Things to do in September in Queen Anne’s County
September in Queen Anne’s County!
As the summer heat begins to leave us and those autumn breezes sweep across the Chesapeake Bay, September is a great time to explore the scenic beauty and rich culture of Queen Anne’s County, Maryland. Whether you’re a nature enthusiast, history lover, foodie, or simply looking for just a relaxing getaway, Queen Anne’s County on Maryland’s Eastern Shore offers something for everyone. From waterfront restaurants, dock bars, and events, farm-to-table experiences to outdoor adventures and historic sites, Queen Anne’s County comes alive in September with events and activities that showcase the area’s unique charm. In this blog post, we’ll highlight the top 10 things to do in Queen Anne’s County this month — and why your visit might just turn a visit into a tradition. Here’s your guide to the top things to do in September!
Top 10 Things to do in September:
- Discover the natural beauty of Queen Anne’s County—hit the trails and explore scenic landscapes, wildlife, and waterfront views: Cross Island, South Island, Wye Island NRMA, to name just a few! https://visitqueenannes.com/beaches-parks-and-trails/trails/
- DOCK & DINE before the seasons change: Sip & Savor at one of our waterfront restaurants. Enjoy Crabs n’ Crushes – fresh steamed crabs paired with a delicious fresh squeezed crush, accompanied by waterfront views & live music, you can’t beat it!
- Head to the Farmer’s Markets! both Centreville Farmers Market and Kent Island Farmers Market are the best places to find farm fresh produce and handmade goodies from some local favorites!
- Enjoy a boat to table experience & crack into some fresh catch at many of our waterfront restaurants, serving your favorites in a variety of different ways!
- Birdwatching is a great experience this time of year. Enjoy this experience at Chesapeake Bay Environmental Center or take a walk down Ferry Point Trail, while also exploring our trails. This time of the year is a perfect time to get out and enjoy the beautiful landscapes we offer here!
- Shop small & Shop Local! We have a variety of local small business with a wide range of unique goods! View our shopping guide for some ideas of shops.
- Get out on the water: Book & Enjoy a chartered fishing trip, leisure cruise, or sunset cruise out of one of our many marinas! Visit our charter page for a list of all captains and their assets. Visit our charter page. Boating isn’t your thing? Rent a kayak or SUP at Kent Point Marina
- Relax, Sip & Savor at one of our breweries or waterfront wineries!
- Visit the Historic sites in Downtown Stevensville and Downtown Centreville that now offer tours the first Saturday of every month! & visit our events page to see the exciting events they have going on! or contact: 443-994-7505 or email qachsociety@gmail.com.
- Enjoy a getaway at one of our Bed & Breakfast, hotels, or resorts! let us accommodate to you and your guests for a fun & relaxing getaway!
Spotlight Events:
09/01-31/2025 Flags of our Fathers Exhibit
09/05/2025 Smart Comedy for Dumb People Can Get
09/06/2025 POP! Tribute Night
09/06/2025 First Saturday’s Queen Anne’s County Historic Sites
09/09/2025 Books & Beer 2025
9/11/2025 Fabulous Farm to Table Dinner
9/12/2025 KI Renaissance Night at Cult Classic
9/18/2025 Third Thursdays Line Dancing 2025
09/24/2025 Wednesday Wine Down (4th Wednesdays at CULT)
09/27/2025 EPCULT CENTER 2025
09/26-28/2025 Concours d’ Elegance
These are only a few of the amazing events we have going on during the month of September here in Queen Anne’s County! To find more, visit our events page here!
September in Queen Anne’s County is more than just a change in seasons — it’s an invitation to slow down, explore, and savor the best of Maryland’s Eastern Shore. Whether you’re kayaking through serene waterways, sampling fresh eats, or strolling through small towns, each experience offers a glimpse into the county’s warm hospitality and natural beauty. With so many unforgettable events and activities packed into one month, there’s no better time to visit. So, pack your bags, hit the road, and let Queen Anne’s County show you why this summer to fall transition starts here.
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