A marina with numerous boats docked at wooden piers under a clear sky.

Find Romantic Hotels in Eastern Shore, MD

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on Eastern Shore Romantic Hotels

Tonight
Aug 12 - Aug 13
Tomorrow
Aug 13 - Aug 14
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

Find out more about Eastern Shore

Eastern Shore attractions for couples

Eastern Shore, a picturesque region of the United States, boasts a variety of activities perfect for Quality Seekers looking to indulge in family-friendly adventures. Begin your journey in St. Michaels, where you can explore the Chesapeake Bay Maritime Museum, which offers engaging exhibits and scenic waterfront views. Families can also enjoy a leisurely bike ride along the nature trails, soaking in the breathtaking landscapes. For a touch of history, visit the charming town of Easton, home to art galleries and shops, as well as the historic Avalon Theatre, where you can catch a live performance. Don't miss the chance to savor fresh seafood at local favorites like The Crab Claw, where children can delight in the hands-on experience of cracking their own crabs. Lastly, take a scenic drive through the beautiful Blackwater National Wildlife Refuge, where you can spot native wildlife and enjoy hiking trails that cater to all skill levels. For an exceptional stay, consider the cozy, waterfront inns in Cambridge, where you can enjoy personalized service and stunning views of the Choptank River, making it a restful base for your explorations. With so much to discover, Eastern Shore promises a memorable getaway for you and your family.

Top Eastern Shore Hotel Reviews

Ashore Oceanfront Hotel by Marriott

Ashore Oceanfront Hotel by Marriott

10/10 Excellent
"This hotel was amazing! 10/10 recommend"
Matthew 3-night trip
Posted less than an hour ago
Ashore Oceanfront Hotel by Marriott
Bonita Beach Hotel

Bonita Beach Hotel

10/10 Excellent
"We stay here every year. We love how close it is to the beach. We love the updates they’ve made, Friendly staff, full size fridge, rooms are a great size. Only thing we don’t like are the older TV’s."
George 3-night trip
Posted 16 hours ago
Bonita Beach Hotel
Days Inn by Wyndham Ocean City Oceanfront

Days Inn by Wyndham Ocean City Oceanfront

8/10 Good
"To be my first time in Ocean City, I’m glad I chose an ocean view room. The room was clean, and although the bathroom was a bit small for me, it was perfect for a couple of days."
Frank 2-night trip
Posted 22 hours ago
Days Inn by Wyndham Ocean City Oceanfront

Explore a world of travel with Expedia