Find Luxury 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 prices for these dates

Tonight
Nov 5 - Nov 6
Tomorrow
Nov 6 - Nov 7
This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Our top choices for Eastern Shore luxury hotels

A room with a fireplace, a dining area with chairs, a large window with a view of the outside, and a cabinet with bottles.

1. Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (407 reviews)
  • cleanliness
    Waterfront luxury awaits with golf, spa, and marina at this St. Michaels coastal retreat.
The price is ₩665,697
₩732,267 total
includes taxes & fees
Dec 6 - Dec 7
Inn at Perry Cabin
A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

2. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (509 reviews)
The price is ₩247,641
₩309,065 total
includes taxes & fees
Dec 2 - Dec 3
The Inn at Chesapeake Bay Beach Club
A sunlit room with a checkered sofa, wicker chairs, a glass table, and large windows offering a view of greenery.

3. Marvel's on the Creek

Marvel's on the Creek
4.0 star property
East New Market
10.0 out of 10, Exceptional, (177 reviews)
The price is ₩268,230
₩297,735 total
includes taxes & fees
Nov 7 - Nov 8
Marvel's on the Creek
A resort with a large pool, outdoor seating, and a view of the sea.

4. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,003 reviews)
  • cleanliness
    Chesapeake Bay resort offers luxury with private beach, full-service spa, and championship golf.
The price is ₩194,937
₩259,557 total
includes taxes & fees
Nov 23 - Nov 24
Hyatt Regency Chesapeake Bay
A modern living room with a large window overlooking the sea, a sofa, a fireplace, and a flat-screen TV mounted on the wall.

5. The Edge at Fager's Island

The Edge at Fager's Island
3.5 star property
Midtown Ocean City
9.4 out of 10, Exceptional, (267 reviews)
  • cleanliness
    Seaside luxury awaits at this adults-only hotel, offering spectacular bay sunset views and indulgent jetted tubs in each intimate room.
The price is ₩366,134
₩410,070 total
includes taxes & fees
Nov 8 - Nov 9
The Edge at Fager's Island
A waterfront property with a prominent building featuring a red roof and a tower, surrounded by water and marshland.

6. Lighthouse Club Hotel

Lighthouse Club Hotel
3.0 star property
Midtown Ocean City
9.4 out of 10, Exceptional, (774 reviews)
  • cleanliness
    Luxury coastal retreat with frette italian sheets, nightclub, and spa services near ocean city beach.
The price is ₩261,524
₩292,907 total
includes taxes & fees
Nov 15 - Nov 16
Lighthouse Club Hotel
A four-poster bed with a matching bench, bedside lamps, and a patterned rug in a hotel room.

7. Cypress River Inn & Spa

Cypress River Inn & Spa
5.0 star property
Snow Hill
8.6 out of 10, Excellent, (8 reviews)
The price is ₩288,240
₩322,828 total
includes taxes & fees
Nov 12 - Nov 13
Cypress River Inn & Spa
A high-rise building with a glass facade, a waterfront view, and a small park with white tents.

8. Four Seasons Hotel Baltimore

Four Seasons Hotel Baltimore
5.0 star property
Harbor East
9.4 out of 10, Exceptional, (1,000 reviews)
  • cleanliness
    Indulgent waterfront retreat with 5 restaurants and a full-service spa offers a lavish Baltimore experience in Harbor East.
The price is ₩599,622
₩704,556 total
includes taxes & fees
Dec 4 - Dec 5
Four Seasons Hotel Baltimore
A modern living room with a fireplace, two sofas, a coffee table with a book, and a view of the sea.

9. Pendry Baltimore

Pendry Baltimore
5.0 star property
Fells Point
9.4 out of 10, Exceptional, (1,000 reviews)
  • cleanliness
    Immerse in harbor-side luxury at Baltimore's Pendry hotel, where elegant relaxation meets waterfront sophistication.
The price is ₩513,660
₩658,712 total
includes taxes & fees
Nov 30 - Dec 1
Pendry Baltimore
A grand, ornate staircase with intricate railings and a marble floor, leading to a second-floor landing with a large, patterned rug.

10. Hotel Du Pont

Hotel Du Pont
4.5 star property
Downtown Wilmington
8.8 out of 10, Excellent, (684 reviews)
  • cleanliness
    Timeless elegance meets modern luxury in historic Wilmington, with on-site spa and refined dining options.
The price is ₩481,740
₩576,854 total
includes taxes & fees
Nov 26 - Nov 27
Hotel Du Pont
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Eastern Shore Hotel Reviews

A room with a fireplace, a dining area with chairs, a large window with a view of the outside, and a cabinet with bottles.
Inn at Perry Cabin

Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels

10/10 Excellent

This is an elegant old hotel with lovely gardens and a great view of the bay. Restaurant was very nice with fantastic views and excellent food. Best crab cakes ever! The main part of the hotel is original with low ceilings and uneven floors, and has several nice sitting rooms, nooks and alcoves. Reminds me of some European hotels I have visited.
United States
Norm
Reviewed July 23, 2014
Inn at Perry Cabin