We Adore the Most Romantic Things to Do in Annapolis, Maryland!

When was the last time you and your significant other made time for one another? Don’t let your honeymoon be the only romantic getaway you enjoy with your sweetheart! Research consistently shows that traveling with your partner relieves tension, improves interpersonal communication, and strengthens your bond. Igniting the spark is easy on The Eastern Shore of Maryland! During your stay, we recommend checking out these romantic things to do in Annapolis, Maryland.

3 of the Most Romantic Things to Do in Annapolis, Maryland

Stroll Through Quiet Waters Park

No matter what time of year you visit, you and your sweetheart will experience a truly special outing at Quiet Waters Park in Annapolis! Situated between South River and Harness Creek, this incredibly scenic spot offers trails that wind through grassy knolls and lush forests, paddleboarding, kayaking, and more. Quiet Waters Park is even pet-friendly if you’re looking to bring your furry friend along for the date (check out the on-site dog beach)! Regardless of how you fill your time at this park, you’ll definitely want to take a photo together at the iconic white bridge.

Picnic at Sandy Point State Park

Searching for a picnic spot with a view? Sandy Point State Park is your perfect match! This beautiful park boasts some of the best views of the Bay Bridge, not to mention picnic tables and a grassy meadow (if you tire of sitting in the sand). If a romantic boat trip is more your speed, this Annapolis park also offers plenty of ramps!

Sip Together at Great Frogs Winery

You and your significant other will take a step back in time when you step foot onto the grounds of Great Frogs Winery! This gorgeous and pastoral spot offers tastings and tours of the area’s best vineyards. Simply sit back, take a sip, and take in the rolling hills surrounding this beautiful barn-style winery! We recommend visiting in the afternoon, then trying one of the best Annapolis waterfront restaurants.

Come Back to a Romantic Room or Cottage at Brampton Inn!A spacious living room and dining table in Marley's Cottage at Brampton Inn

After experiencing one of these fantastic Eastern Shore attractions, there’s only one more thing you need to complete your romantic getaway on The Eastern Shore of Maryland: A cozy cottage that’s perfect for two! Located just under an hour away from Annapolis, historic and exceedingly romantic Brampton Inn is the best place to stay in Maryland for couples. Whether you choose a beautiful room or cottage, you and your lover will make memories at Brampton Inn that will last a lifetime. We offer an array of premium amenities and inclusive packages that will bring the two of you closer together than ever before. Our For Lovers Only Package is the best option for romantic getaways! Select this add-on and receive a chilled bottle of bubbly in your room, a dozen red roses, and a variety of house-made chocolate truffles.

Looking to treat your sweetheart with an experience they’ll never forget? 

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Dine in Style! 

If you are looking for a unique dining experience, we have two amazing dining-series this season!

Check out Dining Under the Stars with Chef Kurt Peter starting May 2!


Gourmet Diner Club with chef Jordan Lloyd starting May 23!

Dining and entertainment experiences to remember! See our Specials page.

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