Kyle's Picks

Crofton and Surrounding Area Current Events

Preakness Stakes

Experience the fast-paced action and Maryland traditions at the annual running of the Preakness Stakes in downtown Baltimore. Hosted for more than 145 years at historic Pimlico Race Course (the second oldest racetrack in the nation), the Preakness Stakes is the coveted Middle Jewel of the Triple Crown of horse racing.

Baltimore, MD

May 17, 2025

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Crofton Summer Fest – 60th Anniversary Celebration

Celebrate Crofton's 60th anniversary with a day-long festival featuring six live bands, a variety of food trucks, and activities for all ages. This free event promises fun and entertainment for the whole family, showcasing the vibrant community spirit of Crofton.

Crofton Country Club, Crofton, MD

June 1, 2025

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Annapolis Independence Day Celebration

Experience a classic Fourth of July celebration in historic Annapolis. The day includes a patriotic parade through downtown, live music, and a spectacular fireworks display over the harbor. It's a festive event that brings the community together in celebration of Independence Day.

Annapolis Harbor, Annapolis, MD

July 4, 2025

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Crofton and Surrounding Area Annual Events

Crofton and its surrounding areas host several annual events that are not to be missed. From community festivals to holiday celebrations, these events offer something for everyone. Here are some of the most popular annual events in Crofton and its surrounding areas.

Spring & Summer Events

Egg Hunt Eggstravaganza

April

The annual Easter Egg Party is a fun-filled event for children of all ages, featuring an exciting egg hunt, engaging games, catchy songs, and a special visit from the Easter Bunny. Parents can capture the magical moments while their little ones participate in the festivities, creating unforgettable memories for all who attend.

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Crofton Farmers Market

May-Nov

The Crofton Farmers Market is a vibrant event with over 50 local vendors offering fresh, locally-sourced produce, artisanal crafts, and other delightful products. The food trucks serve a delectable array of culinary delights that are sure to tantalize your taste buds, making it a must-visit destination for foodies.

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United States Boat Shows

October

Annapolis City Dock, known as "Ego Alley," transforms into a boater's paradise each year for the United States Powerboat Show (Oct. 5-8) and United States Sailboat Show (Oct. 12-15). Join thousands of enthusiasts to explore the latest boats, maritime tech, and products at the world's largest in-water boat show. Stay for the weekend in Annapolis, near BWI, or Arundel Mills Entertainment region.

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Fall & Winter Events

Annapolis Chocolate Binge Festival

December

Join us at the Annapolis Chocolate Binge Festival on December 3rd from 11 am - 5 pm on West Street. Celebrate all things cocoa with family-friendly fun! This year's highlights include a gingerbread house contest hosted by Visit Annapolis & Anne Arundel County. Open to all, showcase your creativity and win fabulous prizes. Don't miss the display at the Visitor Center from December 4-11. Get ready for a delightful cocoa-filled experience!

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Silver Spring Christmas Market and Holiday Craft Fair

December

The Silver Spring Christmas Market and Holiday Craft Show, held at Veterans Plaza, showcases over 80 local small businesses, crafters, and artisans offering unique and high-quality gifts such as handmade arts and crafts, jewelry, baked goods, and body care products. Attendees can support local businesses, get a head start on holiday shopping, and enjoy an unforgettable experience.

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Official Ugly Sweater Bar Crawl Baltimore's Christmas Pub Crawl

December

The Baltimore Pub Crawl's Ugly Sweater edition is a festive holiday event that allows attendees to experience Baltimore's lively nightlife scene with holiday-themed drink deals. Attendees can show off their holiday outfits, enjoy the company of like-minded partygoers, and create unforgettable memories, making it a perfect way to indulge in the holiday spirit.

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