Eastern Shore · MD

Things to Do in Cambridge, MD This Weekend

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 weekend in Cambridge

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Tomorrow
Oct 9
General 4
Volunteer with Us: Maryland Business Roundtable for Education
9:00 AM • Dorchester Chamber of Commerce, 306 High Street, Cambridge, MD 21613, (in-person and/or virtual option)
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
Family 1
Family Night at Foxy’s! 🧑‍🧑‍🧒‍🧒✨📚✏️📓
5:00 PM • 125 Mulberry St, Saint Michaels, MD, 125 Mulberry St, St Michaels, MD 21663, United States
Cultural 3
Live music at Foxy’s! Uncle Ward! 🤙🏼🌴
5:00 PM • 125 Mulberry St, Saint Michaels, MD, 125 Mulberry St, St Michaels, MD 21663, United States
Adult Workshop - October
6:00 PM • 114 South Washington Street suite 106, Easton, MD 21601, USA
Lee Fields
7:00 PM • The Avalon, 40 E Dover Street, Easton, MD, United States
Saturday
Oct 10
General 16
Free birding walk with Jim Green, meet at Visitor Center at 8am
8:00 AM • Blackwater NWR Visitor Center, Cambridge, MD
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
Boatyard Bash @ Richardson Maritime Museum
11:00 AM • Richardson Maritime Museum, 103 Hayward Street, Cambridge, MD 21613
Horn Point Annual Open House
11:00 AM • Horn Point Laboratory, 2020 Horns Point Road, Cambridge, Maryland 21613
Horn Point Lab Open House
11:00 AM • Location TBA
Richardson Maritime Museum Boatyard Bash
11:00 AM • Richardson Maritime Museum, 103 Hayward Street, Cambridge, MD 21613
Skipjack Nathan Public Sail
11:00 AM • All sails will depart from Long Wharf except September 19th when the boat will depart from the Municipal Boat Basin behind the Dorchester County Office Building on Court Lane., Long Wharf, Next to 100
Small Business Start-Up Basics
11:00 AM • Central Branch Denton
Richardson Maritime Museum Boatyard Bash
12:00 PM • 103 Hayward Street Cambridge , Maryland 21613
Cash Bash @ E.N.Mkt VFC
2:00 PM • East New Market Volunteer Fire Company, 4020 E.New Market Bypass, East New Market, MD 21631
Read with Harriet
3:00 PM • Harriet Tubman Museum and Educational Center, 424 Race St, Cambridge, MD 21613
The Jersey Tenors
7:00 PM • The Avalon, 40 E Dover St, Easton, MD 21601-3013, United States
The Jersey Tenors
7:00 PM • The Avalon, 40 E Dover Street, Easton, MD, United States
American Cruise Line Ship Docking
Long Wharf Park, Cambridge, MD 21613
Sports 1
Magic the Gathering: Reality Fracture Store Championship
12:00 PM • Easton
Cultural 2
Guided Birding Tour
8:00 AM • Blackwater Visitor Center, 2145 Key Wallace Drive, Cambridge, MD 21613
Simpatico's Italy's Finest 15th Annual Italian Wine & Food Festival - 12 Noon to 4:30 PM
12:00 PM • Simpatico Italy's Finest Saint Michaels, 104 Railroad Ave, St Michaels, MD 21663, USA
Sunday
Oct 11
General 4
Fee-Free Day: First Sunday of National Wildlife Refuge Week
7:00 AM • Blackwater National Wildlife Refuge, 2145 Key Wallace Drive, Cambridge, MD 21613
Horn Point Annual Open House
11:00 AM • Horn Point Laboratory, 2020 Horns Point Road, Cambridge, Maryland 21613
LIVE on the Porch
1:00 PM • :Laytons Chance Vineyard & Winery, 4225 New Bridge Road, Vienna, MD 21869
No fee on Wildlife Drive, National Wildlife Refuge Week
Blackwater NWR Visitor Center, Cambridge, MD
Cultural 1
David Koechner
7:00 PM • The Avalon, 40 E Dover Street, Easton, MD, United States