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

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Check availability on Eastern Shore Winery 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 hotels with winery

A rectangular swimming pool with a 3 FT depth marker, surrounded by lounge chairs and a small table.
A Comfort Inn & Suites hotel with a brick facade, arched entryway, and a well-maintained lawn.
A spacious dining area with multiple tables and chairs, a central island, and a kitchen in the background.
A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.

1. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown
United States
Amy
NT$3,138
NT$3,484 total
includes taxes & fees
Nov 8 - Nov 9
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 hotel room with a large bed, a desk, a chair, and a view of the city through large windows.
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
Amy
NT$2,574
NT$2,882 total
includes taxes & fees
Nov 2 - Nov 3
Hyatt Place Ocean City / Oceanfront
A multi-story hotel with balconies, a beachside location, and various shops and restaurants.
A beach with umbrellas and people.
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
kevin
NT$1,946
NT$2,910 total
includes taxes & fees
Oct 26 - Oct 27
Park Place Hotel
An indoor swimming pool with clear glass walls, lounge chairs, and a view of the outside.
A compact hotel room with a kitchenette, a dining area with a view, and a green armchair.
A modern hotel room with a large window, a flat-screen TV, a blue sofa, a yellow ottoman, and a green armchair.
A hotel room with a large bed, a chair, a wardrobe, and a window with a view of a green landscape.

4. Comfort Inn Gold Coast

Comfort Inn Gold Coast
North Ocean City
United States
michael
NT$2,174
NT$2,435 total
includes taxes & fees
Nov 5 - Nov 6
Comfort Inn Gold Coast
A coastal hotel with multiple buildings, a beach, and a pier in the background.
An indoor swimming pool with lounge chairs and a view of the outside balconies.
A beachfront hotel with multiple balconies, a boardwalk, and a view of the ocean.
Room

5. Courtyard Ocean City Oceanfront

Courtyard Ocean City Oceanfront
Downtown Ocean City
United States
Ryan
NT$2,803
NT$3,139 total
includes taxes & fees
Nov 1 - Nov 2
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 bedroom with a large bed, a bench, a dresser, and two windows with curtains.
A large, two-story white house with a porch and multiple windows.

6. Kent Island Resort

Kent Island Resort
Stevensville
United States
Bethany
NT$3,965
NT$5,473 total
includes taxes & fees
Nov 11 - Nov 12
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.
A modern hotel lobby with a large wall sign reading "SeaLoft Oceanfront Hotel," wicker furniture, a leather sofa, and a view of the street through a large window.
A beach with numerous umbrellas and people.

7. SeaLoft Oceanfront Hotel

SeaLoft Oceanfront Hotel
Midtown Ocean City
United States
Jessica
NT$2,304
NT$2,581 total
includes taxes & fees
Nov 1 - Nov 2
SeaLoft Oceanfront Hotel
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 spacious lobby with wooden ceiling, comfortable seating, large windows, and a fireplace.
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$6,273
NT$7,026 total
includes taxes & fees
Nov 8 - Nov 9
Lighthouse Club Hotel
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.
A reception area with a modern design, featuring a reception desk, a mounted television, a clock, and a large painting on the wall.

9. Wingate by Wyndham North East

Wingate by Wyndham North East
North East
United States
Bonnie
NT$3,004
NT$3,365 total
includes taxes & fees
Nov 15 - Nov 16
Wingate by Wyndham North East
A swimming pool with blue lounge chairs and striped umbrellas.
A hotel room with a large bed, a bathroom with a mosaic tile wall, a small table with two chairs, and a floor lamp.
A white beach ball with "Monte Carlo Hotel Group" and "Ocean City, MD" text.
A bar area with stone walls, metal chairs, and two TVs mounted on the wall.

10. Hotel Monte Carlo Ocean City

Hotel Monte Carlo Ocean City
Downtown Ocean City
United States
Jacob
NT$2,577
NT$3,607 total
includes taxes & fees
Oct 18 - Oct 19
Hotel Monte Carlo Ocean City
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Top Eastern Shore Hotel Reviews

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