Hotels with a Pool in Sherwood

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Oct 16 - Oct 17
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Oct 17 - Oct 18
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Oct 16 - Oct 18
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Oct 23 - Oct 25

Hotels with a Pool in Sherwood

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Sherwood on Hotels.com. These Sherwood Hotels with a Pool consistently deliver on quality, location and traveler experience. Last updated on .

A swimming pool with multiple people swimming and lounging around.
A covered patio area with wicker furniture and a view of a building with large windows.
A building with a sign reading "The Inn."
A waterfront property with houses, a dock, and a grassy area.

1. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
Sherwood
  • Pool
  • Free breakfast
  • Free parking
  • Free WiFi
  • Air conditioning
  • Laundry facilities
CNY1,004
CNY1,104 total
includes taxes & fees
Oct 18 - Oct 19
Knapps Narrows Marina & Inn
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.
A view through a window with a white railing, overlooking a marina with boats docked and a pier extending into the water.
A waterfront hotel with a covered dock and a large building with multiple balconies.
A wooden pier extending into calm waters, a sandy beach with sparse vegetation, and a clear sky.

2. Wylder Tilghman Island

Wylder Tilghman Island
Tilghman
  • On private beach
CNY1,626
CNY2,123 total
includes taxes & fees
Oct 18 - Oct 19
Wylder Tilghman Island
A swimming pool with a wooden deck, lounge chairs, and a fenced area.
A large building with a swimming pool, dock, and green surroundings.
An outdoor seating area with tables and chairs, overlooking a body of water and greenery.
A modern lounge area with a fireplace, seating, and a view of the outdoors.

3. The Tilghman Island Inn

The Tilghman Island Inn
Tilghman
  • Pool umbrellas
CNY1,238
CNY1,362 total
includes taxes & fees
Oct 19 - Oct 20
The Tilghman Island Inn
A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.
A white house with a garden patio featuring a wicker chair and a round table.
A golf course with a water hazard and surrounding trees.
A room with a view of a wooden deck and a gazebo by the water.

4. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
  • Outdoor pool
  • Poolside bar
  • Hot tub
CNY3,553
CNY3,908 total
includes taxes & fees
Nov 3 - Nov 4
Inn at Perry Cabin
A rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.
A restaurant with a bar area, multiple seating arrangements, and a kitchen visible in the background.
A conference room with round tables, black and white tablecloths, and chairs with black and white sashes.
A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.

5. St Michaels Inn

St Michaels Inn
St. Michaels
  • Pool loungers
CNY536
CNY590 total
includes taxes & fees
Nov 1 - Nov 2
St Michaels Inn
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.
A deck with wicker furniture, a table, and an umbrella, overlooking a lake with trees and a dock.
A banquet hall with round tables set for dining, large windows with a view of a lake, and white chairs.
A wooden console table with framed floral artwork, two lamps, and two ottomans.

6. The Oaks Waterfront

The Oaks Waterfront
Easton
  • Pool
  • Free breakfast
  • Spa
  • Free parking
  • Free WiFi
  • Restaurant
CNY2,945
CNY3,239 total
includes taxes & fees
Oct 18 - Oct 19
The Oaks Waterfront
An indoor swimming pool with a 'NO LIFEGUARD ON DUTY' sign, lounge chairs, and potted plants.
A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a framed picture on the wall.
A coffee station with two coffee machines and a variety of coffee pods and cups.
A bathroom with a toilet, a sink, and a mirror. There are towels on a rack above the toilet and a towel on the sink counter.

7. Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
Easton
  • Indoor pool
  • Hot tub
CNY997
CNY1,097 total
includes taxes & fees
Oct 18 - Oct 19
Holiday Inn Express Easton by IHG
A pool area with lounge chairs, a pool, and large windows offering a view of the sunset.
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.
A modern hotel lobby with a bar area, seating arrangements, and large windows offering city views.

8. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
  • Indoor pool
  • Pool loungers
CNY1,017
CNY1,129 total
includes taxes & fees
Oct 25 - Oct 26
Hyatt Place Kent Narrows & Marina
A two-story house with a swimming pool, outdoor seating, and a covered patio area.
A two-story house with a wrap-around porch, multiple chimneys, and a well-maintained front yard.
A living room with a fireplace, a sofa, a chair, and a bookshelf.
A four-poster bed with a floral bedspread, a large bathtub, and a chair in a room with green walls and wooden floors.

9. George Brooks House B&B

George Brooks House B&B
St. Michaels
  • Outdoor pool
CNY1,295
CNY1,424 total
includes taxes & fees
Nov 2 - Nov 3
George Brooks House B&B
A Victorian-style building with a prominent tower, a porch with outdoor seating, and a sign indicating it is a bed and breakfast.
A bathroom with a toilet, sink, and window with curtains.
An outdoor patio with a round wooden table and chairs, surrounded by potted plants and a brick wall.
A cozy room with a fireplace, a framed picture above it, and two armchairs.

10. Parsonage Inn

Parsonage Inn
Downtown St. Michaels
  • Free breakfast
  • Pet friendly
  • Free parking
  • Free WiFi
  • Connecting rooms available
  • Air conditioning
CNY1,673
CNY1,840 total
includes taxes & fees
Nov 2 - Nov 3
Parsonage Inn
An indoor swimming pool with clear water, marked depth lines, and a lifeguard chair.
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 outdoor patio with tables and chairs, a large umbrella, and a brick building in the background.

11. Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
  • Indoor pool
CNY904
CNY995 total
includes taxes & fees
Oct 25 - Oct 26
Fairfield Inn & Suites by Marriott Easton
A swimming pool with lounge chairs and a dining area, surrounded by a building with a red roof.
A gazebo with a dome, surrounded by a white fence, near a waterfront with a clear sky.
A modern bar area with a long counter and multiple bar stools.
A staircase with a wooden handrail, a blue wall, and a ceiling light fixture.

12. Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach
  • Indoor pool
  • Pool loungers
  • Near the beach
CNY967
CNY1,074 total
includes taxes & fees
Oct 27 - Oct 28
Rod 'N' Reel Resort
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 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 with a brick facade, multiple parking spaces, and a landscaped area with trees.

13. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
  • Indoor pool
CNY796
CNY876 total
includes taxes & fees
Nov 15 - Nov 16
Best Western Plus Easton Inn & Suites
A swimming pool with blue lounge chairs and a building with balconies in the background.
A marina with docked boats, a picnic area, and a grassy lawn with a tree.
A modern kitchen with a large island, bar stools, and a wine rack.
A marina with boats docked at wooden piers, surrounded by greenery and houses in the background.

14. Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
Deale
  • Outdoor pool
CNY1,241
CNY1,415 total
includes taxes & fees
Oct 18 - Oct 19
Anchored Inn at Hidden Harbour Marina
A swimming pool with a tiled edge, a lifeguard chair, and a sign on the wall.
A Hampton Inn hotel with a brick facade, a large entrance, and a flagpole.
A hotel hallway with carpeted floors, white doors, and overhead lighting.
A modern hotel dining area with a long table, four chairs, and three pendant lights.

15. Hampton Inn Easton

Hampton Inn Easton
Easton
  • Indoor pool
CNY856
CNY941 total
includes taxes & fees
Oct 29 - Oct 30
Hampton Inn Easton
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and buildings.
A gym with a treadmill, elliptical, and stationary bike.
A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.
A hotel room with a large bed, a desk, a chair, a television, and a window with curtains.

16. Baymont by Wyndham Easton

Baymont by Wyndham Easton
Easton
  • Pool
  • Free breakfast
  • Pet friendly
  • Free parking
  • Free WiFi
  • Air conditioning
CNY596
CNY656 total
includes taxes & fees
Oct 18 - Oct 19
Baymont by Wyndham Easton
A swimming pool with a white fence, lounge chairs, and umbrellas.
Two Adirondack chairs facing a calm body of water with a clear sky above.
A Holiday Inn Express building with a brick facade, illuminated signage, and a parking lot with SUVs.
A modern food court with a central island, various food stations, and a yogurt display.

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

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
  • Pool loungers
CNY662
CNY735 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express Annapolis East-Kent Island by IHG
An indoor swimming pool with a hot tub, lounge chairs, and a sunset mural on the wall.
A bathroom with a toilet, a shower with a curtain, a bathtub, and a marble wall.
A hotel room with a large bed, a desk, a chair, a TV, and a window with curtains.
An outdoor patio area with picnic tables and a Samuel Adams branded umbrella.

18. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
  • Indoor pool
  • Hot tub
CNY601
CNY668 total
includes taxes & fees
Nov 8 - Nov 9
Best Western Kent Narrows Inn
A spacious lobby with a staircase, a reception desk, and a dining area.
A hotel room with a sofa, armchairs, a desk with a computer, a TV, and a plant.
A bathroom with a green wall, a white sink, a mirror, and a towel rack.
A breakfast bar with waffle and juice dispensers, a refrigerator, and a trash bin.

19. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
  • Pool
  • Free parking
  • Free WiFi
  • Air conditioning
  • 24/7 front desk
CNY566
CNY628 total
includes taxes & fees
Nov 15 - Nov 16
Quality Inn Grasonville near Kent Island
An indoor swimming pool with clear views of boats and water.
A patio with outdoor seating, overlooking a marina with boats.
A balcony with a view of a marina and row houses.
A spacious dining area with a large rectangular table, multiple chairs, and a chandelier.

20. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
Grasonville
  • Indoor pool
  • Pool loungers
CNY982
CNY1,090 total
includes taxes & fees
Oct 25 - Oct 26
Hilton Garden Inn Kent Island Marina
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Discover your perfect hotel with a pool in Sherwood

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Top landmarks in Sherwood

Goat Island

Goat Island is 1.5 mi (2.4 km) from central Sherwood, why not stop by during your stay.
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Back Creek Community Park

Back Creek Community Park is worth a visit, located 2.8 mi (4.5 km) from central Sherwood.
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