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

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Check availability on Eastern Shore Romantic Hotels

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

Our top choices for Eastern Shore romantic hotels

Two Adirondack chairs facing a calm body of water with a clear sky above.
A modern food court with a central island, various food stations, and a yogurt display.
A hotel room with a large bed, a desk with a flat-screen TV, a chair, a small table with a lamp, and a window with curtains.
A Holiday Inn Express building with a brick facade, illuminated signage, and a parking lot with SUVs.

1. Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
United States
Marc
₩132,759
₩147,362 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express Annapolis East-Kent Island by IHG
A hotel room with a large bed, a desk, a chair, a television, and a window with curtains.
A gym with a treadmill, elliptical, and stationary bike.
A hotel kitchen with a brick wall, a framed sailboat artwork, a coffee station, and wooden cabinets.
A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.

2. Baymont by Wyndham Easton

Baymont by Wyndham Easton
Easton
United States
Edwin
₩119,483
₩131,431 total
includes taxes & fees
Oct 18 - Oct 19
Baymont by Wyndham Easton
A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.
A hotel lobby with a sofa, dining tables, chairs, a coffee station, and artwork on the walls.
A hotel room with a sofa, armchair, and a small table. There is a lamp on a side table, and a door leading to another room.
A hotel pool area with multiple pools, lounge chairs, and a pool lift.

3. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
United States
Donna
₩159,579
₩175,537 total
includes taxes & fees
Nov 15 - Nov 16
Best Western Plus Easton Inn & Suites
A balcony with wicker furniture and a table, overlooking a beach with umbrellas and people.
A living room with a beige sofa, blue and red patterned pillows, a wooden coffee table, and a view of the ocean through large windows.
A beachfront hotel with multiple floors and balconies, a sandy beach in the foreground, and a clear sky.
A bar area with a long counter, multiple bar stools, and a pool table. There are tables and chairs for dining, and the room has large windows.

4. DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
Midtown Ocean City
United States
Darryl
₩108,862
₩121,924 total
includes taxes & fees
Nov 2 - Nov 3
DoubleTree by Hilton Ocean City Oceanfront
A modern hotel dining area with a long table, four chairs, and three pendant lights.
A hotel hallway with carpeted floors, white doors, and overhead lighting.
A swimming pool with a tiled edge, a lifeguard chair, and a sign on the wall.
A hotel lobby with a reception desk, a dining area with chairs and a table, and a seating area with a sofa and armchairs.

5. Hampton Inn Easton

Hampton Inn Easton
Easton
United Kingdom
Rachel
₩171,487
₩188,638 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn Easton
A hotel room with a bed, a chair, a nightstand, a lamp, and a painting on the wall.
An outdoor patio area with picnic tables and a Samuel Adams branded umbrella.
A reception desk with a clock, framed pictures, and a sign for express checkout.
Exterior

6. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
United States
Wesley
₩120,529
₩133,788 total
includes taxes & fees
Nov 9 - Nov 10
Best Western Kent Narrows Inn
A two-story building with a covered entrance and an American flag.
A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.
A hotel room with two beds, a chair, and a painting on the wall.
A restaurant with a bar area, multiple seating arrangements, and a kitchen visible in the background.

7. St Michaels Inn

St Michaels Inn
St. Michaels
United States
Lynn
₩107,414
₩118,155 total
includes taxes & fees
Nov 1 - Nov 2
St Michaels Inn
Terrace/patio
A hotel room with a grey sofa, a small ottoman, a bed, a nightstand with a lamp, a wall-mounted painting, and a mirror with a pink frame.
Pool
A self-service breakfast station with a coffee machine, yogurt dispensers, and a variety of food items.

8. Home2 Suites By Hilton Salisbury Fruitland

Home2 Suites By Hilton Salisbury Fruitland
Fruitland
United States
JoAnn
₩143,621
₩160,855 total
includes taxes & fees
Nov 9 - Nov 10
Home2 Suites By Hilton Salisbury Fruitland
A rectangular swimming pool with a 3 FT depth marker, surrounded by lounge chairs and a small table.
A hotel room with two beds, a desk, a flat-screen TV, and a window with curtains.
A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.
A Comfort Inn & Suites hotel with a brick facade, arched entryway, and a well-maintained lawn.

9. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown
United States
Amy
₩130,989
₩145,398 total
includes taxes & fees
Nov 8 - Nov 9
Comfort Inn & Suites Chestertown
A spacious lobby with a reception desk, seating area, and a television screen.
A hotel room with a blue sofa, a desk with a chair, a lamp, and a picture on the wall.
A hotel room with a desk, chair, blue sofa, ottoman, and a hallway leading to a door.
A wooden building with a sign reading "Harriet Tubman Underground Railroad Visitor Center".

10. Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
United States
Ana
₩147,510
₩163,736 total
includes taxes & fees
Oct 27 - Oct 28
Comfort Inn & Suites Cambridge
View all properties

Top Eastern Shore Hotel Reviews

Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG

10/10 Excellent
"Suite was clean, well stocked with kitchen items if you were inclined to cook a meal. Overall a very pleasant experience!"
Carl 3-night trip
Posted 1 hour ago
Holiday Inn & Suites Ocean City by IHG
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 19 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 2 days 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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