Romantic Escapes & Hidden Gems: Valentine's Day in Maryland & Delaware

If you're busy crafting your romantic getaway, it is time to talk Valentine's Day in Maryland and Delaware. Of course, give a surprise with a cozy dinner or an extraordinary experience. Still, both states can offer you many kinds of destinations or activities to add something extra to your day.

1.   Romantic Coastal Getaways

If you have the perfect sound of the waves crashing on the shore and the beauty of the sun setting, find yourself on the beaches of Delaware and Maryland for your tranquil Valentine's escape.

• Rehoboth Beach, DE - Stroll the boardwalk, dine at a waterfront restaurant, and spend a peaceful afternoon at the beach.

• Ocean City, MD – Enjoy a romantic sunset cruise or a honeymoon-style stay at a boutique hotel with a front ocean view.

• Bethany Beach- A lovely alternative to the more familiar, quieter, and popular faces as couples prefer here for recreation and scenic beauty.

2.   Cozy & Charming Inns 

Nothing says romance like a charming bed and breakfast or a historic inn with a cozy fireplace and gourmet breakfast.

• The Inn at Perry Cabin is a luxurious waterfront hideaway with spa treatment and fine dining. (St. Michaels, MD)

• Savannah Inn—the old Victorian inn—has been restored to offer an ambiance that lets you feel the warmth and intimacy of a family.

• Brampton Inn (Chestertown, MD)—This historic inn features quietude, romance, and natural beauty, being located in the countryside.

3. Valentine’s Day Dining Experiences

• Hobbit Restaurant (Ocean City, MD)—Waterfront dining, incredible sunset views with an elegant menu.

• Bluecoast Seafood Grill (Bethany Beach, DE)—An intimate place for fresh seafood and craft cocktails.

• The Buttery (Lewes, DE)—A romantic fine dining experience in a quaint historic house.

4.   Unique Valentine’s Day Activities

Looking for something beyond the traditional dinner date? Try these fun and unique experiences.

• Winery & Brewery Tours – Visit Salted Vines Vineyard & Winery (Frankford, DE) or Boordy Vineyards (Hydes, MD) for a tasting experience with your loved one.

• Horse-Drawn Carriage Rides – Take a romantic carriage ride through the historic streets of Annapolis or Lewes.

• Couples’ Spa Retreat – Unwind with a couples’ massage at The Bellmoor Inn & Spa in Rehoboth Beach.

5.   Local Valentine’s Events 

Many towns host special Valentine 's-themed events, from wine tastings to live music and art walks. Check out:

• Valentine’s Weekend at Nassau Valley Vineyards (Lewes, DE)

• Romantic Lantern Tour in Annapolis, MD

• Chocolate & Wine Pairing Events across the Eastern Shore

Find Your Dream Home by the Coast

Enticed by the charm of Maryland and Delaware? Thinking about making it a permanent escape? Whether you’re looking for a waterfront retreat or a cozy beachside cottage, we at The Windrow Group can help you find your dream home in the perfect romantic setting. 

Contact us today to start your home search!

This Valentine’s Day, celebrate love in a place that feels like home.
Enjoy an unforgettable meal at one of these top-rated restaurants known for their ambiance and exceptional cuisine.