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6 Best First Date Locations in Maryland!

md first date locations

First dates are all about location. Finding just the right place can make or break it. Those in Maryland are in luck as fun and laid-back first date options abound. From hilarious comedy clubs to sprawling sculpture gardens, here are the 6 best locations for that first impression.


Share a slice at Dangerously Delicious Pies, Baltimore, MD

Start your budding relationship off sweetly with a slice of pie at either of the Dangerously Delicious Pie locations in Baltimore. Why is pie a great first date? It’s low key, low cost, and low stakes. Plus, if the date is going well, you can linger over a cup of coffee or a second slice.

Go to an escape room like the Clue IQ, Frederick, MD

Escape Rooms are all the rage these days and they’re always a good time. Clue IQ in Frederick offers indoor and outdoor options with themes that run the gamut from covert operations to magic portals. Work together as a team on your first date to get a glimpse of what teamwork in a future relationship might be like.

Grab a bite at the Reynolds Tavern and 1747 Pub, Annapolis, MD

Known for its beautiful Georgian architecture, the Reynolds Tavern and 1747 Pub provides a romantic backdrop for any first date. The outdoor patio often has live music. Come in for Monday night trivia or a picturesque, memorable dining experience for the first date of many.

Go for a plane ride jaunt in Berlin

If you get the vibe that your date is the adventurous type, you might consider renting a 1930s-style two passenger plane. Ocean City Plane Rides in Berlin, Maryland will take you and your date up to see the Ocean City and Assateague beaches from the air. 

Make a picnic at the Annmarie Sculpture Garden and Arts Center, Solomons, MD

The Annmarie Sculpture Garden and Arts Center in Dowell is a scenic spot along the Patuxent River, perfect with someone. Bring a picnic basket and enjoy lunch among the sculpture garden, then tour the exhibits, take a walk, and drop into the artLAB. If you plan ahead, you might be able to visit during an event, too. 

See a magic show at the Illusions Bar and Theater

The trick to having a magical evening during your first visit isn’t difficult when you can go to a magic show. Illusions Bar and Theatre offers 90-minute comedic magic shows and has been voted “best first date bar.” No matter who you’re with, the show is a great way to start off a new relationship.

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