May Things To Do in Maryland

May Things To Do in Maryland

Ocean City

May 4-7: Springfest

The 32nd annual Springfest returns to the Ocean City Inlet parking lot May 4-7. The four-day event features food, live entertainment, and arts and crafts. Festivities will be held Thursday through Saturday, from 10 a.m. to 8 p.m., and Sunday, from 10 a.m. to 6 p.m. Admission is free.

May 6: Maryland Coast Bike Festival

Explore the Eastern Shore at the Maryland Coast Bike Festival. The event will have three routes to choose from, as well as bike vendors and clinics, live music, food, craft beer, and arts and crafts. Registration is now open on the event’s website. 

May 11-13: ESA 2023 Northeast Regional Surfing Championship

The ESA Northeast Regional Surfing Championship returns for a three-day surfing event on 36th Street. All ages of surfers from Maryland to Maine, including the Great Lakes, will compete to become the champion in their age divisions. Winners will qualify for the ESA’s national event, held in September. The championship will be held from 7 a.m. to 5 p.m. and is free to everyone. 

May 18: The Doo Wop Project

The Doo Wop Project will return to the Ocean City Performing Arts Center May 18 at 8 p.m. The group traces the evolution of Doo Wop music with radio hits. Tickets start at $39.

May 18-21: Cruisin’ Ocean City

The 32nd annual Cruisin’ Ocean City will feature more than 3,000 hot rods, customs, classics and trucks, with festivities taking place at both the Inlet parking lot and Ocean City convention center. The event will feature car shows, Boardwalk parades, special guests, live music and celebrities. Spectator tickets are $15 for Thursday, Friday and Saturday are $10 for Sunday. A four-day wristband is $45.

May 20: 6th Annual Old Pro Open

The 6th annual Old Pro Open is the largest mini-golf tournament on the east coast. Held at Old Pro Golf on 68th Street, the tournament-style golf event will have participants competing for a chance to win the Green Jacket, among other prizes. Tickets can be purchased for $30 per player. 

May 31: Originals Only

The Art League of Ocean City will host its monthly Originals Only showcase from 7-9 p.m. Enjoy coffee and live performances by DomtheGonzo, Josh Quillen, Big Chap and Fraiser Fir. Event is free to attend. 

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Berlin 

Every Sunday: Berlin Farmers Market

The Berlin Farmers Market will be held each Sunday, from 9 a.m. to 1 p.m., through the month of September. The producers-only market features fresh, locally grown fruits and vegetables, breads, flowers, jams, desserts, meats, seafood and more. Live music will also be held frmo 10 a.m. to 12: 30 p.m. 

May 6: Jazz, Blues, Wine & Brews

The annual event will feature two stages, hosting jazz and blues musicians near The Sterling Tavern and the Atlantic Hotel. Local art vendors will also be available. Festivities begin at 10 a.m.

May 6: Spring Just Walk Berlin

Spring Just Walk Berlin is a free walk with one-, two and three-mile routes starting at Stephen Decatur Park. Registration opens at 8:30 a.m., and all walkers are eligible to enter a free raffle for a FitBit. Strollers and friendly, leashed dogs welcome. 

May 18: Berlin Community Bike Ride

Community members of all ages are invited to join the Community Bike Ride in downtown Berlin. The event begins at 6 p.m. outside Roadie Joes, where the Berlin Police Department will give a bike safety demonstration. Bikers will then take a three-mile ride from Roadie Joes to the Berlin library and back again. 

May 20: Spring Cruisers

Classic cars and cruisers will line the streets of downtown Berlin beginning at 10 a.m. The event is sponsored by the Berlin Chamber of Commerce. 

May 28: Memorial Day At The Monument

Join the American Legions at the Veterans Monument at the corner of Main and West streets for a special ceremony to honor veterans. The event begins at 8 a.m.

May 28: Berlin Memorial Day Parade

Hosted by the Berlin Community Improvement Association, the parade will begin at 11 a.m. at Stephen Decatur Middle School and end at Henry Park. The event will also feature music, food, vendors and games. 

Fenwick Island

May 5: 2023 Joshua M. Freeman Valor Awards

Signatures at Bayside will host the 2023 Joshua M. Freeman Valor Awards, which recognizes the community’s police officers, paramedics, EMTS and firefighters. The event will be held from noon to 2 p.m. 

Bethany Beach

May 6: Water Family Fest & Native Plant Sale

Learn about environmental efforts in Delaware and the importance of native plants at the Water Family Fest & Native Plant Sale, held at James Farm Ecological Preserve from 10 a.m. to 3 p.m. The family friendly event will include outdoor recreation, educational opportunities, food trucks, kids’ activities, giveaways and a native plant sale. The free event will be held rain or shine. 

May 13: Trail Day

Join Friends of Holts Landing State Park for its monthly Trail Day. Join crews in sprucing up the trails. Coffee, donuts and tools are provided. The event is held from 9 a.m. to 11:30 a.m.

May 17: Top Chef Of The Culinary Coast

Top Chef of the Culinary Coast will be held from 6-8 p.m. at The Ivy. The event, which will feature food and cocktails, will raise funds for Meals on Wheels Lewes-Rehoboth. 

May 26-28: Poseidon Festival

Learn how to prepare for coastal emergencies, all while taking part in family friendly entertainment. The festival, held in downtown Bethany Beach, will feature live music, pirates, mermaids and more. 

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Dewey Beach

May 13: Dewey Arts Festival

The Dewey Business Partnership will hold its annual Dewey Arts Festival, beginning at 9 a.m. on Dagsworthy Street. Parking and admission to the juried fine arts and craft show is free. 

Rehoboth Beach

May 5-7: Spring Sidewalk Sale

The Rehoboth Beach-Dewey Beach Chamber of Commerce will host its annual Spring Sidewalk Sale, a weekend of deals and finds throughout the resort area. 

May 13: Race4Warriors Half Marathon

Held from 10 a.m. to 1 p.m., the Race4Warriors organization is offering a half-marathon, as well as several other race challenges. Funds raised will help support veterans. 

May 13-14: First Rites Of Summer

The First Rites of Summer is a two-day volleyball tournament hosted by Mid-Atlantic Volleyball. Participants will play on the beach from Prospect Street to Wilmington Avenue. 

May 20: Rehoboth Beach Arts Festival

More than three dozen artists will showcase and sell their works at the annual Rehoboth Beach Arts Festival, held at Grove Park from 10 a.m. to 5 p.m. 

Lewes

Every Saturday: Historic Lewes Farmers Market

The Historic Lewes Farmers Market returns for the summer season. Held each Wednesday and Saturday, from 8 a.m. to noon, the market features jams and jellies, fresh fruits and vegetables and more. 

May 5: Historic Lewes First Fridays

The Lewes Historical Society opens the doors of the Sussex Tavern at the Rabbits Ferry House for its monthly First Fridays. The tavern comes alive as history interpreters share ales and tales from the past. The event is held from 4-7 p.m.

May 6: 2023 Lewes British Motorcar Show

The Lewes Chamber of Commerce and the British Car Club of Delaware will co-sponsor the 27th British Motorcar Show, held at the Lewes Ferry Terminal from 11 a.m. to 3 p.m. Admission is $5 for adults and free for children ages 12 and under.

May 7: Tour De Friends 

Tour de Friends, a family friendly bicycle scavenger hunt and bike safety event, will be held from 8 a.m. to 1 p.m. The event will also feature prizes and a lunchtime after-party. A rain day has been set for May 14. 

May 13: Lewes Junction Railroad & Bridge Association Exhibit Celebration

Join the LJRBA in Lewes as it celebrates its new outdoor exhibit at Lewes Junction. The exhibit includes an upgraded, original track and a PRR 477123 caboose. The event will be held from noon to 1 p.m. 

May 20: “Life At Sea” and “Wreck Of The DeBraak”

The Zwaanendael Museum will host two presentations about life at sea and the sinking of the H.M.S. DeBraak as part of Lewes Ferry’s Maritime Day. Festivities will be held from 10 a.m. to 4:15 p.m. 

May 27: Lewes In Bloom Garden Market

Plants and other garden items will be for sale at the Lewes In Bloom warehouse on Schley Avenue. The event will be held from 9 a.m. to 4 p.m. 

May 29: 2023 Annual Lewes Memorial Day Parade

The Annual Lewes Memorial Day Parade will begin at 11 a.m. on Schley Avenue and end at American Legion Post 17. A ceremony will then take place at 1 p.m. at the pavilion.

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