

7:00 PM • The Avalon, 40 E Dover Street, Easton, MD, United States

Newmyer Flyer Presents: The Joni Mitchell Songbook

7:00 PM • The Avalon, 40 E Dover St, Easton, MD 21601-3013, United States

Chesapeake Music presents the Synchrony Quartet

7:30 PM • 17 South Washington Street, Easton, MD, USA

Sunday

Nov 22

General 2

Free birding walk with Ron Ketter, meet at Visitor Center at 8am

8:00 AM • Blackwater NWR Visitor Center, Cambridge, MD

LIVE on the Porch

1:00 PM • Layton's Chance Vineyard & Winery, 4225 New Bridge Road, Vienna, MD 21869

Family 1

Family Funday Sunday

10:00 AM • 213 N Talbot St, St Michaels, MD

Cultural 1

Guided Birding Tour

8:00 AM • Blackwater Visitor Center, 2145 Key Wallace Drive, Cambridge, MD 21613

Monday

Nov 23

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

Tuesday

Nov 24

General 4

Fall Story Time (Greensboro)

10:30 AM • North County Branch Greensboro

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 1

Dorchester Center for the Arts Fall Art Classes -Stained Glass

4:00 PM • Dorchester Center for the Arts, 321 High Street, Cambridge, MD 21613

Wednesday

Nov 25

General 2

Fall Story Time (Denton)

10:30 AM • Central Branch Denton

Fall Story Time (Denton)

11:30 AM • Central Branch Denton

Thursday

Nov 26

General 1

Holiday Closing

Sports 1

YMCA Chesapeake Charity Turkey Trot 5K

8:30 AM • Pauline F. and W. David Robbins Family YMCA, 201 Talbot Avenue, Cambridge MD 21613

Family 1

Thanksgiving Dining at STARS

12:00 PM • 308 Watkins Ln, Saint Michaels, MD, United States, Maryland 21663, 308 Watkins Ln, St Michaels, MD 21663-2114, United States

Friday

Nov 27

General 2

The Agitators at Carpenter St. Saloon

9:00 PM • Carpenter Street Saloon, 111 S Talbot St, St Michaels, MD 21663, United States

Holiday Closing

1

Thanksgiving at the Tidewater Inn

12:00 PM • 101 East Dover Street, Easton, MD, USA

Cultural 1

6:00 PM • 101 East Dover Street, Easton, MD 21601

Saturday

Nov 28

General 1

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

Cultural 2

Shop Small Saturday

10:00 AM • 11 S Harrison St, Easton, MD, United States, Maryland 21601, 11 S Harrison St, Easton, MD 21601-3042, United States

The Seldom Scene

7:00 PM • The Avalon, 40 E Dover St, Easton, MD 21601-3013, United States

Sunday

Nov 29

General 1

Free birding walk with Terry Allen, meet at Visitor Center at 8am

8:00 AM • Blackwater NWR Visitor Center, Cambridge, MD

Cultural 1

Guided Birding Tour

8:00 AM • Blackwater Visitor Center, 2145 Key Wallace Drive, Cambridge, MD 21613

Tuesday

Dec 1

General 4

Fall Story Time (Greensboro)

10:30 AM • North County Branch Greensboro

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

Dorchester County Council Meeting

6:00 PM • Dorchester County Council, Dorchester County Office Building, 501 Court Lane, Cambridge, MD 21613

10% off your entire purchase at the Eagle's Nest Book and Gift Shop at the Blackwater NWR Visitor Center! Friends members get 20% off!

Blackwater NWR Visitor Center, Cambridge, MD

Cultural 1

Dorchester Center for the Arts Fall Art Classes -Stained Glass

4:00 PM • Dorchester Center for the Arts, 321 High Street, Cambridge, MD 21613

Wednesday

Dec 2

General 3

Fall Story Time (Denton)

10:30 AM • Central Branch Denton

Fall Story Time (Denton)

11:30 AM • Central Branch Denton

10% off your entire purchase at the Eagle's Nest Book and Gift Shop at the Blackwater NWR Visitor Center! Friends members get 20% off!

Blackwater NWR Visitor Center, Cambridge, MD

Thursday

Dec 3

General 2

Fall Story Time (Federalsburg)

10:30 AM • Federalsburg Branch

10% off your entire purchase at the Eagle's Nest Book and Gift Shop at the Blackwater NWR Visitor Center! Friends members get 20% off!

Blackwater NWR Visitor Center, Cambridge, MD

Friday

Dec 4

General 3

Medium Debbie Wojciechowski

7:00 PM • The Avalon, 40 E Dover St, Easton, MD 21601-3013, United States

Jazz on the Stage at OCC: Dominick Farinacci & Friends

7:30 PM • 200 Oxford Rd, Oxford, MD

10% off your entire purchase at the Eagle's Nest Book and Gift Shop at the Blackwater NWR Visitor Center! Friends members get 20% off!

Blackwater NWR Visitor Center, Cambridge, MD

Saturday

Dec 5

General 5

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

Cambridge Dorchester Christmas Parade

5:00 PM • 306 High Street Cambridge , Maryland 21613

23rd United Way Lower Eastern Shore Annual Holiday Ball

6:00 PM • Hyatt Regency Chesapeake Bay Resort, 100 Heron Blvd, Cambridge, MD 21613

Medium Debbie Wojciechowski

7:00 PM • The Avalon, 40 E Dover Street, Easton, MD, United States

10% off your entire purchase at the Eagle's Nest Book and Gift Shop at the Blackwater NWR Visitor Center! Friends members get 20% off!

Blackwater NWR Visitor Center, Cambridge, MD

1

Easton's Holiday Parade

6:30 PM • Location TBA

Cultural 2

The Met: Live in HD Samson et Dalila by Camille Saint-Saëns

12:00 PM • The Avalon, 40 E Dover Street, Easton, MD, United States

Easton's Holiday Parade

6:30 PM • 11 S Harrison St, Easton, MD, United States, Maryland 21601, 11 S Harrison St, Easton, MD 21601-3042, United States