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 15 - Oct 16
Tomorrow
Oct 16 - Oct 17
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Eastern Shore luxury hotels

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

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.
₩712,948
₩784,243 total
includes taxes & fees
Nov 3 - Nov 4
Inn at Perry Cabin
A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.
A residential area with a garden, a patio with outdoor furniture, and a house with a chimney.
A spacious dining area with round tables, high ceilings with ductwork, and a stone fireplace.
A bar area with multiple seating options, a variety of bottles and glasses on shelves, and a modern chandelier.

2. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
₩273,901
₩338,187 total
includes taxes & fees
Nov 2 - Nov 3
The Inn at Chesapeake Bay Beach Club
An indoor swimming pool with lounge chairs and tables, large windows, and a high wooden ceiling.
A marina with boats docked, a large building with a tower in the background, and a dock extending into the water.
A spacious dining area with multiple tables and chairs, high ceilings with exposed beams, and a brick wall.
A marina with boats docked, a sandy beach, and a clear blue sky.

3. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
  • Chesapeake Bay resort offers luxury with private beach, full-service spa, and championship golf.
₩232,469
₩302,230 total
includes taxes & fees
Nov 8 - Nov 9
Hyatt Regency Chesapeake Bay
A wooden dock with a bench and a wooden post with a light fixture.
A fire pit surrounded by two white chairs with blue cushions, a small table, and potted plants.
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 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
East New Market
₩268,530
₩298,069 total
includes taxes & fees
Oct 16 - Oct 17
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 modern bathroom with a large bathtub, a white sink, and a view of the sea through large windows.
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.

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.
₩366,543
₩410,528 total
includes taxes & fees
Nov 2 - Nov 3
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.
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.
A spacious lobby with wooden ceiling, comfortable seating, large windows, and a fireplace.

6. Lighthouse Club Hotel

Lighthouse Club Hotel
Midtown Ocean City
  • Luxury coastal retreat with frette italian sheets, nightclub, and spa services near ocean city beach.
₩261,817
₩293,235 total
includes taxes & fees
Nov 8 - Nov 9
Lighthouse Club Hotel
A brick pathway leading to a pool area with a fence and potted plants.
A dining room with a large wooden table, matching chairs, a chandelier, and a patterned rug.
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.

7. Cypress River Inn & Spa

Cypress River Inn & Spa
Snow Hill
₩288,563
₩323,189 total
includes taxes & fees
Oct 20 - Oct 21
Cypress River Inn & Spa
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 modern dining area with a large table, chairs, and a view of a cityscape through large windows.
A hotel lobby with a reflective floor, a reception desk, and a large floral arrangement.

8. 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.
₩599,158
₩704,011 total
includes taxes & fees
Nov 13 - Nov 14
Four Seasons Hotel Baltimore
A historic building with a prominent facade, large arched windows, and a central entrance.
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.
A modern lounge area with round tables, cushioned chairs, and a large floral painting on the wall.

9. Pendry Baltimore

Pendry Baltimore
Fells Point
  • Immerse in harbor-side luxury at Baltimore's Pendry hotel, where elegant relaxation meets waterfront sophistication.
₩502,151
₩645,251 total
includes taxes & fees
Nov 12 - Nov 13
Pendry Baltimore
A spacious lobby with a grand chandelier, large arched windows, and a classic wooden reception desk.
A bar area with a marble countertop, multiple shelves of liquor bottles, and two chandeliers.
The exterior of Le Cavalier at the Green Room, featuring a classic facade with arched windows and a prominent neon sign.
A grand, marble staircase with ornate iron railings and a central handrail, leading to a door with a chandelier above.

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.
₩535,986
₩641,277 total
includes taxes & fees
Nov 15 - Nov 16
Hotel Du Pont
View all properties

Top Eastern Shore Hotel Reviews

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

8/10 Good
"Grand terrace restaurant was a complete disaster. Wait time was incredibly long for a waitress. After 15 minutes arrived at table took my order never returned with drinks. Meanwhile watched her serve coffee to a table that walked in right before us and even refilled there coffees. Us and another man both left without food. Restaurant was horribly understaffed. I would strongly suggest going to another establishment in area. Plenty of choices"
ANTHONY 3-night trip
Posted 3 hours ago
Grand Hotel Ocean City Oceanfront
Ashore Oceanfront Hotel, Ocean City, a Tribute Portfolio Hotel

Ashore Oceanfront Hotel, Ocean City, a Tribute Portfolio Hotel

10/10 Excellent
"This was our first time staying at this resort. I would highly recommend it. Everyone was very pleasant and helpful, the cleaning staff was very friendly and accommodating. Tap Room food was fast and hot."
Kathy 3-night trip
Posted 1 day ago
Ashore Oceanfront Hotel, Ocean City, a Tribute Portfolio Hotel
St Michaels Inn

St Michaels Inn

10/10 Excellent
"It was extremely helpful to my mobility challenged companion to have a parking space right in front of the room. The lobby area was charming, comfortable with fresh coffee, particularly helpful when we had to wait for a tow truck driver for our disabled car. The staff member Alison provided help in a variety of ways, local auto shop, contact with a driver, fresh coffee, etc."
Mary 1-night trip
Posted 3 days ago
St Michaels Inn

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