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

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Check availability on Eastern Shore Luxury Hotels

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Eastern Shore luxury hotels

1. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
  • Waterfront luxury awaits with golf, spa, and marina at this St. Michaels coastal retreat.
S$722
includes taxes & fees
3 Nov - 4 Nov
Inn at Perry Cabin

2. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
  • Chesapeake Bay resort offers luxury with private beach, full-service spa, and championship golf.
S$314
includes taxes & fees
4 Nov - 5 Nov
Hyatt Regency Chesapeake Bay

3. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
S$304
includes taxes & fees
19 Oct - 20 Oct
The Inn at Chesapeake Bay Beach Club

4. Marvel's on the Creek

Marvel's on the Creek
East New Market
S$258
includes taxes & fees
21 Oct - 22 Oct
Marvel's on the Creek

5. The Edge at Fager's Island

The Edge at Fager's Island
Midtown Ocean City
  • Seaside luxury awaits at this adults-only hotel, offering spectacular bay sunset views and indulgent jetted tubs in each intimate room.
S$391
includes taxes & fees
1 Nov - 2 Nov
The Edge at Fager's Island

6. Cypress River Inn & Spa

Cypress River Inn & Spa
Snow Hill
S$255
includes taxes & fees
7 Oct - 8 Oct
Cypress River Inn & Spa

7. Lighthouse Club Hotel

Lighthouse Club Hotel
Midtown Ocean City
  • Luxury coastal retreat with frette italian sheets, nightclub, and spa services near ocean city beach.
S$279
includes taxes & fees
12 Oct - 13 Oct
Lighthouse Club Hotel

8. Pendry Baltimore

Pendry Baltimore
Fells Point
  • Immerse in harbor-side luxury at Baltimore's Pendry hotel, where elegant relaxation meets waterfront sophistication.
S$615
includes taxes & fees
2 Nov - 3 Nov
Pendry Baltimore

9. Four Seasons Hotel Baltimore

Four Seasons Hotel Baltimore
Harbor East
  • Indulgent waterfront retreat with 5 restaurants and a full-service spa offers a lavish Baltimore experience in Harbour East.
S$639
includes taxes & fees
4 Nov - 5 Nov
Four Seasons Hotel Baltimore

10. Hotel Du Pont

Hotel Du Pont
Downtown Wilmington
  • Timeless elegance meets modern luxury in historic Wilmington, with on-site spa and refined dining options.
S$513
includes taxes & fees
1 Nov - 2 Nov
Hotel Du Pont
View all properties

Find out more about Eastern Shore

Eastern Shoreand its attractions for luxury travelers

Eastern Shore, with its charming coastal towns and stunning landscapes, offers a wealth of experiences for discerning travellers seeking luxury. Begin your exploration in St. Michaels, where you can indulge in a private yacht charter on the tranquil Miles River, allowing you to soak in the picturesque views and perhaps spot some local wildlife. Next, head to the historic town of Easton, known for its vibrant arts scene; visit the Academy Art Museum and attend exclusive gallery openings while enjoying fine dining at one of the town's upscale restaurants. For a taste of nature, the Blackwater National Wildlife Refuge offers guided eco-tours, where you can witness the majestic bald eagles and serene marshlands in a luxury 4x4 vehicle. Don't miss the chance to unwind at one of the exquisite spas in Oxford, where bespoke treatments await you, tailored to rejuvenate and pamper. Finally, consider basing yourself in the opulent inns and boutique hotels found in these charming towns, where attentive service and elegant accommodation create a truly memorable stay. With easy access to all these experiences, the Eastern Shore promises both adventure and relaxation, making it a perfect getaway for the quality seeker.

Top Eastern Shore Hotel Reviews

Tidelands Caribbean Hotel and Suites

Tidelands Caribbean Hotel and Suites

10/10 Excellent
"Rooms were very clean, staff was amazing.. Great experience, we will definitely book again."
Nickie 3-night trip
Posted 2 hours ago
Tidelands Caribbean Hotel and Suites
Castle in the Sand

Castle in the Sand

10/10 Excellent
"The bathroom was clean but a little in need of upgrades. The hotel staff were amazing so helpful and nice! Great location!"
Katherine 3-night trip
Posted 9 hours ago
Castle in the Sand
Carousel Resort Hotel & Condominiums

Carousel Resort Hotel & Condominiums

8/10 Good
"The room over"
Ken 2-night trip
Posted 13 hours ago
Carousel Resort Hotel & Condominiums
Princess Bayside Beach Hotel

Princess Bayside Beach Hotel

8/10 Good
"Nice place. Great location"
Adrienne 2-night trip
Posted 1 day ago
Princess Bayside Beach Hotel
Plim Plaza Hotel

Plim Plaza Hotel

8/10 Good
"Great stay, love that they have entertainment and everything you need right there and it was just steps from the country calling music festival."
Nina 3-night trip
Posted 2 days ago
Plim Plaza Hotel
The Shore House

The Shore House

8/10 Good
"Quick one night stay before checking into our boardwalk hotel for the week. Clean small room with everything needed for one night. Easy check in and friendly staff. Would recommend for sure!"
Bree 1-night trip
Posted 2 days ago
The Shore House
St Michaels Inn

St Michaels Inn

10/10 Excellent
"Late night manager was extremely helpful!"
Rodney 1-night trip
Posted 5 days ago
St Michaels Inn

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