Kyle's Picks

Crofton and Surrounding Area Current Events

Highland County Maple Fest

The Highland County Maple Festival is an annual event in Virginia that celebrates the region’s rich tradition of maple syrup production, earning Highland County the nickname "Virginia’s Sweet Spot." Visitors can enjoy fresh maple syrup, sugar camp tours, arts and crafts, live music, and local Appalachian culture.

Monterey, VA 24465

March 8-16, 2025

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National Cherry Blossom Festival

Experience this annual celebration honoring the gift of Japanese cherry trees from Tokyo. The festival features cultural performances, parades, art exhibits, and breathtaking views of the blooming cherry blossoms, attracting visitors from around the world.

Washinton, DC

March 20-April 13, 2025

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Annapolis Spring Sailboat Show

The Annapolis Spring Sailboat Show kicks off the season by uniting sailing enthusiasts from across the Mid-Atlantic. Held each April, it features an in-water display of the latest boats, gear, and technology.

City Dock, Annapolis, MD

April 25-27, 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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