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 18 - Aug 19
Tomorrow
Aug 19 - Aug 20
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

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

Fenwick Inn

Fenwick Inn

8/10 Good
"The staff was very friendly and helpful. My only issues were the light in my bathroom didn’t work and the shower head wasn’t good. But that might have just been bad luck in the room I got. Probably could’ve switched rooms but didn’t want to pack and move with my two dogs. All in all I will still stay there again."
Heather 7-night trip
Posted 2 hours ago
Fenwick Inn
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

8/10 Good
"Beautiful view from any rooms"
Timothy 2-night trip
Posted 9 hours ago
Grand Hotel Ocean City Oceanfront
Bonita Beach Hotel

Bonita Beach Hotel

8/10 Good
"Nice and quite and the beach 🏖️ is on the same block"
sonia 5-night trip
Posted 12 hours ago
Bonita Beach Hotel
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

10/10 Excellent
"It's clean room the staff was amazing and the breakfast is it was the best"
Gashew 3-night trip
Posted 12 hours ago
Princess Royale Oceanfront Resort
Ashore Oceanfront Hotel by Marriott

Ashore Oceanfront Hotel by Marriott

10/10 Excellent
"Excellent location friendly staff"
Sami 4-night trip
Posted 12 hours ago
Ashore Oceanfront Hotel by Marriott
Tidelands Caribbean Hotel and Suites

Tidelands Caribbean Hotel and Suites

8/10 Good
"Experience was good, quick check-in, clean room, enjoyable time"
Yoseph 3-night trip
Posted 2 days ago
Tidelands Caribbean Hotel and Suites

Explore a world of travel with Expedia