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
Oct 3 - Oct 4
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Oct 4 - Oct 5
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Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Our top choices for Eastern Shore luxury hotels

A room with a view of a wooden deck and a gazebo by the water.
A golf course with a water hazard and surrounding trees.
A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.
A hotel room with a large bed, a chair, a desk, and a television.

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.
NT$16,345
NT$17,979 total
includes taxes & fees
Oct 26 - Oct 27
Inn at Perry Cabin
An indoor swimming pool with lounge chairs and tables, large windows, and a high wooden ceiling.
A marina with boats docked, a sandy beach, and a clear blue sky.
A spacious dining area with high ceilings, large windows, and modern chandeliers.
A spacious dining area with multiple tables and chairs, high ceilings with exposed beams, and a brick wall.

2. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
  • Chesapeake Bay resort offers luxury with private beach, full-service spa, and championship golf.
NT$6,245
NT$8,608 total
includes taxes & fees
Oct 27 - Oct 28
Hyatt Regency Chesapeake Bay
A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.
A spacious dining area with round tables, high ceilings with ductwork, and a stone fireplace.
A residential area with a garden, a patio with outdoor furniture, and a house with a chimney.
A bar area with multiple seating options, a variety of bottles and glasses on shelves, and a modern chandelier.

3. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
NT$6,093
NT$7,574 total
includes taxes & fees
Oct 19 - Oct 20
The Inn at Chesapeake Bay Beach Club
A wooden dock with a bench and a wooden post with a light fixture.
A wooden dock leading to a house with a lawn and a pond.
A corner room with a window overlooking a green field, a wooden barrel, a chair, and a small table with a candle and flowers.
A fire pit surrounded by two white chairs with blue cushions, a small table, and potted plants.

4. Marvel's on the Creek

Marvel's on the Creek
East New Market
NT$6,372
NT$7,073 total
includes taxes & fees
Oct 4 - Oct 5
Marvel's on the Creek
A modern living room with a large window overlooking the sea, a sofa, a fireplace, and a flat-screen TV mounted on the wall.
A bedroom with a bed, a sofa, a TV, a fireplace, and a view of the sea.
A spacious room with a large window overlooking a body of water, a built-in fireplace, and a cozy seating area.
A modern living room with a large sofa, a coffee table, and a TV. There are large windows with a view of the water and a balcony.

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.
NT$8,698
NT$9,742 total
includes taxes & fees
Nov 1 - Nov 2
The Edge at Fager's Island
A brick pathway leading to a pool area with a fence and potted plants.
A living room with a flat-screen TV on a wooden cabinet, a coffee machine on a shelf, and a door leading to another room.
A bedroom with a bed, a desk, a chair, a ceiling fan, and a patterned rug.
A two-story house with a balcony, a covered porch, and a brick chimney.

6. Cypress River Inn & Spa

Cypress River Inn & Spa
Snow Hill
NT$6,848
NT$7,669 total
includes taxes & fees
Oct 5 - Oct 6
Cypress River Inn & Spa
A waterfront property with a prominent building featuring a red roof and a tower, surrounded by water and marshland.
A spacious lobby with wooden ceiling, comfortable seating, large windows, and a fireplace.
A cozy living room with a fireplace, a chessboard, and a tray with snacks and drinks.
A restaurant with large windows offering a view of the sea. Tables are set with white tablecloths and wooden chairs.

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.
NT$6,213
NT$6,958 total
includes taxes & fees
Oct 12 - Oct 13
Lighthouse Club Hotel
A hot tub in a grassy area with a building in the background.
A pool with two Adirondack chairs and a basket of items on the grass.
A cozy room with a brick fireplace, leather armchairs, and a rustic wooden table.
A luxurious living room with a leather sofa, a vintage trunk, and a fireplace.

8. The Inn at Tacaro Estate

The Inn at Tacaro Estate
Tracys Landing
  • Indulge in beachside luxury at this 5-star estate featuring a seasonal outdoor pool, private balconies, and Italian Frette sheets.
NT$11,146
NT$12,706 total
includes taxes & fees
Nov 1 - Nov 2
The Inn at Tacaro Estate
A modern building with a bar area, outdoor seating, and a pool.
A marina with boats docked, a bridge, and buildings with illuminated windows.
A hotel lobby with a reflective floor, a reception desk, and a large floral arrangement.
A spa room with cushioned seating, a glass door leading outside, and a ceiling light fixture.

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 Harbor East.
NT$13,541
NT$15,911 total
includes taxes & fees
Nov 2 - Nov 3
Four Seasons Hotel Baltimore
A historic building with a prominent facade, large arched windows, and a central entrance.
A modern lounge area with round tables, cushioned chairs, and a large floral painting on the wall.
A modern outdoor seating area with a built-in fireplace, two grey sofas, and a round table with drinks.
A waterfront hotel with a pool, outdoor seating, and a view of the cityscape.

10. Pendry Baltimore

Pendry Baltimore
Fells Point
  • Immerse in harbor-side luxury at Baltimore's Pendry hotel, where elegant relaxation meets waterfront sophistication.
NT$11,534
NT$14,863 total
includes taxes & fees
Nov 3 - Nov 4
Pendry Baltimore
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Top Eastern Shore Hotel Reviews

Quality Inn Oceanfront

Quality Inn Oceanfront

8/10 Good
"The room was clean and comfortable. The staff was friendly and helpful. The view was excellent. The property is somewhat dated and could use updated."
Carol 1-night trip
Posted 1 hour ago
Quality Inn Oceanfront
Carousel Resort Hotel & Condominiums

Carousel Resort Hotel & Condominiums

8/10 Good
"Ocean front view and access to beach were excellent."
Rebecca 2-night trip
Posted 4 hours ago
Carousel Resort Hotel & Condominiums
Crystal Beach Hotel

Crystal Beach Hotel

10/10 Excellent
"The hotel was wonderful. It was clean and the staff was friendly and helpful. The lobby is in one building on the second floor and we were in the boardwalk building. The balconies had no petitions"
Catherine 3-night trip
Posted 6 hours ago
Crystal Beach Hotel

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