Things to do in June in Queen Anne’s County Maryland
June in Queen Anne’s County!
As summer officially kicks off, Queen Anne’s County, Maryland comes alive with waterfront adventures, fresh Chesapeake Bay seafood, small-town charm, and unforgettable Eastern Shore experiences. Located just over the Bay Bridge on Maryland’s Eastern Shore, Queen Anne’s County is the perfect June getaway for families, couples, outdoor enthusiasts — and especially all the dads out there celebrating Father’s Day weekend!
June is one of the best times to visit. It’s officially crabs n’ crushes season, the weather is warm, marinas are buzzing with boaters, and waterfront restaurants are serving up fresh local seafood with unbeatable views of the Chesapeake Bay. Whether you’re biking the Cross Island Trail, kayaking along our scenic waterways, shopping in our historic downtowns, or relaxing dockside with live music and an orange crush in hand, there’s no shortage of ways to enjoy the season.
Spend the day exploring charming towns like Centreville, Stevensville, and Kent Narrows, where you’ll find locally owned boutiques, historic attractions, waterfront dining, breweries, wineries, and welcoming Eastern Shore hospitality. June weekends are packed with farmers markets, outdoor festivals, car shows, boating events, and live entertainment that showcase the very best of Queen Anne’s County.
Whether you’re planning a Father’s Day adventure, a romantic weekend escape, or a fun-filled family vacation, Queen Anne’s County invites you to slow down, soak up the sunshine, and savor summer on Maryland’s Eastern Shore.
Plan your June getaway — Queen Anne’s County is ready to welcome you!
Top 10 Things to do in June:
1. DOCK & DINE on the Waterfront
Summer on the Eastern Shore means waterfront dining season is in full swing! Sip and savor fresh seafood, famous orange crushes, steamed crabs, and live music at one of our waterfront restaurants along Kent Narrows or Kent Island. Nothing says summer like crabs n’ crushes with a Chesapeake Bay sunset.
2. Visit Local Farmers Markets
Find farm-fresh produce, handmade goods, baked treats, flowers, seafood, and locally crafted items at the Centreville and Stevensville Farmers Markets. June is peak season for fresh local flavors and supporting small businesses.
3. Enjoy a Boat-to-Table Seafood Experience
Fresh seafood is everywhere this time of year. Crack into Maryland blue crabs, enjoy fresh oysters, rockfish, shrimp, and crab cakes at many of our local waterfront restaurants serving Chesapeake favorites in creative and delicious ways.
4. Explore Nature & Birdwatching Trails
June is the perfect time to get outdoors and enjoy the county’s beautiful landscapes. Visit the Chesapeake Bay Environmental Center, walk the Ferry Point Trail, or bike the Cross Island Trail while spotting local wildlife and migratory birds along the shoreline.
5. Shop Small & Shop Local
Explore our locally owned boutiques, gift shops, antique stores, art galleries, and specialty markets throughout Centreville, Stevensville, and Kent Narrows. You’ll discover unique finds and Eastern Shore treasures around every corner.
6. Celebrate Father’s Day on the Chesapeake Bay
Treat dad to a charter fishing trip, sunset cruise, boating excursion, or waterfront dinner this Father’s Day. Local marinas and charter captains offer unforgettable experiences on the Bay throughout June.
7. Visit Breweries, Wineries & Distilleries
Relax and unwind at one of Queen Anne’s County’s craft beverage destinations. Enjoy local beer, wine, spirits, live music, and outdoor seating while soaking up summer vibes with friends and family.
8. Explore Historic Downtowns & Free Historic Tours
Take a stroll through Downtown Centreville and Downtown Stevensville to experience the rich history and charm of Maryland’s Eastern Shore. Free Historic Sites Tours return on the first Saturday of each month throughout the summer season.
9. Get Out on the Water
Kayaking, paddleboarding, boating, fishing, and cruising are some of the best ways to experience Queen Anne’s County in June. Rent a kayak or SUP, charter a fishing trip, or spend the day exploring our scenic waterways and marinas.
10. Book a Relaxing Summer Getaway
Turn your day trip into a full weekend escape! Stay at one of our charming bed & breakfasts, waterfront inns, resorts, or hotels and enjoy a relaxing summer getaway just minutes from the Chesapeake Bay.
Spotlight Events:
Friday Nights, enjoy Avanti Pizza at Love Point Vineyards & Winery!
06/06/2026: Town of Church Hill 150th Birthday Celebration
06/06-07/2026: Chesapeake Bay Motoring Festival
Classic cars, antique boats, waterfront views, live music, family activities, and Monaco Grand Prix weekend return to Kent Island Yacht Club for one of the region’s premier summer events.
06/06/2026: QAC Historic Sites First Saturday Tours
06/13/2026: Blueberry Boogie 5K Walk/Run
06/14/2026: ACW Wrestling – Brewery Brawl, Bro
Father’s Day Weekend – June 2026
Father’s Day Cruise-In & Waterfront Celebrations
Celebrate dad with classic cars, live music, waterfront dining, local breweries, fishing charters, and family-friendly events happening throughout the county during Father’s Day weekend.
06/21/2026: Father’s Day Cruise In
06/21/2026: Bluegrass in the Blueberry Patch
Throughout June 2026
Farmers Markets, Live Music & Waterfront Entertainment
Enjoy weekly live music, dock bars, local markets, outdoor dining, and seasonal events happening all month long across Queen Anne’s County! visit our events page here!
June is the perfect time to experience everything Queen Anne’s County, Maryland has to offer. From scenic waterfront views and fresh Chesapeake Bay seafood to outdoor adventures, charming small towns, and unforgettable summer events, there’s something here for everyone to enjoy.
Whether you’re visiting for a relaxing weekend getaway, a family vacation, or a Father’s Day celebration, Queen Anne’s County offers the perfect blend of adventure, relaxation, and authentic Eastern Shore charm. Come make memories on the Chesapeake Bay this June — we can’t wait to welcome you!
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