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Hotels with a Pool in Fairfield

October 2026
November 2026

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Oct 2 - Oct 4
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Oct 9 - Oct 11

Hotels with a Pool in Fairfield

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Fairfield on Hotels.com. These Fairfield Hotels with a Pool consistently deliver on quality, location and traveler experience. Last updated on September 30, 2026.
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.
A hotel room with a bed, a red sofa, a lamp, and a window with a view of the outside.
A hotel lobby with a blue wall, a staircase, a brick planter, a patterned rug, and a bicycle.
Outdoor pool

1. The Circle Hotel Fairfield

The Circle Hotel Fairfield
Grasmere
  • Pool loungers
  • Near the beach
CNY1,201
CNY1,449 total
includes taxes & fees
Oct 5 - Oct 6
The Circle Hotel Fairfield
An indoor swimming pool with a '3 feet deep' sign and a 'no diving' warning.
A building with a white facade and a grey roof, surrounded by a landscaped garden with rocks and flowers.
A bar with a stone wall, multiple shelves of bottles, and bar stools.
A modern living room with geometric-patterned furniture, large windows, and a minimalist design.

2. Delamar Westport

Delamar Westport
Westport
  • Indoor pool
CNY1,167
CNY1,477 total
includes taxes & fees
Oct 26 - Oct 27
Delamar Westport
An indoor swimming pool with a no diving sign, chairs, and a wheelchair-accessible lift.
A modern bar area with a counter, stools, and a menu display.
A modern hotel lobby with a sofa, armchairs, a coffee table, and a staircase leading to an upper level.
A modern Courtyard by Marriott hotel with a well-lit entrance, a covered outdoor area, and a landscaped garden.

3. Courtyard by Marriott Norwalk

Courtyard by Marriott Norwalk
Cranbury
  • Indoor pool
CNY1,078
CNY1,240 total
includes taxes & fees
Oct 18 - Oct 19
Courtyard by Marriott Norwalk
An indoor swimming pool with a spiral staircase, lounge chairs, and a tiled floor.
Lobby
A modern hotel lobby with a bar area, seating arrangements, and decorative lighting.
A hotel room with a bed, a desk, a sofa, and a chair. There are wall-mounted lamps and framed pictures.

4. Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton
Shelton
  • Indoor pool
CNY964
CNY1,109 total
includes taxes & fees
Oct 18 - Oct 19
Hampton Inn by Hilton Shelton
A modern lobby with a fireplace, seating area, and a reception desk.
A multi-story hotel with a stone facade and a covered entrance.
A hotel lobby with a pool table, seating area, bar, and fireplace.
A modern hotel room with a long reception desk, multiple seating areas, and a large window offering a view of the outdoors.

5. Hyatt House Shelton

Hyatt House Shelton
Shelton
  • Indoor pool
CNY907
CNY1,043 total
includes taxes & fees
Oct 18 - Oct 19
Hyatt House Shelton
An indoor swimming pool with red lounge chairs and a brick wall.
A bar area with red chairs, a television mounted on the wall, and shelves with bottles.
A spacious room with a large wooden dining table, comfortable seating, and a bookshelf filled with books.
A cozy lounge area with a stone fireplace, leather seating, and decorative lanterns.

6. Trumbull Marriott Shelton

Trumbull Marriott Shelton
Trumbull
  • Indoor pool
  • Hot tub
CNY1,020
CNY1,173 total
includes taxes & fees
Oct 18 - Oct 19
Trumbull Marriott Shelton
A large indoor swimming pool with clear water, surrounded by large windows and a modern architectural design.
A modern lobby with a seating area featuring sofas and armchairs, a fireplace, and a television.
A stone building with a covered patio area, outdoor seating, and a fire feature.
A modern hotel with a stone facade, multiple floors, and a covered entrance area.

7. Homewood Suites by Hilton Orange New Haven

Homewood Suites by Hilton Orange New Haven
Orange
  • Indoor pool
CNY964
CNY1,109 total
includes taxes & fees
Oct 18 - Oct 19
Homewood Suites by Hilton Orange New Haven
An indoor swimming pool with a tiled floor, a staircase, and a seating area with chairs.
A spacious lobby with leather chairs, a round wooden table, and a stone fireplace.
A building entrance with a stone facade, a wooden archway, and a large glass door.
A buffet area with a variety of food items and a fruit display.

8. Homewood Suites by Hilton Stratford

Homewood Suites by Hilton Stratford
Stratford
  • Indoor pool
CNY1,023
CNY1,177 total
includes taxes & fees
Oct 7 - Oct 8
Homewood Suites by Hilton Stratford
Pool
A reception area with a curved wooden counter, a coffee machine, a refrigerated display case with snacks, and a menu board above.
A modern hotel room with a sofa, a dining area, and a kitchenette.
A multi-story hotel with a prominent "Courtyard by Marriott" sign, featuring a modern architectural design with a flat roof and large windows.

9. Courtyard By Marriott Shelton

Courtyard By Marriott Shelton
Shelton
  • Indoor pool
CNY1,078
CNY1,240 total
includes taxes & fees
Oct 11 - Oct 12
Courtyard By Marriott Shelton
A swimming pool with a clear blue water, surrounded by lounge chairs and exercise equipment.
A restaurant interior with a marble countertop, a tall glass of beer, and plates of food.
A lobby with a green sofa, a fireplace, and various decorative items including jars of lemons and green apples.
A spacious outdoor patio with wicker furniture and potted plants.

10. Hilton Garden Inn Norwalk

Hilton Garden Inn Norwalk
Cranbury
  • Indoor pool
CNY1,021
CNY1,174 total
includes taxes & fees
Oct 18 - Oct 19
Hilton Garden Inn Norwalk
A rectangular swimming pool with a diving board, surrounded by lounge chairs and a fence.
A spacious living area with a dining table, comfortable seating, and a large window providing natural light.
An outdoor patio with a fire pit, seating, and a grill area.
A two-story building with a beige facade, a prominent entrance with glass doors, and a landscaped garden with various plants and flowers.

11. Residence Inn by Marriott Milford

Residence Inn by Marriott Milford
Milford
  • Pool loungers
CNY1,086
CNY1,249 total
includes taxes & fees
Oct 26 - Oct 27
Residence Inn by Marriott Milford
An indoor swimming pool with clear glass walls, a lifeguard chair, and a pool ladder.
A hotel room with a kitchenette, a sofa, a desk, and a bed.
A hotel room with a sofa, two bedside tables, a lamp on each table, a bed, and a framed picture on the wall.
A Holiday Inn Express & Suites building with a modern architectural design, featuring a prominent entrance with columns and a large glass facade.

12. Holiday Inn Express & Suites Milford by IHG

Holiday Inn Express & Suites Milford by IHG
Milford
  • Indoor pool
CNY806
CNY926 total
includes taxes & fees
Oct 18 - Oct 19
Holiday Inn Express & Suites Milford by IHG
An indoor swimming pool with tiled walls and a ceiling with skylights.
A modern kitchen area with a central island, black cabinets, and a tiled floor.
A hotel entrance with a blue and white facade, a sign reading "BW Best Western," and two large planters with red flowers.
A modern lobby with a reception desk, a seating area, and a glass door entrance.

13. Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven
West Haven
  • Indoor pool
  • Direct access to the beach
CNY736
CNY846 total
includes taxes & fees
Oct 8 - Oct 9
Best Western Executive Hotel Of New Haven - West Haven
An indoor swimming pool with a glass ceiling, surrounded by wicker chairs and potted plants.
A spacious atrium with a central bar, surrounded by seating areas and a circular water feature.
A spacious indoor atrium with a central circular fountain, surrounded by seating areas and a bar with a large illuminated sign.
A modern kitchen with a central island, wooden ceiling, and a coffee machine.

14. Hyatt Regency Greenwich

Hyatt Regency Greenwich
Old Greenwich
  • Indoor pool
CNY1,195
CNY1,374 total
includes taxes & fees
Oct 25 - Oct 26
Hyatt Regency Greenwich
An indoor swimming pool with a metal ladder, tiled floor, a towel rack, and a seating area with chairs and a table.
The entrance of a Marriott Residence Inn with a revolving door, large windows, and a stone facade.
A modern lounge area with a stone wall, a fireplace, and comfortable seating.
A spacious hallway with a marble floor, white chairs, and large blue marble wall panels.

15. Residence Inn Stamford Downtown

Residence Inn Stamford Downtown
Downtown Stamford
  • Indoor pool
  • Near the beach
  • Hot tub
CNY1,738
CNY1,999 total
includes taxes & fees
Oct 18 - Oct 19
Residence Inn Stamford Downtown
An indoor swimming pool with a blue and white tiled floor, a white poolside table with two glasses of water, and lounge chairs.
A central atrium with a circular seating area surrounded by flower arrangements and a glass railing.
A modern indoor seating area with green chairs and a black bench, surrounded by bamboo plants and a textured floor.
A spacious atrium with a central garden, multiple floors, and a distinctive white gazebo.

16. The Armon Stamford Hotel & Conference

The Armon Stamford Hotel & Conference
Ridgeway-Bullshead
  • Indoor pool
  • Hot tub
CNY1,142
CNY1,313 total
includes taxes & fees
Oct 4 - Oct 5
The Armon Stamford Hotel & Conference
An indoor swimming pool with clear glass walls, a ceiling with skylights, and a visible fitness center in the background.
A hotel room with a bed, a desk, a chair, a lamp, and a view of buildings.
A spacious lobby with a dining area, seating arrangements, and a staircase leading to an upper level.
A spacious hotel lobby with a modern design, featuring a mix of seating areas, a dining area, and a view through large windows.

17. The Stamford Hotel

The Stamford Hotel
Downtown Stamford
  • Indoor pool
CNY1,250
CNY1,437 total
includes taxes & fees
Oct 1 - Oct 2
The Stamford Hotel
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a covered seating area.
A modern living room with a fireplace, a dining area, and a kitchen in the background.
An outdoor dining area with wooden tables and chairs, surrounded by lush greenery and a glass wall.
An indoor restaurant with a bar area, seating, and greenery.

18. J House Greenwich

J House Greenwich
Riverside
  • Poolside bar
  • Pool loungers
  • Full-service spa
CNY1,369
CNY1,852 total
includes taxes & fees
Oct 25 - Oct 26
J House Greenwich
A swimming pool with a white fence, lounge chairs, and a lifeguard stand.
A self-service food area with refrigerated drink dispensers, snack shelves, and a coffee machine.
A Courtyard by Marriott hotel with a modern design, featuring a covered entrance and landscaped gardens.
A hotel room with two beds, a nightstand with lamps, a chair, and artwork on the walls.

19. Courtyard by Marriott New Haven Orange-Milford

Courtyard by Marriott New Haven Orange-Milford
Orange
  • Outdoor pool
CNY736
CNY846 total
includes taxes & fees
Oct 25 - Oct 26
Courtyard by Marriott New Haven Orange-Milford
An indoor swimming pool with a clear view of exercise equipment and seating areas.
A spacious lobby with a carpeted floor, large windows, and seating areas with chairs and a small table.
A spacious lobby with a fireplace, seating area, and a modern chandelier.
A modern meeting room with a large table, chairs, a fireplace, and a television.

20. Hilton Garden Inn Milford

Hilton Garden Inn Milford
Milford
  • Indoor pool
  • Near the beach
CNY829
CNY953 total
includes taxes & fees
Oct 27 - Oct 28
Hilton Garden Inn Milford
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Discover your perfect hotel with a pool in Fairfield

Breakfast included
Hot tub
4 stars
Spa
5 stars

Top neighborhoods in Fairfield

A lighthouse at night with a full moon in the sky.

Fairfield Beach

The Fairfield Beach neighborhood offers attractions such as Penfield Beach and Fairfield Beach.

Fairfield Center

Fairfield's Fairfield Center neighborhood is home to attractions such as Fairfield Theater Company and Connecticut Audubon Birdcraft Museum.

Top landmarks in Fairfield

A waterfront with docks and a sunset sky.

Fairfield Beach

8.6/10 (34 reviews)
If being by the water is a major draw, Fairfield Beach is a spot you might want to check out, located 1.2 mi (1.9 km) from central Fairfield. Catch the sunset by the shore at Penfield Beach and South Pine Creek Beach, located nearby.
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A calm lake with autumn-colored trees reflecting on the water.
Photo by Eva Perez Castro

Lake Mohegan

8.2/10 (10 reviews)
Lake Mohegan is worth a visit, located 4.7 mi (7.6 km) from central Fairfield.
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A lake surrounded by trees with autumn foliage, a clear sky, and a hilly landscape in the background.
Photo by Eva Perez Castro

Lake Mohegan Beach

9.0/10 (4 reviews)
Whether you want to hunt for sand dollars or smell the fresh air, Lake Mohegan Beach is a spot you might want to check out, located 4.3 mi (6.9 km) from central Fairfield. Enjoy the sunset by the shore at Seaside Beach, Seaside Park, and Jennings Beach.
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Jennings Beach

9.0/10 (80 reviews)
If want to top up your tan, you might want to head out to Jennings Beach, located 1.3 mi (2 km) from central Fairfield. If you want to continue walking by the waves, head to Penfield Beach located nearby.
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Penfield Beach

9.0/10 (38 reviews)
Whether you want to collect beach glass or watch the sunset, Penfield Beach is a spot you might want to check out, located 1.2 mi (1.9 km) from central Fairfield. Catch the sunset by the shore at Jennings Beach and Fairfield Beach, located nearby.
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Fairfield Theater Company

8.8/10 (15 reviews)
If you want to see a show while you're in town, try and grab some tickets at Fairfield Theater Company in Fairfield Center. Hotels.com travelers also say the area is full of friendly people and has lots of nice beaches. If you have fun at Fairfield Theater Company, you'll love Connecticut Audubon Birdcraft Museum, just a short walk away.
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Country Club of Fairfield

8.0/10 (9 reviews)
You might want to play some rounds at Country Club of Fairfield, located 1.1 mi (1.8 km) from central Fairfield. Hotels.com travelers also say the area is full of friendly people and has lots of nice beaches. If Country Club of Fairfield doesn't quite scratch your golfing itch, Pine Creek Par 3 Golf Course is also nearby.
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Fairchild Wheeler Golf Course

6.0/10 (1 review)
You might want to play some rounds at Fairchild Wheeler Golf Course, located 5.1 mi (8.2 km) from central Fairfield. Hotels.com travelers also say the area is full of friendly people and has lots of nice beaches. If Fairchild Wheeler Golf Course doesn't quite scratch your golfing itch, H. Smith Richardson Golf Course is also nearby.
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About the destination

Spend time at the beach, as well as checking out the local cuisine in Fairfield. Nature lovers can visit Lake Mohegan and Lake Mohegan Beach. You might find that sights like Fairfield Theater Company and Penfield Beach are worth a visit.