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

Eastern Shore Hotel with Pool

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Eastern Shore Hotel with Pool

Tonight
28 Sept - 29 Sept
Tomorrow
29 Sept - 30 Sept
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Eastern Shore hotels with a pool

A swimming pool with a white fence, lounge chairs, and umbrellas.
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 modern food court with a central island, various food stations, and a yogurt display.
Two Adirondack chairs facing a calm body of water with a clear sky above.

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

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
  • Splashy pool escapes by the bay; seasonal swimming paradise with sun-soaked loungers.
HK$863
HK$958 total
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Express Annapolis East-Kent Island by IHG
A hotel pool area with multiple pools, lounge chairs, and a pool lift.
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 with a brick facade, multiple parking spaces, and a landscaped area with trees.

2. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
  • Make a splash at this family-friendly hotel with an indoor pool that welcomes guests year-round.
HK$1,012
HK$1,113 total
includes taxes & fees
29 Sept - 30 Sept
Best Western Plus Easton Inn & Suites
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and buildings.
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.

3. Baymont by Wyndham Easton

Baymont by Wyndham Easton
Easton
  • Dive into summer bliss at this quality hotel featuring a seasonal outdoor pool and fitness centre.
HK$777
HK$854 total
includes taxes & fees
29 Sept - 30 Sept
Baymont by Wyndham Easton
A swimming pool with a 5ft depth marker, white lounge chairs, and tables arranged around the pool area.
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.
A wooden building with a sign reading "Harriet Tubman Underground Railroad Visitor Center".
A spacious lobby with a reception desk, seating area, and a television screen.

4. Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
  • Cambridge hotel offers year-round indoor pool and fitness amenities for a refreshing escape.
HK$908
HK$1,008 total
includes taxes & fees
27 Oct - 28 Oct
Comfort Inn & Suites Cambridge
A poolside area with blue lounge chairs and yellow umbrellas, a sign for Grand Hotel, and palm trees in the background.
A hotel room with two beds, a balcony, a dining area, and a view of the city.
A lobby with green sofas, a round table with a plant, and a lantern.
A wooden boardwalk leading to a beachfront hotel with multiple balconies and a clear view of the ocean.

5. Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront
Downtown Ocean City
  • Float in indoor or outdoor pools with oceanfront views in this beach retreat.
HK$541
HK$606 total
includes taxes & fees
28 Oct - 29 Oct
Grand Hotel Ocean City Oceanfront
A multi-level hotel with a central pool area, multiple balconies, and indoor seating areas.
A beachfront hotel with multiple floors, balconies, and a large glass facade.
A restaurant with a high ceiling, large windows, and a view of the sunset.
A balcony with a view of the ocean, featuring a railing and blue chairs.

6. Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort
North Ocean City
  • Luxurious indoor pool retreat with beachfront bliss makes this ocean getaway a splash.
HK$721
HK$932 total
includes taxes & fees
18 Oct - 19 Oct
Princess Royale Oceanfront Resort
An indoor swimming pool with clear water, tiled steps, and orange lounge chairs.
A hotel room with two beds, a large window with a city view, a flat-screen TV, and a desk with a lamp.
A hotel reception area with a herringbone patterned floor, reception desks, a flat-screen TV, and a view of the lobby.
A modern lounge area with multiple seating arrangements, including sofas and chairs, a central wooden planter, and ambient lighting.

7. Fenwick Inn

Fenwick Inn
North Ocean City
  • Dive into resort-style relaxation at this indoor pool oasis just steps from Maryland Beach.
HK$558
HK$742 total
includes taxes & fees
12 Oct - 13 Oct
Fenwick Inn
A pool area with lounge chairs, a pool, and large windows offering a view of the sunset.
A modern hotel lobby with a bar area, seating arrangements, and large windows offering city views.
A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.
An outdoor event area with round tables and a view of the water.

8. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
  • Scenic waters beckon at this island escape with a relaxing indoor pool and waterfront deck for breathtaking sunset views.
HK$1,192
HK$1,323 total
includes taxes & fees
6 Oct - 7 Oct
Hyatt Place Kent Narrows & Marina
A multi-story hotel with a pool area, including sun loungers and a smaller pool.
A beach with umbrellas and people.
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.

9. Park Place Hotel

Park Place Hotel
Downtown Ocean City
  • Relax at the oceanfront seasonal pool with loungers and umbrellas, just steps from the boardwalk for a perfect beach getaway.
HK$534
HK$777 total
includes taxes & fees
12 Oct - 13 Oct
Park Place Hotel
A swimming pool with red and white striped lounge chairs and umbrellas, surrounded by a fence and trees.
A castle-like building with a swimming pool, surrounded by trees and illuminated by street lights.
A beachside restaurant with outdoor seating and umbrellas.
A beach scene with two beach chairs labeled "Castle in the Sand" and a person under a blue umbrella.

10. Castle in the Sand

Castle in the Sand
Midtown Ocean City
  • Shimmering oceanfront pool paradise delivers refreshing dips with beach views just steps away.
HK$494
HK$553 total
includes taxes & fees
29 Sept - 30 Sept
Castle in the Sand
View all properties

Choose what matters most at hotels with a pool in Eastern Shore

Breakfast included
4 stars
5 stars
Hot tub
Spa

Hotels with pools and free breakfast in Eastern Shore

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 pool area with multiple pools, lounge chairs, and a pool lift.
A hotel with a brick facade, multiple parking spaces, and a landscaped area with trees.

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
HK$1,012
HK$1,113 total
includes taxes & fees
29 Sept - 30 Sept
Best Western Plus Easton Inn & Suites
Two Adirondack chairs facing a calm body of water with a clear sky above.
A reception desk with a modern design, a digital display, and a check-in counter.
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.

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
HK$863
HK$958 total
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Express Annapolis East-Kent Island by IHG
A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.
An outdoor event area with round tables and a view of the water.
A waterfront hotel with multiple balconies, a dock with boats, and outdoor seating areas.
Marina

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
HK$1,192
HK$1,323 total
includes taxes & fees
6 Oct - 7 Oct
Hyatt Place Kent Narrows & Marina
A modern lobby with a stone fireplace, a blue patterned rug, a blue sofa with colorful cushions, a brown leather chair, and a round coffee table.
A hotel lobby with a large wooden reception desk, multiple seating areas, a television, and a patterned carpet.
An indoor swimming pool with clear water, marked depth lines, and a lifeguard chair.
A hotel with a covered entrance, multiple floors, and a parking lot.

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
HK$1,060
HK$1,166 total
includes taxes & fees
4 Oct - 5 Oct
Fairfield Inn & Suites by Marriott Easton
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 swimming pool with lounge chairs and umbrellas, surrounded by a fence and buildings.
A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.

Baymont by Wyndham Easton

Baymont by Wyndham Easton
Easton
HK$777
HK$854 total
includes taxes & fees
29 Sept - 30 Sept
Baymont by Wyndham Easton
A spacious lobby with a reception desk, seating area, and a television screen.
A wooden building with a sign reading "Harriet Tubman Underground Railroad Visitor Center".
A hotel room with a desk, chair, blue sofa, ottoman, and a hallway leading to a door.
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
HK$908
HK$1,008 total
includes taxes & fees
27 Oct - 28 Oct
Comfort Inn & Suites Cambridge
A modern indoor pool area with wooden beams, a pool, and seating arrangements.
A hotel room with two beds, a desk, a TV, a chair, and a large window with curtains.
A modern hotel room with a kitchenette, a large mirror, a flat-screen TV, and a sofa.
A Hampton Inn & Suites with a covered entrance, brick facade, and well-maintained landscaping.

Hampton Inn & Suites Salisbury/Fruitland

Hampton Inn & Suites Salisbury/Fruitland
Fruitland
HK$958
HK$1,073 total
includes taxes & fees
4 Oct - 5 Oct
Hampton Inn & Suites Salisbury/Fruitland
A swimming pool with a metal ladder, lounge chairs, and a small building in the background.
A restaurant with a bar area, seating, and a kitchen in the background.
A hotel with a prominent 'Best Western' sign, a brick facade, and a covered entrance.
A hotel lobby with a reception desk, seating area, and a large wall mural.

Best Western Denton Inn

Best Western Denton Inn
Denton
HK$931
HK$1,034 total
includes taxes & fees
4 Oct - 5 Oct
Best Western Denton Inn
A spacious lobby with a wooden reception desk, a sofa, a staircase, and a reception area.
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables.
A modern hotel room with a wooden floor, a red armchair, a grey sofa, a desk with a chair, and a lamp.
A hotel with a covered entrance, multiple windows, and a brick facade.

Country Inn & Suites by Radisson, Salisbury, MD

Country Inn & Suites by Radisson, Salisbury, MD
Salisbury
HK$694
HK$778 total
includes taxes & fees
18 Oct - 19 Oct
Country Inn & Suites by Radisson, Salisbury, MD
A modern lobby with a reception desk, seating area, and artwork on the walls.
A modern restaurant with booths and tables, a kitchen area, and a large window.
Exterior
A hotel room with a bed, a sofa, a TV, a desk, and a large window.

Best Western Plus Pocomoke City

Best Western Plus Pocomoke City
Pocomoke City
HK$994
HK$1,113 total
includes taxes & fees
11 Oct - 12 Oct
Best Western Plus Pocomoke City
View all properties

4-star hotels with pools in Eastern Shore

A resort pool area with lounge chairs, palm trees, and a boat-shaped water feature.
An aerial view of a coastal city with a beachfront hotel featuring multiple floors, a swimming pool, and a marina in the background.
A dining table set with wine glasses, a bottle of Riesling wine, a vase with flowers, and a basket of bread.
A large, multi-story hotel with a prominent Hilton sign, a parking lot with several cars, and a view of the ocean in the background.

Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites
Midtown Ocean City
HK$1,061
HK$1,189 total
includes taxes & fees
25 Oct - 26 Oct
Hilton Ocean City Oceanfront Suites
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 spacious dining area with high ceilings, large windows, and modern chandeliers.

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
HK$1,632
HK$2,226 total
includes taxes & fees
26 Oct - 27 Oct
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 spacious living room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.
A bar area with multiple seating options, a variety of bottles and glasses on shelves, and a modern chandelier.

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
HK$1,500
HK$1,865 total
includes taxes & fees
19 Oct - 20 Oct
The Inn at Chesapeake Bay Beach Club
A balcony with wicker furniture and a table, overlooking a beach with umbrellas and people.
A beachfront hotel with multiple floors and balconies, a sandy beach in the foreground, and a clear sky.
A swimming pool with lounge chairs and umbrellas, surrounded by large windows and a glass ceiling.
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.

DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
Midtown Ocean City
HK$765
HK$857 total
includes taxes & fees
12 Oct - 13 Oct
DoubleTree by Hilton Ocean City Oceanfront
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.
A white colonial-style house with a covered porch, brick steps, and outdoor seating.
A deck with wicker furniture, a table, and an umbrella, overlooking a lake with trees and a dock.
A wooden console table with framed floral artwork, two lamps, and two ottomans.

The Oaks Waterfront

The Oaks Waterfront
Easton
HK$3,452
HK$3,797 total
includes taxes & fees
30 Sept - 1 Oct
The Oaks Waterfront
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Eastern Shore Hotel Reviews

Bonita Beach Hotel

Bonita Beach Hotel

10/10 Excellent
"Able to get early check-in which was nice. Room was clean and offered all the amenities needed to enjoy our stay. Room was very useful for a longer stay than just one or two nights"
Jeremy 1-night trip
Posted 1 hour ago
Bonita Beach Hotel
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

10/10 Excellent
"Everything was great especially cause our festival waa canceled so we had stuff to do at lwast"
Eric 4-night trip
Posted 1 hour ago
Princess Royale Oceanfront Resort
Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG

8/10 Good
"No body soap in the bathroom."
Michael 4-night trip
Posted 1 hour ago
Holiday Inn & Suites Ocean City by IHG
Crystal Beach Hotel

Crystal Beach Hotel

8/10 Good
"Great value, can’t beat the location. We stayed in a dog friendly room, I would suggest removing carpet from these toiles to help with odor. Really happy overall for the value and plan to come back to this hotel."
Louis 2-night trip
Posted 3 hours ago
Crystal Beach Hotel
Comfort Suites Ocean City West

Comfort Suites Ocean City West

8/10 Good
"The front desk staff was extremely helpful and courteous. The hotel, including the rooms were very clean. My only complaint being that when I returned from swimming in the pool one afternoon, that my room door was propped open by the housekeeping staff, with none of them in sight. I stood by for several minutes to see if anyone would return or was keeping an eye on the room, but nobody did. This was a little disconcerting as I had left valuable camera equipment along with my wallet, in the room while swimming. Nothing was missing but these actions left the room unsecure and anyone in the hotel could have easily gained access to it!"
Michael 3-night trip
Posted 7 hours ago
Comfort Suites Ocean City West
Quality Inn Oceanfront

Quality Inn Oceanfront

8/10 Good
"bathroom tub and fixtures needs to be upgraded. Staff is both courtesy and helpful."
Robin 2-night trip
Posted 19 hours ago
Quality Inn Oceanfront
Plim Plaza Hotel

Plim Plaza Hotel

8/10 Good
"The staff was great. The bathroom had some dirt in the corners, but otherwise was clean. In the windowsill there was evidence of mice. The fridge and TV worked great, and the beds were comfortable. The location is excellent, and the view from the window was nice."
David 2-night trip
Posted 1 day ago
Plim Plaza Hotel

Explore a world of travel with Expedia