Summer Guide to Exploring Queen Anne's County, Maryland

​From outdoor festivals and water excursions to a lively bar and restaurant scene, Queen Anne’s County, Maryland, will get you in the summer spirit in no time. If you’re looking for a fun summer getaway, look no further than the idyllic waterfront and countryside of Queen Anne's County.

Photo Credit : Susan Hale
Chesapeake Bay
Live Music in Queen Anne's County


One of the great things about Queen Anne’s County in the summer is its variety of free outdoor events. Thursdays in the Park is a seasonal concert series featuring local bands at different locations. Check the schedule to the see which artists will be performing and get ready for a fun night dancing under the stars. If you’d prefer the silver screen to live concerts, Queen Anne’s County has that, too! The Parks and Recreation Department frequently hosts Outdoor Movie Nights . Bring your favorite movie snacks and enjoy a family-friendly movie at dusk. You will also enjoy 1st Saturdays in Historic Stevensville. These outdoor events have a different theme every month and are great ways for visitors to experience the businesses, restaurants and artisanal crafts of the area. 1st Saturday in July event will be a Community Yard Sale, followed by a movie night. In August, the event will include a LEGO Scavenger Hunt, sending participants to different sites in the area, such as the Historic Christ Church and the Old Stevensville Bank, to collect “LEGO letters,” and enter a drawing for a prize. September’s 1st Saturday will be a Labor Day Block Party. Enjoy live music, a water balloon fight, a community paint toss, food vendors and more.

Photo By: Brian Suite

Getting on the water

You can’t vacation this close to the Bay and not get out on the water! Queen Anne’s County is a fantastic spot to take a charter cruise, fish and have an unforgettable experience. Explore the area’s wetlands at Paddlepalooza on July 14. This kayaking event surrounds the Chesapeake Bay Environmental Center. Paddlepalooza gives you the opportunity to take a 3-mile trip through Cabin Creek, Kent Narrows and Marshy Creek. Back on land, it will be followed by musical performances, food and brews.

​ Another unique way to spend an afternoon in the area is a visit to Cascia Winery. Cascia Winery offers tastings and tours of its 12-acre waterfront vineyard, which overlooks the Chesapeake Bay. The family-run winery is accessible by boat and has a large tasting room and deck. Bring along a lunch to enjoy an afternoon of touring, tasting and picnicking in this peaceful spot.


Move your trip indoors and catch a show at Church Hill Theatre. 2018 marks the theatre’s 35th season. The wonderful plays lined up for the summer, include “Pippin” from June 8 through 24 and “The Sisters Rosensweig” from Sept. 7-23. The theatre has a history of hosting entertainment in the area.

Dock Bars and Live Music

After all of your adventures, you’ll need a great meal. Here are some tasty places to satisfy your appetite. Plenty of area bars have docks for you to pull up to. The Big Owl Tiki Bar consists of three different bars where you can dock your boat, grab a meal and brew and watch the sunset. Red Eye’s Dock Bar often features live bands on its waterfront stage and has great specials, including 25 percent off beverages on Mondays from 7 p.m. to close, and Ladies Night with a $15 bottomless cup on Thursdays.

The Jetty is a restaurant and dock bar with picnic tables right on the sand. Its unique menu includes items, such as the crab pretzel, which is fresh crab dip served on a toasted pretzel roll, and the Jetty signature tacos, which feature your choice of seafood with avocado, lettuce, tomato, cheese and a chipotle cream sauce on top of grilled tortillas. It’s also a fantastic place to hear live music after a day of fishing and hanging out on the beach. Dirty Dave’s Tiki Bar at Kentmorr is another beachside bar that has live bands in the summer.

Kentmorr Restaurant

If you’re looking for a bar with more activities, check out Bull & Goat Brewery for 2nd Saturdays. From noon to 4 p.m., the Brewery teams up with Bay Shore Steam Pot for a trivia event with live music. It’s a great event featuring fresh seafood from Bay Shore Steam Pot, including gluten-free crab cakes and craft beer from the brewery. Be sure to check out Bull & Goat’s tasting room, where you can fill your own growler with the brew of your choice. Docs in Centreville hosts its own Trivia Night every Monday, with great drink deals throughout the week, such as $2 domestic drafts on Mondays. El Jefe Mexican Kitchen & Tequila Bar has nine pool tables available for you and holds happy hour every day from 11 a.m. to 7 p.m. Rams Head Shore House, a family-owned-and-operated restaurant since 1989, puts on entertaining events, such as release parties for new local beer and Wine & Design programs where you can paint your own wine glass. Rams Head also has plenty of great seafood on the menu and a Bloody Mary bar. Visit Pour House Pub for a unique Bloody Mary menu. Along with craft beer and brunch with bottomless mimosas, Pour House Pub has a variety of interesting menu of Bloody Mary options, including the “Crabby Mary” containing lumps of fresh crabmeat, and the “Verde Mary,” which adds green tomatoes to the classic drink.

​ Whether you’re looking to have a relaxing vacation or an adventurous trip, Queen Anne’s County is the place to be this summer.