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Date Ideas on Maryland’s Coast

Date Ideas on Maryland’s Coast

Treat your special someone to the best date ideas and activities on Maryland’s Coast! Whether it’s winter, spring, summer, or fall, there’s always plenty to do in town. While some fun dates depend on seasonality, we have plenty of romantic things to do as a couple year-round in Ocean City, Berlin, Snow Hill, Pocomoke, Assategue, Ocean Pines, and more. Maryland’s Coast will not disappoint for a romantic getaway or a staycation.

7 Date Ideas Near Ocean City, MD

  1. Paint Night

Show off your creative side with a paint night in Ocean City, MD. Who needs to shop for souvenirs when you can make them? Visit Ocean City Painting Experience where you can pick a special event night like paint & sip or pick your own design to paint on a canvas, glassware, wood pallets, and more. There’s nothing sweeter than a homemade painting to remind you of good times with the one you love! 

  1. Movies

Rain or shine, it’s always a good time to go to the movies. Dress in comfy clothes and get your favorite snacks for a movie at Flagship Cinemas in West Ocean City. Pick the hottest movie out now and relax in the comfy reclining chairs. The lobby of the theatre even has a bar called Pig and Whistle to grab a drink before the film!

  1. Dinner, Drinks & Games

Release your inner kid and explore the arcade games, duck pin bowling, multiplayer virtual reality, and so much more at Alley Oops! They have two locations on Coastal Highway, midtown and uptown, with upscale dining for families, and 2 full bars. Plus, the decor itself is an attraction you don’t want to miss. Say hello to the live sharks in the large tank near the entrance!

Couple playing arcade games

  1. Bowling Tournament

If you’re in Pocomoke City checking out the Pocomoke River, hiking trails, and local shops, add some friendly competition to your date with a few games of bowling at the Eastern Shore Lanes. The local bowling alley has everything you need with 16 lanes, a full snack bar, an arcade, and more. 

  1. Bed & Breakfast

Looking for the best way to relax and unwind for a weekend? A stay at Chanceford Hall Bed & Breakfast in Snow Hill is a one-of-a-kind experience. Spend the weekend in the historic mansion with beautiful grounds to explore. You’re close to all the main attractions of Maryland’s Coast but secluded enough to enjoy a cozy visit outside of town. Your hosts are excited to treat you to a multi-course breakfast to start your day and are happy to share more date ideas for your stay.

Exterior of Chanceford Hall B&B

  1. Assateague Nature Walk

Assateague Island is a magical beach year-round to visit. Walk by the endless waterways, spectacular scenery, and unique wildlife the island has to offer. With the ocean on one side and the bay on the other, wild horses, secluded coves, and beautiful trails, you have a great date spot for exploring. 

  1. Glass Blowing 

This last date idea is definitely different than your classic dinner date. Experience a glass-blowing class at Jeffery Auxer Designs in historic Berlin! Make your own ornament and show off your talent. It’s always fun to learn a new skill together!


Whatever activity you choose for your date on Maryland’s Coast, you’re sure to have a blast. Check out our stories for more things to do in our wonderful towns and stay up to date with all things Worcester County Tourism on our Facebook and Instagram.