June, it ushers in excitement like no other. School is out, the weather is warm, and in the heart of Maryland our minds turn to crab feasts, water activities, and festival season. Here's a recap of what's going on this June in Annapolis & Anne Arundel County. For the FULL event calendar, hit this link. 


Signature Events 

June 3-5 – Let’s Go! Music Festival (Crownsville): Kick off the summer by listening to top acts, including Lynyrd Skynyrd, Jimmie’s Chicken Shack, Billy Currington, Jimmie Allen, the Goo Goo Dolls, Better Than Ezra, and many more at this outdoor music festival. 
June 4-5 – Annapolis Pride Parade & Festival (Downtown Annapolis): Celebrate one of Maryland’s largest LGBTQIA+ parades and enjoy a festival and events all weekend long.  
June 5-12 – Annapolis Arts Week (Destination-wide): The annual celebration supports the diverse talents of the local arts community with events throughout Annapolis & Anne Arundel County. 


Plen Air paint Annapolis festival during Annapolis Arts Week
Visit downtown Annapolis for the Plein Air painting festival during Arts Week.
Image courtesy of VAAAC.

June 10-12 – USA BMX East Coast Nationals (Severn): Up to 5,000 athletes and their families from around the world are expected to descend upon Severn-Danza Athletic Park to compete in a National BMX sports moto competition. 
June 17-18 – Annapolis Juneteenth Celebration (Annapolis): The second annual event commemorating the emancipation of enslaved individuals in the United States kicks off with a ticketed VIP gala on Friday evening, followed by a parade and festival on Saturday. The parade begins at City Dock and wraps up at the Bates Athletic Complex where the celebration continues with live music and entertainment, food, vendors, and fireworks.
June 24-30 – Race Across America (Annapolis & Anne Arundel County): RAAM returns to the shores of the Chesapeake Bay again this year! The 3,000-mile trans-continental event begins in Oceanside, CA, and ends at Annapolis City Dock. Participants set out on June 14th and 18th and have 12 days to complete the race. Come cheer on the athletes as they cross the finish line! 
June 30 – USNA Induction Day (Annapolis): Roughly 1,200 young men and women from around the world (and their families) report to the U.S. Naval Academy to take their first steps toward becoming “plebes” (freshman).  


Naval Academy
I-Day is scheduled for June 30, 2022.
Image courtesy of the USNA.

Local Festivals & Events  

June 4-5 – Secret Garden Tour (Downtown Annapolis): The Hammond-Harwood House event features private gardens in Spa View Heights, the area of Annapolis between Murray Hill and Spa Creek. The gardens featured reflect the goals of the home gardeners: to have a beautiful space filled with flowers, trees, shrubs, grasses, and other garden elements, a space that is a pleasure to live in and an inspiration to work in.
June 11 – The 32nd Annual Strawberry Festival (BWI Airport Region): The Ann Arrundell County Historical Society event at Benson-Hammond House features all your strawberry favorites – wines, jams, shortcakes, chocolate-covered strawberries – as well as crafts, music, and food trucks. 
June 25 – Eastport a Rockin’ (Annapolis): Created to expose local music to a larger audience, Eastport a Rockin’ has been attracting music lovers from around the neighborhood and across the region since 1997. More than 30 bands are slated to perform, keeping local, original music front and center.



Annapolis and Anne Arundel County offer a host of hotels, from historic colonials to modern luxuries, to satisfy all tastes and budgets. 

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There is a lot to see and do in this beautiful seaside town, the question is, what are you looking to experience?

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Father's Day Weekend Suggestions 

Visit Annapolis & Anne Arundel County has curated a list of weekend activities that make it easy for dad to celebrate Father’s Day solo, with the family, or with the guys. Find out more at  www.visitannapolis.org
June 18 – Great Frogs Winery (Annapolis Area): Enjoy live music by Skribe on the patio, weather permitting. Treat yourself to a self-guided tasting or wine by the bottle or the glass, along with wine-friendly snacks. No cover fees. No reservations are required for outdoor seating. 
June 18-19 – Golf in Anne Arundel County (Countywide): Chill out with dad over a round of golf this Father’s Day weekend! For the best selection, book early.
June 18-19 – Parasailing, Chesapeake Bay (Chesapeake Bay): Check-in and check out with Z Flight Parasail and Watersports. Take in views of historic Annapolis, U.S. Naval Academy, and the Chesapeake Bay from high in the sky. Reservations are strongly encouraged.
June 19 – Live! Casino & Hotel (Arundel Mills): Dave Chappelle at The HALL at Live! Show up for the comedy event of the season and make it a weekend dad will never forget!


A bar and lounge area inside a concert hall
Take in a show at The HALL at Live! at Arundel Mills, Dave Chappelle performs on Father's Day.
Image courtesy of the HALL at Live!


June – BWI Trail (BWI Airport Region): If dear old dad is the sporty type, take him and the rest of the crew for an outing on the paved 12-mile bike trail that circles BWI Airport. A parking lot and children’s playground are located at the Thomas A. Dixon Observation Area, 1911 Dorsey Road, Glen Burnie. The best part? It’s FREE! 
June – BWI Craft Brewery Trail (Countywide): If you’re looking for a reason to roam – with a designated driver, of course – check out four great breweries within a 30-minute drive along the BWI Craft Brewery trail. To book private transportation, click here
June – Jug Bay Wetlands Sanctuary (Southern Anne Arundel County): If celebrating outdoors with a picnic and hike is right up your alley, consider Jug Bay. Featuring wetlands and a wildlife sanctuary, the park lies on the outer edge of Anne Arundel County at its border with neighboring Prince George’s County. 
June – Waterfront Dining and Beach Bars (Countywide): Beach Bars are a staple in Anne Arundel County, and Father’s Day weekend is the perfect time to check them out. Travel by car or boat and nibble your way through fun North County waterfront eateries enjoying Chesapeake Cuisine, and/or an Orange Crush, all the while enjoying inspiring waterfront views. For a complete list of waterfront dining options, head to the Visit Annapolis & Anne Arundel County website


Chesepiooc Real Ale Brewery  Trio of Beers
Treat Dad to a beer on Father's Day, after all, he's more than earned it!
Image courtesy of Susan Moynihan.

Recurring Seasonal Events  

Dinner Under the Stars (Downtown Annapolis): On Wednesday evenings and select Saturdays from May 25 through September 24, the first block of West Street closes to automobile traffic and welcomes visitors to dine and shop al fresco under a canopy of white lights reminiscent of old European cities (weather permitting).
First Sunday Arts Festival (Downtown Annapolis): Every First Sunday of the month from May through November, the first blocks of West and Calvert Streets are filled with vendors, performers, musicians, and more! The signature event encourages area residents and visitors to shop locally, discover new restaurants, and support the arts (weather permitting).
Farmers Markets (Countywide): Summertime is the perfect time to set your sights on cleaner eating with a trip to our local Farmer's Markets. Source organic vegetables and fruit, dairy, meat and poultry, local pies and jams, honey, and so much more! 
Thomas Point Shoal Lighthouse Tour (Annapolis): Two-hour tours departing from the Annapolis Maritime Museum at 723 Second Street will be available three times a day most Saturdays from June 4 through October 15. These are the only excursions that also provide access to an interior tour of the National Historic Landmark. Registration is on a first-come, first-served basis, weather permitting.
Tides & Tunes Concert Series (Annapolis): Held on Thursday evenings from June 16 through August 18, the Annapolis Maritime Museum’s popular concert series includes ten weeks of music – from rock to folk, to blues – against the incomparable backdrop of the Chesapeake Bay. Concerts are FREE; however, donations are gratefully accepted. Food and spirits are available for purchase. Beverage sales support the Museum’s education program. No outside alcohol is permitted. Bring a chair or blanket.


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