8 Great Weekend Getaways In Maryland For Summer 2023

8 Great Weekend Getaways In Maryland For Summer 2023

Maryland is one of the most beautiful states in America. For those people who don’t live there, but are close enough on the East Coast, it’s a great idea this summer to take a weekend getaway in a number of cool places that Maryland has to offer.

The beach, shopping, exhibits, and history are just some of the activities to schedule a weekend vacay around. So get out some sunscreen, pack a weekend bag, and hop in the car to head over to these 8 coolest spots for a summer sunny Maryland getaway in 2023. 

Ocean City

The beach town of Ocean City is the perfect place to go for fun and sun in the sand. It’s located on the coast, obviously, of Maryland just south of North Ocean City on the Atlantic side. With miles of beaches to explore, it’s like being in a private oasis. As a popular resort town, it has everything a vacationer may want once someone gets enough of beach exploration in. There are great seafood places, fun tourist shops, and lots of family-friendly activities that kids of all ages will enjoy. Bring the littlest ones to teens for a cooler-than-cool good time in Ocean City, Maryland. 


For history and military buffs, it doesn’t get any better than Annapolis, Maryland. Gorgeous architecture, fun shops, and interesting restaurants are all around this very beautiful town that is a history-lovers paradise. Everyone in your party will love Quiet Waters Park, for a scenic stroll away from the hub of the city. It’s definitely a place worth coming back to again and again for a weekend getaway that is peaceful, but also a little educational. Nothing wrong with giving the kids a history lesson this summer, right? 

Saint Michaels

All along the Chesapeake Bay is the town of Saint Michaels. This is as quaint and lovely as small towns come in Maryland. Enjoy crab cake sandwiches, take a sailing cruise during the sunset, or traverse the lovely Hooper Straight Lighthouse. For fans of lighthouse dwellings, this one is a can’t miss find. Everyone in your group will want to make the trip straight up to the top of the lighthouse for the expansive and gorgeous views. 

Deep Creek Lake

Deep Creek Lake is located in the most picturesque part of Western Maryland. There are water sports on the lake to enjoy, but one of the best parts for families is the Discovery Center at Deep Creek Lake Park.

All ages will enjoy learning about the treasured wildlife in the area using interactive exhibits that are a blast for young and old. For more adventures in ziplining, people go to the Monkey Business Aerial Adventure Park to show off climbing and daredevil skills. It’s beyond cool for those who dare!

C & O Canals

The C & O Canals are the “Chesapeake & Ohio” Canals that are perfect for walking and biking the many trails that go for miles and miles. Pack a picnic, bring your sun hat, and explore the peaceful woods that are all around this gorgeous area. 


For antique lovers, it doesn’t get any more fun and cool than Hagerstown. There are at least 20 different locally run antique stores, so get some walking shoes on and shop until you drop. Or at least want to go back to one of the best “bed and breakfast” inn the town is known for. Our recommendation is to make all reservations early because those antique hunters fill up the town on weekends. 

Kent Island

Kent Island is one of the most romantic spots in Maryland for couples. Many people take a weekend away to get married her or come for an annual anniversary celebration. Don’t miss the Chesapeake Exploration Center, the Terrapin Beach Park, and the Inn at Chesapeake Bay Beach Club & Spa for a relaxing departure for a busy week. Book a couples massage or just lounge by the pool for a lazy weekend that is definitely cool. 

Yogi Bear’s Jellystone Park™ Camp-Resort: Chincoteague Island

If camping is appealing, the Yogi Bear’s Jellystone Park Camp in Chincoteague Island is a must-visit. It caters to couples, singles, or families who want to get out into the wild of Maryland, leaving behind that boring city life. Book early, since the summer is the busy season for many of these camp lovers who come every year.