Mark Your Calendar for these Art and Food Related Events in Crisfield

1st Annual Crisfield Spring Yard Sale & yART Sale
March 30 – 9 am – 3 pm – Community Wide
The Crisfield community will be holding yard sales. Sales or art, both old and new, and art supplies such as frames are also encouraged.

Want all the benefit of decluttering with none of the work of hosting a sale? Support Crisfield Community Radio WBYC 107.3, by donating items, which can be dropped off at the Somerset Arts Council, 26430 Burton Ave in Crisfield on Mon, Tues, Wed & Fridays from 10 am to 2pm.  These items will be sold at the radio station at 4 South Seventh Street, Crisfield (across from Big Willey’s).

Hangin’ Out Art Show
May 17 & 18 – Former Corbin Library – 4 E Main St; Crisfield
Free to attend or participate! Calling all artists!  Everyone is invited to hang one piece of work at this show.  To be the first to learn more details, email [email protected] to join the event mailing list. Made possible by generous sponsorships from PNC Bank and the American Legion. Hosted by the Crisfield Arts & Entertainment District Project.

Plein Air Crisfield
May 22 – 26, 2019
Crisfield will host 40 nationally recognized and local plein air artists to paint authentic, beautiful Crisfield and the surrounding areas. Plein Air means “open air”, as all paintings are created outdoors, on location without the use of photography for reference. The event is a casual, non-competitive painting event, a celebration of painting and friendship. The artists register and pay a $40 entry fee that includes a warm Crisfield welcome featuring a waterfront dinner party, a Welcome cocktail party at the Bay Vault and a BBQ dinner from our own Billie Chandler. Fresh paintings are available for sale at the end of the event. A percentage of all painting sales benefit the Crisfield A & E District

Wednesday, May 22, 6:30-8:30pm – Meet the artists and watch them paint during the Sunset Paint Out at the City Dock. Artists will be setting up and painting in the area of the City Dock to capture one of our famous sunsets. Paintings are available for purchase.

Thursday, May 23 -ALL DAY – Artists will be on location in and around Crisfield.

Special Group Nocturne painting at the Small Boat Harbor 8:30 – 10:30pm

Friday, May 24 – Artists paint on Smith Island with a pop up art show and sale at the Smith Island Cultural Center – Ewell

Saturday, May 25 – 4-7 – The fresh paintings are for sale at the Customs House during the 4th Saturday Bay Stroll. Credit cards are accepted.

Sunday, May 26 – 12-4 -The fresh paintings are for sale at the Customs House during the Soft Shell Crab Festival. Credit cards are accepted.

Smith Island Arts Festival
May 25 – 11am to 4pm
The annual Smith Island Arts Festival! Make an art day of it! Catch a boat from Crisfield and meet us back here for the evening for the 4th Saturday Bay Stroll. The festival will take place at the Smith Island Cultural Center with outdoor artist tables, music, food, and a photo contest.  More information on the photo contest is available at

4th Saturday Bay Stroll – Welcome Summer and Plein Air
May 25, 2019 – 4 to 7 pm – City Dock – FREE
Break out the flip-flops and welcome the summer in the best possible location, on the shores of the Chesapeake Bay.  Skip the beach crowds but get all the benefit of warm bay breezes and the Bay sunsets. Bring your lawn chair & relax to live music.  Seafood, festival food, whole pig roast. Wet-paint sales from Crisfield Plein Air

Soft Crab Festival
Sunday May 26, 2019 – 12pm to 4pm – City Dock, 1201 W Main
Don’t miss an original Eastern Shore event, the Soft Crab Festival in Crisfield, sponsored by the Crisfield Lionesses.  This is a great chance to make a weekend of it – especially for foodies!

J Millard Tawes Crab & Clam Bake
July 17 – Somers Cove Marina
The J. Millard Tawes Crab and Clam Bake is a Maryland must-attend, see-and-be-seen political institution, equal parts seafood and schmooze. The annual celebration is named in honor of Crisfield native, J. Millard Tawes, the 54th Governor of the State of Maryland. It is described in Frommers Travel Guides as “an outdoor all-you-can-eat affair featuring crabs, clams, fish, corn on the cob, and watermelon, and in election years, lots of politicians.” Sponsored by the Crisfield Chamber of Commerce. 

Dust and Bones Concert
July 20 – 6 pm – 10 pm Somers Cove Marina, 715 Broadway Ave- $5
Tiki Bar open to the public!

National Hard Crab Derby
Aug 26 – Aug 31 – Labor Day Week – Somers Cove Marina, 715 Broadway
Crisfield’s National Hard Crab Derby is an annual Labor Day weekend event. The unique crab themed festival features crab races, crab cooking and picking contests, carnival rides, arts and crafts, vendors, live entertainment, beauty pageants, a parade, fireworks and more. Sponsored by the Crisfield Chamber of Commerce.

Shakespeare’s Measure for Measure
Sept. 13 – Somers Cove Marina 715 Broadway – FREE
7:30 – 9:30 pm. Brown Box Theatre Project’s 9th Annual Free Outdoor Shakespeare Tour, Measure for Measure will be performed under the stars in idyllic outdoor venues All performances begin at 7:30 p.m. and are free and open to the public. Measure for Measure It is performed outdoors and seating is on the lawn. For your comfort, feel free to bring a blanket or lawn chair. For more information, including weather updates and rain locations, please visit the Brown Box website. Sponsored by the Crisfield Heritage Foundation.

A Taste of Smith Island
Sept. 14 – Smith Island Cultural Center
For the cost of $55, guests receive transportation from Crisfield to Smith Island and back via the Chelsea Lane Tyler, and a menu consisting of Smith Island favorites, including the cake of course! The boat departs Crisfield at 3 pm.  Proceeds benefit the Smith Island Cultural Center.  To purchase tickets, call 410-425-3351.  Sponsored by The Crisfield & Smith Island Cultural Alliance

4th Saturday Bay Stroll & Young People’s Paint Out
Sept. 28 – 4 to 7 pm – City Dock, 1201 W Main
Paint-out classes and experience for young people -email [email protected]  for more information!

4th Saturday Bay Stroll – Eat, Drink & Be Scary
Oct. 26 – 4 to 7 pm – Historic District next to City Hall, 319 W Main Come in costume to compete for a first-place prize for both children and adults.  Don’t miss the costume dog parade!

Small Business Saturday
Nov. 30 – Community-wide
Small Business Saturday is a shopping holiday held on the Saturday after Thanksgiving. Support your town & your community and get unique local items here in Crisfield!C

More information and updates available for all events at

Slide Permalink

Leave a Reply