Luxury Hotels in Eastern Shore, Maryland

  • 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 7 - Nov 8
Tomorrow
Nov 8 - Nov 9
Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22

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 P31,236
P34,359 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, (512 reviews)
The price is P11,620
P14,502 total
includes taxes & fees
Dec 2 - Dec 3
The Inn at Chesapeake Bay Beach Club
A resort with a large pool, outdoor seating, and a view of the sea.

3. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,005 reviews)
  • cleanliness
    Chesapeake Bay resort offers luxury with private beach, full-service spa, and championship golf.
The price is P9,110
P12,141 total
includes taxes & fees
Nov 23 - Nov 24
Hyatt Regency Chesapeake Bay
A sunlit room with a checkered sofa, wicker chairs, a glass table, and large windows offering a view of greenery.

4. 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 P12,610
P13,997 total
includes taxes & fees
Nov 8 - Nov 9
Marvel's on the Creek
A brick pathway leading to a pool area with a fence and potted plants.

5. 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 P13,550
P15,176 total
includes taxes & fees
Nov 9 - Nov 10
Cypress River Inn & Spa
A high-rise building with a glass facade, a waterfront view, and a small park with white tents.

6. 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 P28,372
P33,337 total
includes taxes & fees
Nov 22 - Nov 23
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.

7. 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 P24,147
P30,966 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.

8. 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 P22,647
P27,118 total
includes taxes & fees
Nov 30 - Dec 1
Hotel Du Pont
A hot tub in a grassy area with a building in the background.

9. The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.6 out of 10, Exceptional, (20 reviews)
  • cleanliness
    Indulge in beachside luxury at this 5-star estate featuring a seasonal outdoor pool, private balconies, and Italian Frette sheets.
The price is P22,056
P25,144 total
includes taxes & fees
Nov 8 - Nov 9
The Inn at Tacaro Estate
A modern brick building with large windows, a balcony, and a staircase.

10. The Ivy Hotel

The Ivy Hotel
5.0 star property
Midtown
10.0 out of 10, Exceptional, (219 reviews)
  • cleanliness
    Indulgent Baltimore retreat offering historic charm, a full-service spa, and fine dining.
The price is P45,111
P53,005 total
includes taxes & fees
Nov 8 - Nov 9
The Ivy Hotel
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