Upcoming Events Near Trappe

Today

Sep 29, 2026

General 5

10:30–11:00 Fall Story Time (Greensboro) North County Branch Greensboro
2:00–4:00 Tech Tuesdays Central Branch Denton
5:00–6:00 Yoga with Patty Dorchester Chamber of Commerce, 2nd Floor Conference Room (Please use the back stairs from the parking lot), 306 High Street, Cambridge, MD 21613
6:00–9:00 America's 250 Music Series at 447 Venue 447 Race Street Cambridge , Maryland 21613
6:00–6:00 Outdoor Movie Nights Inn at Perry Cabin, 308 Watkins Ln, St Michaels, MD 21663, USA

Sports 1

6:00 Lorcana Booster Draft Tournament Easton

2

Cultural 4

4:00–8:00 Dorchester Center for the Arts Fall Art Classes -Stained Glass Dorchester Center for the Arts, 321 High Street, Cambridge, MD 21613
5:45–6:45 Yoga on Navy Point 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States
6:00–9:00 America's 250 Music Series 447 Venue, 447 Race Street, Cambridge, MD 21613
8:00–10:00 Summer Cinema on Linden Lawn 308 Watkins Ln, Saint Michaels, MD, United States, Maryland 21663, 308 Watkins Ln, St Michaels, MD 21663-2114, United States

Tomorrow

Sep 30, 2026

General 5

12:00 Pride of Baltimore II in Cambridge
10:00–1:00 Nobel Garden Tour Londonderry on the Tred Avon, Easton, MD, USA
10:30–11:00 Fall Story Time (Denton) Central Branch Denton
11:30–12:00 Fall Story Time (Denton) Central Branch Denton
5:00–6:30 Create & Care: Decorate a Pot and Plant a Succulent! North County Branch Greensboro

2

Cultural 3

10:30 Garden Tours 308 Watkins Ln, Saint Michaels, MD, United States, Maryland 21663, 308 Watkins Ln, St Michaels, MD 21663-2114, United States
3:00–6:00 OCC Classic Cinema Club and the Oxford Museum Presents ‘1776’ Oxford Community Center, 200 Oxford Rd, Oxford, MD 21654, USA
5:00 Rosie Parks Skipjack Evening Sail 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States

Thursday

Oct 1, 2026

General 3

8:00–1:00 Intro to Sailing Small Craft 213 N Talbot St, St Michaels, MD
10:30–11:00 Fall Story Time (Federalsburg) Federalsburg Branch
6:30–7:30 3D Printer Certification Central Branch Denton

Sports 1

6:00 Gundam Card Game ST11-14 Release Event Kent Island

3

Cultural 3

7:30–9:30 Talbot Works Together Mixer The Ivy Cafe, 12 W Dover St, Easton, MD 21601, USA
5:30–8:00 Dorchester Center for the Arts Fall Art Classes -Basic Observational Drawing Dorchester Center for the Arts, 321 High Street, Cambridge, MD 21613
5:30–8:00 Dorchester Center for the Arts Fall Art Classes -Nomadic Drawing Dorchester Center for the Arts, 321 High Street, Cambridge, MD 21613

Friday

Oct 2, 2026

General 3

9:30–11:00 Vets Helping Vets Hurlock American Legion Post 243, 57 Legion Drive, Hurlock, MD 21643
5:00–9:00 Easton's Fall Kickoff 11 S Harrison St, Easton, MD, United States, Maryland 21601, 11 S Harrison St, Easton, MD 21601-3042, United States
6:00–8:00 Cambridge Cuisine & Storytelling 411 Dorchester Avenue Cambridge , Maryland 21613

Sports 2

7:00 Magic the Gathering: Reality Fracture Release Booster Draft Easton
7:00 Magic the Gathering: Reality Fracture Release Booster Draft Kent Island

Cultural 7

5:00–9:00 Easton's Fall Kickoff
5:00–7:00 First Friday Gallery Walk North Harrison Street, Easton, MD, USA
5:00 First Friday Gallery Walk 11 S Harrison St, Easton, MD, United States, Maryland 21601, 11 S Harrison St, Easton, MD 21601-3042, United States
8:30 Hotel Transylvania - Outdoor Movie Night @ The Academy Art Museum (Sponsored by Framptom) 106 South Street, 106 South St, Easton, MD 21601-2917, United States
12:00–12:00 Intro to Sailing Small Craft 213 N Talbot St, St Michaels, MD
10:00–3:00 Mid-Atlantic Small Craft Festival 213 N Talbot St, St Michaels, MD
TBD Intro to Sailing Small Craft 213 N Talbot St, St Michaels, MD

Saturday

Oct 3, 2026

General 4

8:00–9:00 Yoga with Patty Dorchester Chamber of Commerce, 2nd Floor Conference Room (Please use the back stairs from the parking lot), 306 High Street, Cambridge, MD 21613
9:00–4:00 Hurlock Fall Fest & Train Rides
6:00–9:00 Garden Grown Magic Star Child Family Trading Co., LLC, 440 Race Street, Cambridge, MD 21613
TBD American Cruise Line Ship Docking Long Wharf Park, Cambridge, MD 21613

Sports 3

8:00–12:00 Health and Wellness Fair & 5k 510 S Aurora St, Easton, MD, USA
12:00 Palworld Grand Challengers Cup Easton
12:00 Yu-Gi-Oh! Beyond the Brave Premiere Event Kent Island

Family 4

8:00–12:00 Health and Wellness Fair & 5K Idlewild Park, 510 S Aurora St, Easton, MD 21601-3419, United States
9:00–4:00 Hurlock Fall Festival and Train Rides 2026 Town of Hurlock, MD, 311 Charles Street, PO Box 327, Cambridge, MD 21643
10:00–12:00 Children's Story Time & Craft Club Historic Train Station, 10 Murphy's Alley, East New Market, MD 21631
7:00–9:00 Kat Parsons - The Sweetness Is Now: A Release Concert The Avalon, 40 E Dover Street, Easton, MD, United States

2

Cultural 11

12:00–2:00 Bookmaking Workshop & Presentation on Saturday, October 3rd, 2026 from 12-2pm at 9s Studios & Gallery 9 S Harrison St unit 9a, Easton, MD, USA
12:00 One Piece Extra Grand Battle 2026 Kent Island
1:00–4:00 The Met: Live in HD Così fan tutte by Wolfgang Amadeus Mozart The Avalon, 40 E Dover St, Easton, MD 21601-3013, United States
2:00–5:00 Live music at Foxy’s! Uncle Ward 🌴✨ 125 Mulberry St, Saint Michaels, MD, 125 Mulberry St, St Michaels, MD 21663, United States
2:30 Haunted Tales of St. Michaels 308 Watkins Ln, Saint Michaels, MD, United States, Maryland 21663, 308 Watkins Ln, St Michaels, MD 21663-2114, United States
6:00–6:00 A night in Madrid - Fall Fundraiser Oxford Community Center, 200 Oxford Rd, Oxford, MD 21654, USA
6:00 Gundam Card Game 1st Anniversary Event Easton
12:00–12:00 Intro to Sailing Small Craft 213 N Talbot St, St Michaels, MD
10:00–3:00 Mid-Atlantic Small Craft Festival 213 N Talbot St, St Michaels, MD
TBD Intro to Sailing Small Craft 213 N Talbot St, St Michaels, MD
12:00–12:00 Mid-Atlantic Small Craft Festival 213 N Talbot St, St Michaels, MD

Sunday

Oct 4, 2026

General 2

8:00 Free birding walk with Terry Allen, meet at Visitor Center at 8am Blackwater NWR Visitor Center, Cambridge, MD
12:00–4:00 Harvest Festival at Layton's Chance Winery 4225 New Bridge Road Vienna , Maryland 21869

Sports 1

12:00 Yu-Gi-Oh! Beyond the Brave Premiere Event Easton

Family 1

12:00–4:00 17th Annual Harvest Festival Laytons Chance Vineyard & Winery, 4225 New Bridge Road, Vienna, MD 21869

Cultural 6

2:00–5:00 Live music at Foxy’s! Bird Dog and the Road Kings! 🎶 125 Mulberry St, Saint Michaels, MD, 125 Mulberry St, St Michaels, MD 21663, United States
3:00–4:00 Concert – The Chivalrous Crickets The Church of the Holy Trinity, 502 S Morris St, Oxford, MD 21654, USA
12:00–12:00 Intro to Sailing Small Craft 213 N Talbot St, St Michaels, MD
10:00–3:00 Mid-Atlantic Small Craft Festival 213 N Talbot St, St Michaels, MD
TBD Intro to Sailing Small Craft 213 N Talbot St, St Michaels, MD
12:00–12:00 Mid-Atlantic Small Craft Festival 213 N Talbot St, St Michaels, MD

Monday

Oct 5, 2026

General 1

10:30–11:30 Playtime at the Library Central Branch Denton

Cultural 1

12:00–12:00 Mid-Atlantic Small Craft Festival 213 N Talbot St, St Michaels, MD

Tuesday

Oct 6, 2026

General 6

10:30–11:00 Fall Story Time (Greensboro) North County Branch Greensboro
2:00–4:00 Tech Tuesdays Central Branch Denton
4:00–7:00 Tween Tabletop Federalsburg Branch
5:00–6:00 Yoga with Patty Dorchester Chamber of Commerce, 2nd Floor Conference Room (Please use the back stairs from the parking lot), 306 High Street, Cambridge, MD 21613
5:30–7:30 Denton Haunted Happenings Central Branch Denton
6:00–8:00 Dorchester County Council Meeting Dorchester County Council, Dorchester County Office Building, 501 Court Lane, Cambridge, MD 21613

Sports 1

6:00 Star Wars Unlimited Homeworlds Prerelease Easton

Family 1

5:00–8:00 NATIONAL NIGHT OUT 2026 Moton Park, 501 Port St, Easton, MD 21601, United States

1

Cultural 4

4:00–8:00 Dorchester Center for the Arts Fall Art Classes -Stained Glass Dorchester Center for the Arts, 321 High Street, Cambridge, MD 21613
5:00–8:00 National Night Out 2026 501 Port St, Easton, MD 21601, United States
5:30–6:45 The Smithsonian Environmental Research Center: Ecosystem Science for the Chesapeake Bay's Future 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States
5:45–6:45 Yoga on Navy Point 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States

Wednesday

Oct 7, 2026

General 2

10:30–11:00 Fall Story Time (Denton) Central Branch Denton
11:30–12:00 Fall Story Time (Denton) Central Branch Denton

Thursday

Oct 8, 2026

General 2

10:30–11:00 Fall Story Time (Federalsburg) Federalsburg Branch
5:30–7:00 Tween Zone: Spooky Sip'n Paint Central Branch Denton

Family 2

5:00–5:00 Chesapeake Film Festival Easton, MD, USA
6:00–8:00 Hispanic Heritage Month Poster Contest - Winners Announcement Reception Academy Art Museum, 106 South St, Easton, MD 21601, USA

Cultural 5

4:00–8:00 2nd Annual Circle of Hope Breast Cancer Awareness and Community Celebration Oxford Community Center, 200 Oxford Rd, Oxford, MD 21654, USA
5:30–8:00 Dorchester Center for the Arts Fall Art Classes -Basic Observational Drawing Dorchester Center for the Arts, 321 High Street, Cambridge, MD 21613
7:00–9:00 An Evening with The Del McCoury Band The Avalon, 40 E Dover Street, Easton, MD, United States
5:00–6:30 Old Point Miles River Cruise 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States
TBD 19th Annual Chesapeake Film Festival Oct 8-10 17 South Washington Street, Easton, MD, USA

Friday

Oct 9, 2026

General 4

9:00–10:00 Volunteer with Us: Maryland Business Roundtable for Education Dorchester Chamber of Commerce, 306 High Street, Cambridge, MD 21613, (in-person and/or virtual option)
9:30–11:00 Vets Helping Vets Hurlock American Legion Post 243, 57 Legion Drive, Hurlock, MD 21643
3:00–5:00 Fire Prevention Day Central Branch Denton
5:30–5:30 From Memoir to Movement with Dana Soon Burgess Oxford Community Center, 200 Oxford Rd, Oxford, MD 21654, USA

Family 1

5:00–8:00 Family Night at Foxy’s! 🧑‍🧑‍🧒‍🧒✨📚✏️📓 125 Mulberry St, Saint Michaels, MD, 125 Mulberry St, St Michaels, MD 21663, United States

Cultural 4

5:00–8:00 Live music at Foxy’s! Uncle Ward! 🤙🏼🌴 125 Mulberry St, Saint Michaels, MD, 125 Mulberry St, St Michaels, MD 21663, United States
7:00–9:00 Lee Fields The Avalon, 40 E Dover Street, Easton, MD, United States
5:00–6:30 Old Point Miles River Cruise 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States
TBD 19th Annual Chesapeake Film Festival Oct 8-10 17 South Washington Street, Easton, MD, USA

Saturday

Oct 10, 2026

General 12

8:00 Free birding walk with Jim Green, meet at Visitor Center at 8am Blackwater NWR Visitor Center, Cambridge, MD
8:00–9:00 Yoga with Patty Dorchester Chamber of Commerce, 2nd Floor Conference Room (Please use the back stairs from the parking lot), 306 High Street, Cambridge, MD 21613
9:00–1:00 Second Saturday Book Sale '24 Dorchester County Public Library, Cambridge Branch, 303 Gay Street, Cambridge, MD 21613
10:00–12:00 Youth Reading Social Hurlock Community Center, 220 Main Street, Hurlock, MD 21643
11:00–4:00 Horn Point Annual Open House Horn Point Laboratory, 2020 Horns Point Road, Cambridge, Maryland 21613
11:00–4:00 Horn Point Lab Open House
11:00–7:00 Richardson Maritime Museum Boatyard Bash Richardson Maritime Museum, 103 Hayward Street, Cambridge, MD 21613
11:00–12:00 Small Business Start-Up Basics Central Branch Denton
12:00–6:00 Richardson Maritime Museum Boatyard Bash 103 Hayward Street Cambridge , Maryland 21613
2:00–9:00 Cash Bash @ E.N.Mkt VFC East New Market Volunteer Fire Company, 4020 E.New Market Bypass, East New Market, MD 21631
7:00–9:00 The Jersey Tenors The Avalon, 40 E Dover Street, Easton, MD, United States
TBD American Cruise Line Ship Docking Long Wharf Park, Cambridge, MD 21613

Sports 1

12:00 Pokémon League Cup Kent Island

Cultural 3

12:00–4:30 Simpatico's Italy's Finest 15th Annual Italian Wine & Food Festival - 12 Noon to 4:30 PM Simpatico Italy's Finest Saint Michaels, 104 Railroad Ave, St Michaels, MD 21663, USA
5:00–6:30 Old Point Miles River Cruise 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States
TBD 19th Annual Chesapeake Film Festival Oct 8-10 17 South Washington Street, Easton, MD, USA

Sunday

Oct 11, 2026

General 3

7:00–11:00 Fee-Free Day: First Sunday of National Wildlife Refuge Week Blackwater National Wildlife Refuge, 2145 Key Wallace Drive, Cambridge, MD 21613
11:00–4:00 Horn Point Annual Open House Horn Point Laboratory, 2020 Horns Point Road, Cambridge, Maryland 21613
TBD No fee on Wildlife Drive, National Wildlife Refuge Week Blackwater NWR Visitor Center, Cambridge, MD

Cultural 2

7:00–9:00 David Koechner The Avalon, 40 E Dover Street, Easton, MD, United States
5:00–6:30 Old Point Miles River Cruise 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States

Monday

Oct 12, 2026

General 4

6:00–8:00 City of Cambridge Council Meeting City Council Chambers, 305 Gay Street, Cambridge, MD 21613
6:00–8:00 Town of Hurlock Council Meeting Town of Hurlock, 311 Charles Street, PO Box 327, Hurlock, MD 21643
7:00–8:00 Town of Vienna Council Meeting Town Hall, 214 Market Street, Vienna, MD 21869
TBD Staff Development Day

Cultural 1

5:00–6:30 Old Point Miles River Cruise 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States

Tuesday

Oct 13, 2026

General 6

10:30–11:00 Fall Story Time (Greensboro) North County Branch Greensboro
2:00–4:00 Tech Tuesdays Central Branch Denton
5:00–6:00 Yoga with Patty Dorchester Chamber of Commerce, 2nd Floor Conference Room (Please use the back stairs from the parking lot), 306 High Street, Cambridge, MD 21613
5:30–7:30 Denton Haunted Happenings Central Branch Denton
5:30–7:30 Movie of the Month Federalsburg Branch
6:00–7:30 Shrimp Night at the Moose Cambridge Moose Lodge 1211, 5446 Moose Lodge Road, Cambridge, MD 21613

Family 1

6:00–8:00 Town of East New Market Council Meeting Town of East New Maket Town Hall, 101 Main Street, East New Market, MD 21631

Cultural 2

4:00–8:00 Dorchester Center for the Arts Fall Art Classes -Stained Glass Dorchester Center for the Arts, 321 High Street, Cambridge, MD 21613
5:00–6:30 Old Point Miles River Cruise 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States

Wednesday

Oct 14, 2026

General 2

10:30–11:00 Fall Story Time (Denton) Central Branch Denton
11:30–12:00 Fall Story Time (Denton) Central Branch Denton

Family 1

5:30 Financial Wellness Estate Planning Basics Oxford Community Center, 200 Oxford Rd, Oxford, MD 21654, USA

Cultural 2

7:00–9:00 Oh He Dead The Avalon, 40 E Dover Street, Easton, MD, United States
5:00–6:30 Old Point Miles River Cruise 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States

Thursday

Oct 15, 2026

General 3

10:30–11:00 Fall Story Time (Federalsburg) Federalsburg Branch
5:00 Old Point Miles River Cruise 213 N Talbot St, St Michaels, MD
6:00–7:00 Wand Making Central Branch Denton

Family 2

5:00–7:00 Family Law Clinic Kent Island 118 Study Room
TBD Family Law Clinic Kent Island 118 Study Room

3

Cultural 3

5:30–8:00 Dorchester Center for the Arts Fall Art Classes -Basic Observational Drawing Dorchester Center for the Arts, 321 High Street, Cambridge, MD 21613
7:00–9:00 Antje Duvekot and Robby Hecht The Avalon, 40 E Dover Street, Easton, MD, United States
5:00–6:30 Old Point Miles River Cruise 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States

Friday

Oct 16, 2026

General 2

9:30–11:00 Vets Helping Vets Hurlock American Legion Post 243, 57 Legion Drive, Hurlock, MD 21643
TBD American Cruise Line Ship Docking Long Wharf Park, Cambridge, MD 21613

Family 1

6:00–9:00 Petals & Pumpkins Corah's Corner, 105 N Talbot Street, Saint Michaels, MD, United States

1

Cultural 4

5:30–7:30 Vision Board Collage with Studio Photo Portrait Session 9 S Harrison St unit 9a, Easton, MD, USA
7:00–9:00 Tyrone Vaughan The Avalon, 40 E Dover Street, Easton, MD, United States
5:00–6:30 Old Point Miles River Cruise 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States
9:00–4:00 Half-Hull Modeling Workshop 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States

Saturday

Oct 17, 2026

General 5

8:00–9:00 Yoga with Patty Dorchester Chamber of Commerce, 2nd Floor Conference Room (Please use the back stairs from the parking lot), 306 High Street, Cambridge, MD 21613
9:00–2:00 Howl-O-Ween Fun Dog Show 98 Sunburst Highway Cambridge , Maryland 21613
10:00–3:00 Native American Artifact Exhibition 1003 Greenway Drive Cambridge , Maryland 21613
10:30–1:30 Boo & Glue Story Time Central Branch Denton
9:00–1:00 Fall into St. Michaels 308 Watkins Ln, Saint Michaels, MD, United States, Maryland 21663, 308 Watkins Ln, St Michaels, MD 21663-2114, United States

Sports 2

11:00 Warhammer Age of Sigmar 2K Tournament Easton
4:00–6:00 Pleasant Day Child Care Center Trunk or Treat Pleasant Day Child Care Center, 2474 Cambridge Beltway, Cambridge MD 21613, 2474 Cambridge Beltway, Cambridge, MD, 21613

Family 3

11:00–3:00 OCC CommUNITY Fall Fest Oxford Community Center, 200 Oxford Rd, Oxford, MD 21654, USA
11:00–3:00 Paws Under the Big Top Talbot Humane, 7894 Ocean Gateway, Easton, MD 21601, USA
4:30–6:30 Gather ‘Round! Community Dance Talbot County Community Center, 10028 Ocean Gateway, Easton, MD 21601, USA

1

Cultural 7

12:00–5:00 Foxy’s Beer & Oyster festival ✨🦪🍻✨ 125 Mulberry St, Saint Michaels, MD, 125 Mulberry St, St Michaels, MD 21663, United States
1:00–4:00 The Met: Live in HD Macbeth by Giuseppe Verdi The Avalon, 40 E Dover St, Easton, MD 21601-3013, United States
4:30–6:30 Gather ‘Round! Community Dance 10028 Ocean Gateway, Easton, MD 21601, USA
6:00–9:00 OkSoberFest 100 Peachblossom Road, Easton, MD 21601
7:30–9:00 CREATIO EX NIHILO | Gabriela Montero 17 South Washington Street, Easton, MD, USA
5:00–6:30 Old Point Miles River Cruise 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States
9:00–4:00 Half-Hull Modeling Workshop 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States

Sunday

Oct 18, 2026

General 5

8:00 Free birding walk with Ron Ketter, meet at Visitor Center at 8am Blackwater NWR Visitor Center, Cambridge, MD
12:00–12:00 Bingo at the Elks #1272 Cambridge Elks Lodge #1272, 5464 Elks Lodge Road, Cambridge, MD 21613
12:00–4:00 Kite Festival at Sailwinds Park 200 Byrn St. Cambridge , MD 21613
2:00–3:30 Fall Humanities Sunday Series The Cambridge Woman's Club, 417 High Street, Cambridge, MD 21613
9:00–1:00 Fall into St. Michaels 308 Watkins Ln, Saint Michaels, MD, United States, Maryland 21663, 308 Watkins Ln, St Michaels, MD 21663-2114, United States

Cultural 2

5:00–6:30 Old Point Miles River Cruise 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States
9:00–4:00 Half-Hull Modeling Workshop 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States

Monday

Oct 19, 2026

General 1

TBD American Cruise Line Ship Docking Long Wharf Park, Cambridge, MD 21613

Cultural 1

5:00–6:30 Old Point Miles River Cruise 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States

Tuesday

Oct 20, 2026

General 7

10:30–11:00 Fall Story Time (Greensboro) North County Branch Greensboro
1:00–2:00 Federalsburg Bookies Federalsburg Branch
2:00–4:00 Tech Tuesdays Central Branch Denton
5:00–6:00 Yoga with Patty Dorchester Chamber of Commerce, 2nd Floor Conference Room (Please use the back stairs from the parking lot), 306 High Street, Cambridge, MD 21613
6:00–8:00 Dorchester County Council Meeting Dorchester County Council, Dorchester County Office Building, 501 Court Lane, Cambridge, MD 21613
6:00–9:00 Tuesday Night Book Club Central Branch Denton
6:00–9:00 Tuesday Night BookClub Central Branch Denton

Cultural 3

4:00–8:00 Dorchester Center for the Arts Fall Art Classes -Stained Glass Dorchester Center for the Arts, 321 High Street, Cambridge, MD 21613
6:00–9:00 America's 250 Music Series 447 Venue, 447 Race Street, Cambridge, MD 21613
5:00–6:30 Old Point Miles River Cruise 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States

Wednesday

Oct 21, 2026

General 6

8:00 Free birding walk with Jim Green, meet at Visitor Center at 8am Blackwater NWR Visitor Center, Cambridge, MD
10:30–11:00 Fall Story Time (Denton) Central Branch Denton
10:30–11:30 Mindful Yoga Federalsburg Branch
11:30–12:00 Fall Story Time (Denton) Central Branch Denton
4:00–5:15 Anime Club Central Branch Denton
4:00–7:00 Crafty Hour North County Branch Greensboro

Cultural 2

5:30–7:00 Business After Hours / Ribbon Cutting: Martha's Table Martha's Table, 748 High Street at Washington St., Cambridge, MD 21613
5:00–6:30 Old Point Miles River Cruise 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States

Thursday

Oct 22, 2026

General 10

10:30–11:00 Fall Story Time (Federalsburg) Federalsburg Branch
4:30–4:45 Paws for Reading Central Branch Denton
4:45–5:00 Paws for Reading Central Branch Denton
5:00–5:15 Paws for Reading Central Branch Denton
5:15–5:30 Paws for Reading Central Branch Denton
5:30–5:45 Paws for Reading Central Branch Denton
5:45–6:00 Paws for Reading Central Branch Denton
6:00–6:15 Paws for Reading Central Branch Denton
6:00–8:00 Spy Nights: Conversations with Craig Fuller: Len Foxwell and Clayton Mitchell The Avalon, 40 E Dover St, Easton, MD 21601-3013, United States
6:15–6:30 Paws for Reading Central Branch Denton

Cultural 3

5:30–8:00 Dorchester Center for the Arts Fall Art Classes -Basic Observational Drawing Dorchester Center for the Arts, 321 High Street, Cambridge, MD 21613
7:30–11:30 Tred Avon Players presents Ravenscroft 200 Oxford Rd, Oxford, MD
5:00–6:30 Old Point Miles River Cruise 213 N Talbot St, Saint Michaels, MD, United States, Maryland 21663, 213 N Talbot St, St Michaels, MD 21663-2103, United States

Friday

Oct 23, 2026

General 1

9:30–11:00 Vets Helping Vets Hurlock American Legion Post 243, 57 Legion Drive, Hurlock, MD 21643

Cultural 2

7:00–9:00 Cris Jacobs & Pressing Strings A CO-BILL EVENT The Avalon, 40 E Dover Street, Easton, MD, United States
7:30–11:30 Ravenscroft - Tred Avon Players Community Theatre 200 Oxford Rd, Oxford, MD

Saturday

Oct 24, 2026

General 4

12:00 Glizzy Fest 306 High Street Cambridge , Maryland 21613
7:30–5:30 American Cruise Line Ship Docking Long Wharf Park, Cambridge, MD 21613
8:00–9:00 Yoga with Patty Dorchester Chamber of Commerce, 2nd Floor Conference Room (Please use the back stairs from the parking lot), 306 High Street, Cambridge, MD 21613
4:00–7:00 Foxy’s Annual Halloween Scavenger Hunt! 💀🎃 125 Mulberry St, Saint Michaels, MD, 125 Mulberry St, St Michaels, MD 21663, United States

Sports 1

12:00 Palworld Grand Challengers Cup Kent Island

Family 1

12:00 Special Italian Experience and In-Shop Wine Tasting with Sisto Tessari! 104 Railroad Ave, Saint Michaels, MD, United States, Maryland 21663, 104 Railroad Ave, St Michaels, MD 21663-2125, United States

2

Cultural 5

9:00–12:30 Colonel Tench Tilghman Week Easton, MD, 100 W Dover St, Easton, MD 21601, USA
1:00–2:30 Spook & Paint Halloween Flower Pot Painting Workshop 9s Studios! 9 South Harrison Street, Easton, MD, USA
6:00–9:00 Live music at Foxy’s! Oliver & friends ✨ 125 Mulberry St, Saint Michaels, MD, 125 Mulberry St, St Michaels, MD 21663, United States
7:00–9:00 Amy Speace with special guest Jesse Lynn Madera The Avalon, 40 E Dover Street, Easton, MD, United States
7:30–11:30 Ravenscroft - Tred Avon Players Community Theatre 200 Oxford Rd, Oxford, MD

Sunday

Oct 25, 2026

Sports 2

11:30 Warhammer Horus Heresy Tournament Easton
4:30–6:00 Trunk or Treat at Immanuel UCC Immanuel United Church of Christ, 5401 White Hall Road (at the corner of US Rt. 50) - back parking lot, Cambridge, MD 21613

Cultural 1

7:30–10:00 Neko Case The Avalon, 40 E Dover Street, Easton, MD, United States

Monday

Oct 26, 2026

General 3

6:00–8:00 City of Cambridge Council Meeting City Council Chambers, 305 Gay Street, Cambridge, MD 21613
6:00–8:00 Town of Hurlock Council Meeting 2026 Town of Hurlock, 311 Charles Street, PO Box 327, Hurlock, MD 21643
7:00–8:00 Town of Vienna Council Meeting Town Hall, 214 Market Street, Vienna, MD 21869

1

Tuesday

Oct 27, 2026

General 7

7:00–11:00 Fee-Free Day: Theodore Roosevelt's Birthday Blackwater National Wildlife Refuge, 2145 Key Wallace Drive, Cambridge, MD 21613
10:30–11:00 Fall Story Time (Greensboro) North County Branch Greensboro
12:00–1:00 Groundbreaking: Fraternal Order of Police, Cambridge-Dorchester Lodge #27 Fraternal Order of Police, Cambridge - Dorchester Lodge #27, Inc., 2220 Dailsville Road, Cambridge, MD 21613
2:00–4:00 Tech Tuesdays Central Branch Denton
5:00–6:00 Yoga with Patty Dorchester Chamber of Commerce, 2nd Floor Conference Room (Please use the back stairs from the parking lot), 306 High Street, Cambridge, MD 21613
6:00–7:30 Shrimp Night at the Moose Cambridge Moose Lodge 1211, 5446 Moose Lodge Road, Cambridge, MD 21613
TBD No fee on Wildlife Drive, Teddy Roosevelt's Birthday Blackwater NWR Visitor Center, Cambridge, MD

Cultural 2

9:00–12:00 Poplar Island Tours Poplar Island, 21548 Chicken Point Rd, Tilghman, MD 21671, USA
4:00–8:00 Dorchester Center for the Arts Fall Art Classes -Stained Glass Dorchester Center for the Arts, 321 High Street, Cambridge, MD 21613

Wednesday

Oct 28, 2026

General 3

10:30–11:00 Fall Story Time (Denton) Central Branch Denton
11:30–12:00 Fall Story Time (Denton) Central Branch Denton
5:00–6:30 Solve a Monster Mystery North County Branch Greensboro

Family 1

3:00–3:00 OCC Classic Cinema Club – Shadow of a Doubt Oxford Community Center, 200 Oxford Rd, Oxford, MD 21654, USA

1

Upcoming events near Trappe