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

Find Winery Hotels in Eastern Shore, MD

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Check availability on Eastern Shore Winery Hotels

Tonight
Oct 1 - Oct 2
Tomorrow
Oct 2 - Oct 3
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Eastern Shore hotels with winery

A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.
Exterior
A rectangular swimming pool with a tiled edge, surrounded by lounge chairs and a concrete deck.
Exterior

1. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown
United States
Amy
NT$3,234
NT$3,590 total
includes taxes & fees
Nov 1 - Nov 2
Comfort Inn & Suites Chestertown
A deck with two Adirondack chairs and a small table, overlooking a beach with the ocean and a clear sky.
A beach with a wooden boardwalk, umbrellas, and people.
A modern hotel lobby with grey upholstered chairs, a round table, and a bar area.
A swimming pool with lounge chairs and umbrellas, surrounded by buildings and palm trees.

2. Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront
Downtown Ocean City
United States
Victoria
NT$3,504
NT$3,925 total
includes taxes & fees
Oct 7 - Oct 8
Hyatt Place Ocean City / Oceanfront
A multi-story hotel with balconies, a beachside location, and various shops and restaurants.
An outdoor seating area with tables and chairs, overlooking a beach.
A vibrant hotel lobby with a blue sofa, colorful artwork, a surfboard, and a modern chandelier.
A multi-story hotel with a pool area, including sun loungers and a smaller pool.

3. Park Place Hotel

Park Place Hotel
Downtown Ocean City
United States
Michelle
NT$1,927
NT$2,881 total
includes taxes & fees
Nov 1 - Nov 2
Park Place Hotel
An indoor swimming pool with clear glass walls, lounge chairs, and a view of the outside.
An outdoor patio with tables and chairs, blue umbrellas, and potted plants.
A modern hotel room with a large window, a flat-screen TV, a blue sofa, a yellow ottoman, and a green armchair.
A compact hotel room with a kitchenette, a dining area with a view, and a green armchair.

4. Comfort Inn Gold Coast

Comfort Inn Gold Coast
North Ocean City
United States
Nelson
NT$2,153
NT$2,411 total
includes taxes & fees
Nov 1 - Nov 2
Comfort Inn Gold Coast
A coastal hotel with multiple buildings, a beach, and a pier in the background.
Room
A beachfront hotel with multiple balconies, a boardwalk, and a view of the ocean.
A hotel room with two beds, a desk, a chair, a TV, and a view of the ocean.

5. Courtyard Ocean City Oceanfront

Courtyard Ocean City Oceanfront
Downtown Ocean City
United States
Gonzalo
NT$3,336
NT$3,736 total
includes taxes & fees
Oct 28 - Oct 29
Courtyard Ocean City Oceanfront
A large, two-story barn-style building with a covered front porch and a garage.
A dining room with a round table set for six, surrounded by wooden chairs. A fireplace with ornate details is visible, and a large mirror hangs above it.
A large, two-story white house with a porch and multiple windows.
A bedroom with a large bed, a bench, a dresser, and two windows with curtains.

6. Kent Island Resort

Kent Island Resort
Stevensville
United States
Bethany
NT$4,619
NT$6,198 total
includes taxes & fees
Oct 28 - Oct 29
Kent Island Resort
A balcony with two blue Adirondack chairs facing a beach with a white fence and a clear sky.
A modern hotel room with a bed, a sofa, a desk, and a chair.
The exterior of SeaLoft Oceanfront Hotel with a prominent sign and a balcony with white railings.
A beach with numerous umbrellas and people.

7. SeaLoft Oceanfront Hotel

SeaLoft Oceanfront Hotel
Midtown Ocean City
United States
Jessica
NT$2,265
NT$2,537 total
includes taxes & fees
Oct 15 - Oct 16
SeaLoft Oceanfront Hotel
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 rocking chair on a wooden deck with a view of the ocean and a sunset.

8. Lighthouse Club Hotel

Lighthouse Club Hotel
Midtown Ocean City
United States
Corey
NT$6,212
NT$6,957 total
includes taxes & fees
Oct 12 - Oct 13
Lighthouse Club Hotel
A room with a blue sofa, a white table, a colorful abstract painting, and a view of a pool and building through green curtains.
A room with a white striped chair, a small table, a blue patterned rug, a potted plant, and a window with a view.
A hotel room with a bed, a TV, a desk with a chair, and a small kitchenette.
A room with a bright green wall, a blue sofa, a white table, and a window with green curtains.

9. Kokomo Suites

Kokomo Suites
North Ocean City
United States
Johnathan
NT$1,405
NT$2,051 total
includes taxes & fees
Oct 6 - Oct 7
Kokomo Suites
A hotel room with two beds, a desk, a chair, and a wall-mounted TV.
A hotel room with a patterned carpet, a sofa, a chair, a small table, and a lamp.
A modern hotel with a prominent 'Wingate by Wyndham' sign, a covered entrance, and a flag.
An indoor swimming pool with clear glass walls, blue chairs around the pool, and a tiled floor.

10. Wingate by Wyndham North East

Wingate by Wyndham North East
North East
United States
Gary
NT$3,130
NT$3,506 total
includes taxes & fees
Oct 25 - Oct 26
Wingate by Wyndham North East
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Top Eastern Shore Hotel Reviews

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