Best events in
Princess Anne

There is a welcoming rhythm to the events and things to do in Princess Anne, MD. The town's social pulse is closely tied to the academic calendar of the University of Maryland Eastern Shore, which serves as a major cultural hub. Community life also flourishes in the historic downtown, with seasonal festivals and markets bringing people together.

Stroll through historic downtown Princess Anne for seasonal markets and annual street festivals like the Juneteenth Celebration and the New Year's Eve Muskrat Dive.
Find a variety of cultural performances, art exhibits, and concerts at the Ella Fitzgerald Performing Arts Center on the UMES campus.
Connect with the community at regular gatherings like the weekly Princess Anne Farmers Market or special occasions at the Somerset County Civic Center.

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Events near Princess Anne

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Who Hurt You?!

Friday • 10:00 PM

Mogans Oyster House

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Bordeleau Holiday Magic Candle Workshop

Thu, Nov 12 • 6:00 PM

Bordeleau Vineyards & Winery

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Adult Camping Trip 2026!!

Fri, Nov 20 • 12:00 PM

Pocomoke State Forest

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Nov. 22 (Salisbury, MD) | An Evening with Skye Peterson & Thomas Austin

Sun, Nov 22 • 7:00 PM

Asbury United Methodist Church

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Waters Car Service Presents: 6th Annual Black Business Ball

Sat, Dec 5 • 5:00 PM

Pocomoke Community Center

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2026 Salisbury Christmas Parade - Presented by Mountaire Farms

Sun, Dec 6 • 1:00 PM

Salisbury, Maryland, USA

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Paint and Sip at the Yacht Club

Fri, Dec 18 • 6:30 PM

Wicomico Yacht Club

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Mar-Va Theater Gala

Sat, Jan 9 • 6:00 PM

Mar-Va Theater Performing Arts Center, Market Street, Pocomoke City, MD, USA

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Who Hurt You?!

Friday • 10:00 PM

Mogans Oyster House

Check ticket price on event

Bordeleau Holiday Magic Candle Workshop

Thu, Nov 12 • 6:00 PM

Bordeleau Vineyards & Winery

Check ticket price on event

Adult Camping Trip 2026!!

Fri, Nov 20 • 12:00 PM

Pocomoke State Forest

Check ticket price on event

Nov. 22 (Salisbury, MD) | An Evening with Skye Peterson & Thomas Austin

Sun, Nov 22 • 7:00 PM

Asbury United Methodist Church

Check ticket price on event

Waters Car Service Presents: 6th Annual Black Business Ball

Sat, Dec 5 • 5:00 PM

Pocomoke Community Center

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2026 Salisbury Christmas Parade - Presented by Mountaire Farms

Sun, Dec 6 • 1:00 PM

Salisbury, Maryland, USA

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Paint and Sip at the Yacht Club

Fri, Dec 18 • 6:30 PM

Wicomico Yacht Club

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Mar-Va Theater Gala

Sat, Jan 9 • 6:00 PM

Mar-Va Theater Performing Arts Center, Market Street, Pocomoke City, MD, USA

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Nearby cities

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Cambridge

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Lewes

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Henlopen Acres

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Dewey Beach

47 miles away

Pocomoke City

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Solomons

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California

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Chincoteague

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Seaford

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Milton

45 miles away

Millville

39 miles away

Bridgeville

37 miles away

Bethel

26 miles away

Snow Hill

16 miles away

Bayside

31 miles away

Millsboro

35 miles away

Online Events

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Gunpowder Plot - punishing the plotters

Wednesday • 7:30 PM GMT

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

Thursday • 1:00 PM GMT

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Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

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The Walrus Talks at Home: Canada After America

Thu, Nov 12 • 7:00 PM EST

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Physicians Financial Wellness Conference 2026

Sat, Nov 14 • 1:00 PM EST

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Debt-A-Thon 2026

Fri, Nov 27 • 9:00 AM PST

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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

Sat, Dec 19 • 10:00 AM PST

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Gunpowder Plot - punishing the plotters

Wednesday • 7:30 PM GMT

Check ticket price on event

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

Thursday • 1:00 PM GMT

Check ticket price on event

Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

Check ticket price on event

The Walrus Talks at Home: Canada After America

Thu, Nov 12 • 7:00 PM EST

Check ticket price on event

Physicians Financial Wellness Conference 2026

Sat, Nov 14 • 1:00 PM EST

Check ticket price on event

Debt-A-Thon 2026

Fri, Nov 27 • 9:00 AM PST

Check ticket price on event

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

Sat, Dec 19 • 10:00 AM PST

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Frequently asked questions about Princess Anne

Where can I find live music events in Princess Anne?

The University of Maryland Eastern Shore is a great place for live music events. The monthly Monthly at Hawks' Corner features musical performances for the community. The Ella Fitzgerald Performing Arts Center also hosts a variety of concerts throughout the academic year.

What are some recurring food and drink events?

Local gatherings offer regular food and drink experiences in Princess Anne. The weekly Princess Anne Farmers Market provides local goods, and the Oliver T. Beauchamp American Legion Post 94 hosts a steamed shrimp night every Friday.

Is there much of a nightlife scene in Princess Anne?

The town has a quiet and relaxed evening atmosphere rather than a busy nightlife scene. A nice evening out might include dinner at the historic Washington Hotel and Tavern. Many social events center around performances at the UMES campus.

Are there free community events to attend?

Many annual street festivals in historic downtown Princess Anne are free to attend. The town's Juneteenth Celebration includes a peace walk and performances. Another unique local event is the New Year's Eve Muskrat Dive, which brings the community together.

What kind of family-friendly activities are available?

The Somerset County Civic Center hosts family-oriented community events. It's the site of the annual Somerset County Fair, which offers entertainment for all ages. The university also welcomes families to its athletic games and annual SpringFest.

How can I experience arts and culture in town?

The University of Maryland Eastern Shore campus is the cultural hub for the area. The Ella Fitzgerald Performing Arts Center presents plays and concerts. The university also hosts various art exhibits and cultural celebrations that are open to the public.

Any suggestions for a date night in Princess Anne?

A classic date night could involve dinner and a show. Enjoy a meal at the Washington Hotel and Tavern in the historic downtown area. Afterwards, check for a concert or play at the Ella Fitzgerald Performing Arts Center on the UMES campus.

What is there to do in the historic downtown area?

Historic downtown offers a charming setting for community gatherings and leisurely strolls. The area's brick sidewalks are home to seasonal markets and annual events. It's an ideal place to experience the town's unhurried pace and preserved architecture.

Events near Princess Anne

Who Hurt You?!

Bordeleau Holiday Magic Candle Workshop

Adult Camping Trip 2026!!

Nov. 22 (Salisbury, MD) | An Evening with Skye Peterson & Thomas Austin

Waters Car Service Presents: 6th Annual Black Business Ball

2026 Salisbury Christmas Parade - Presented by Mountaire Farms

Paint and Sip at the Yacht Club

Mar-Va Theater Gala

Who Hurt You?!

Bordeleau Holiday Magic Candle Workshop

Adult Camping Trip 2026!!

Nov. 22 (Salisbury, MD) | An Evening with Skye Peterson & Thomas Austin

Waters Car Service Presents: 6th Annual Black Business Ball

2026 Salisbury Christmas Parade - Presented by Mountaire Farms

Paint and Sip at the Yacht Club

Mar-Va Theater Gala

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Nearby cities

Rehoboth Beach

Ocean City

Salisbury

Easton

Delmar

Lusby

Denton

South Bethany

Bethany Beach

Berlin

St. Michaels

Georgetown

Cambridge

Exmore

Lewes

Laurel

Henlopen Acres

Dewey Beach

Pocomoke City

Solomons

California

Chincoteague

Seaford

Milton

Millville

Bridgeville

Bethel

Snow Hill

Bayside

Millsboro

Rehoboth Beach

Ocean City

Salisbury

Easton

Delmar

Lusby

Denton

South Bethany

Bethany Beach

Berlin

St. Michaels

Georgetown

Cambridge

Exmore

Lewes

Laurel

Henlopen Acres

Dewey Beach

Pocomoke City