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Best events in
Cambridge

Looking for events or things to do in Cambridge, MD? The city's historic downtown Arts & Entertainment District serves as a hub for gallery walks, independent shops, and community gatherings. Activity also centers on the Choptank River, which hosts major annual festivals and provides a scenic backdrop for outdoor recreation.

Experience the downtown Arts & Entertainment District during the monthly Second Saturdays, when the historic streets come alive with art and music.
Find performances, classes, and gallery shows at the Dorchester Center for the Arts, a key anchor for the local creative community.
Check out community markets and cultural gatherings at The Packing House, a renovated historic space that hosts a range of events.

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Events near Cambridge

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6th Annual Shore Good Truck Show and Pull primary image

6th Annual Shore Good Truck Show and Pull

Sat, Nov 7 • 10:00 AM

Tuckahoe Steam & Gas Association

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Maryland Agritourism Conference 2026 primary image

Maryland Agritourism Conference 2026

Sun, Nov 15 • 5:00 PM

Hyatt Regency Chesapeake Bay Golf Resort, Spa And Marina

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Achievement Week Celebration primary image

Achievement Week Celebration

Sun, Nov 15 • 4:00 PM

Blake Blackston Post

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ARTRAGEOUZ PAINT & TASTE, Acrylic Painting Party with Scott Clarke primary image

ARTRAGEOUZ PAINT & TASTE, Acrylic Painting Party with Scott Clarke

Sat, Nov 21 • 1:00 PM

Far Eastern Shore Winery

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Preview Gala primary image

Preview Gala

Fri, Nov 27 • 6:00 PM

Tidewater Inn

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Talbot County Agronomy Program Sponsorship - 2026 Corn Crop primary image

Talbot County Agronomy Program Sponsorship - 2026 Corn Crop

Wed, Jan 6 • 6:00 PM

Easton VFW

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My Eastern Shore Bridal Expo - January 16, 2027 primary image

My Eastern Shore Bridal Expo - January 16, 2027

Sat, Jan 16 • 1:00 PM

Easton Elks Lodge # 1622

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2027 Breckenridge Barn Bridal Expo primary image

2027 Breckenridge Barn Bridal Expo

Sat, Feb 27 • 11:00 AM

Breckenridge Barn

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6th Annual Shore Good Truck Show and Pull primary image

6th Annual Shore Good Truck Show and Pull

Sat, Nov 7 • 10:00 AM

Tuckahoe Steam & Gas Association

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Maryland Agritourism Conference 2026 primary image

Maryland Agritourism Conference 2026

Sun, Nov 15 • 5:00 PM

Hyatt Regency Chesapeake Bay Golf Resort, Spa And Marina

Check ticket price on event

Achievement Week Celebration primary image

Achievement Week Celebration

Sun, Nov 15 • 4:00 PM

Blake Blackston Post

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ARTRAGEOUZ PAINT & TASTE, Acrylic Painting Party with Scott Clarke primary image

ARTRAGEOUZ PAINT & TASTE, Acrylic Painting Party with Scott Clarke

Sat, Nov 21 • 1:00 PM

Far Eastern Shore Winery

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Preview Gala primary image

Preview Gala

Fri, Nov 27 • 6:00 PM

Tidewater Inn

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Talbot County Agronomy Program Sponsorship - 2026 Corn Crop primary image

Talbot County Agronomy Program Sponsorship - 2026 Corn Crop

Wed, Jan 6 • 6:00 PM

Easton VFW

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My Eastern Shore Bridal Expo - January 16, 2027 primary image

My Eastern Shore Bridal Expo - January 16, 2027

Sat, Jan 16 • 1:00 PM

Easton Elks Lodge # 1622

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2027 Breckenridge Barn Bridal Expo primary image

2027 Breckenridge Barn Bridal Expo

Sat, Feb 27 • 11:00 AM

Breckenridge Barn

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Nearby cities

Annapolis

36 miles away

Crownsville

38 miles away

Bowie

45 miles away

Waldorf

45 miles away

Forestville

47 miles away

Brock Hall

41 miles away

Mitchellville

47 miles away

Odenton

47 miles away

Glen Burnie

48 miles away

Severna Park

43 miles away

Brandywine

43 miles away

Salisbury

30 miles away

Lanham

49 miles away

Westphalia

46 miles away

Easton

14 miles away

Arnold

40 miles away

Andrews AFB

48 miles away

Camp Springs

49 miles away

Clinton

46 miles away

Milford

43 miles away

Suitland

49 miles away

Stevensville

31 miles away

Chestertown

44 miles away

Cheverly

49 miles away

La Plata

49 miles away

Berlin

49 miles away

Chester

30 miles away

Crofton

45 miles away

Lusby

23 miles away

Prince Frederick

28 miles away

Annapolis

36 miles away

Crownsville

38 miles away

Bowie

45 miles away

Waldorf

45 miles away

Forestville

47 miles away

Brock Hall

41 miles away

Mitchellville

47 miles away

Odenton

47 miles away

Glen Burnie

48 miles away

Severna Park

43 miles away

Brandywine

43 miles away

Salisbury

30 miles away

Lanham

49 miles away

Westphalia

46 miles away

Easton

14 miles away

Arnold

40 miles away

Andrews AFB

48 miles away

Camp Springs

49 miles away

Clinton

46 miles away

Milford

43 miles away

Suitland

49 miles away

Stevensville

31 miles away

Chestertown

44 miles away

Cheverly

49 miles away

La Plata

49 miles away

Berlin

49 miles away

Chester

30 miles away

Crofton

45 miles away

Lusby

23 miles away

Prince Frederick

28 miles away

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ATL’S BIGGEST HALLOWEEN TAKEOVER primary image

ATL’S BIGGEST HALLOWEEN TAKEOVER

Tomorrow • 10:00 PM EDT

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Understanding ADHD-Fostercarers: Connection, Regulation & Support primary image

Understanding ADHD-Fostercarers: Connection, Regulation & Support

Wed, Nov 4 • 10:00 AM GMT

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No Title, No Permission, No Problem: Harnessing the Power of Influence primary image

No Title, No Permission, No Problem: Harnessing the Power of Influence

Thu, Nov 5 • 1:00 PM GMT

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Lean Global Connection 2026 primary image

Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

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The Walrus Talks at Home: Canada After America primary image

The Walrus Talks at Home: Canada After America

Thu, Nov 12 • 7:00 PM EST

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The MI5 Archive: Official Secrets primary image

The MI5 Archive: Official Secrets

Fri, Nov 27 • 2:00 PM GMT

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Washington Crossing the Delaware / The Crossing - Film History Livestream primary image

Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

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But That’s What They Said! Conceptual Accuracy Beyond the Words primary image

But That’s What They Said! Conceptual Accuracy Beyond the Words

Sat, Dec 19 • 10:00 AM PST

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ATL’S BIGGEST HALLOWEEN TAKEOVER primary image

ATL’S BIGGEST HALLOWEEN TAKEOVER

Tomorrow • 10:00 PM EDT

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Understanding ADHD-Fostercarers: Connection, Regulation & Support primary image

Understanding ADHD-Fostercarers: Connection, Regulation & Support

Wed, Nov 4 • 10:00 AM GMT

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No Title, No Permission, No Problem: Harnessing the Power of Influence primary image

No Title, No Permission, No Problem: Harnessing the Power of Influence

Thu, Nov 5 • 1:00 PM GMT

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Lean Global Connection 2026 primary image

Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

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The Walrus Talks at Home: Canada After America primary image

The Walrus Talks at Home: Canada After America

Thu, Nov 12 • 7:00 PM EST

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The MI5 Archive: Official Secrets primary image

The MI5 Archive: Official Secrets

Fri, Nov 27 • 2:00 PM GMT

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Washington Crossing the Delaware / The Crossing - Film History Livestream primary image

Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

Check ticket price on event

But That’s What They Said! Conceptual Accuracy Beyond the Words primary image

But That’s What They Said! Conceptual Accuracy Beyond the Words

Sat, Dec 19 • 10:00 AM PST

Check ticket price on event

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Points of Interest near Cambridge

Long Wharf Park

Richardson Maritime Museum

Harriet Tubman Museum And Educational Center

Choptank River Lighthouse

Frequently asked questions about Cambridge

Where are the best places to find art events in Cambridge?

The Dorchester Center for the Arts is the primary hub for art events, classes, and gallery exhibitions. The entire downtown Arts & Entertainment District becomes an arts destination during the monthly Second Saturdays, which feature gallery walks and live performances.

Are there any free events in Cambridge, MD?

The Dorchester Center for the Arts organizes a large, free annual Showcase street festival for the community. Strolling through the Cambridge Farmers Market or enjoying the scenery at Long Wharf Park are also popular free activities on the waterfront.

What's the food and drink scene like in Cambridge?

Cambridge celebrates local cuisine with the annual Taste of Cambridge street festival. For a more regular experience, RAR Brewing is a popular downtown hub for craft beer, while Blue Ruin offers an upscale setting for cocktails and fresh seafood.

What is nightlife like in downtown Cambridge?

Nightlife in Cambridge has a relaxed, small-town feel centered around downtown restaurants and bars. Spots like RAR Brewing offer a lively, casual atmosphere for craft beer, while Blue Ruin provides a more intimate, speakeasy-style cocktail experience.

Where can I find outdoor events in Cambridge?

Long Wharf Park is the main venue for outdoor events on the Choptank River waterfront. It hosts the seasonal Cambridge Farmers Market and is the viewing point for the annual Cambridge Classic Powerboat Regatta.

Which events celebrate Cambridge's local culture and history?

The Groove City Culture Fest is an annual event celebrating the area's African-American heritage on historic Pine Street. The city's maritime culture is also a focus at annual events like the Taste of Cambridge, which highlights local seafood.

What are some good date night ideas in Cambridge?

A great date night could involve a cocktail at the intimate Blue Ruin followed by a stroll through the downtown district. The monthly Second Saturdays event also provides a lively atmosphere with outdoor dining, music, and gallery walks.

What kinds of family-friendly events happen in Cambridge?

Many of the city's large annual festivals are family-friendly, including the Taste of Cambridge and the Groove City Culture Fest. The seasonal Cambridge Farmers Market at Long Wharf Park is another great outing for all ages.