Kyle's Picks

Crofton and Surrounding Area Current Events

summer music festival

Summer Reggae Festival

Escape to the enchanting Linganore Winecellars this summer for a festival that marries the soulful sounds of reggae with the exquisite tastes of local wines. The 2024 Summer Reggae Wine & Music Festival promises a vibrant celebration featuring a lineup of regional music acts, an array of food offerings, and the artful creations from local artisans. This two-day extravaganza is a perfect opportunity to bask in the melodies and flavors that define this spirited event.

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13601 Glissans Mill Road
Mount Airy, MD

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July 20, 2024

friends having fun in a summer boat

The Hip Hop R&B Yacht Party

Set sail on a musical voyage like no other with The Hip Hop R&B Yacht Party, departing from Annapolis City Dock. This event features an electrifying lineup of DJs spinning the best of 90s, 2000s, and current hits. The Catherine Marie Yacht offers a luxurious setting with three levels of entertainment, including two full bars and a climate-controlled interior. Experience breathtaking views of Severn River and Chesapeake Bay, all while dancing the evening away on this exclusive floating party.

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Annapolis City Dock

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August 4, 2024

story time

Tots Tuesday Storytime

Join for an engaging and interactive storytime session designed to instill a lifelong love for learning in your little ones! This event is specially curated for children aged 2 to 4 years old and their parents or caregivers. Our talented storytellers will captivate young minds with enchanting tales and imaginative adventures. Don't miss out on this wonderful opportunity to create cherished memories with your child and foster their intellectual growth.

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2521 Saint Paul St, Baltimore, MD

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Now - June 24, 2025

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


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.

Crofton Farmers Market


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.

United States Boat Shows


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.

Fall & Winter Events

Annapolis Chocolate Binge Festival


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!

Silver Spring Christmas Market and Holiday Craft Fair


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.

Official Ugly Sweater Bar Crawl Baltimore's Christmas Pub Crawl


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.