A calm lake surrounded by dense forest and a cloudy sky.

Weston Hotel Guide - Hotels with Pool in Weston, Connecticut

  • 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 Weston Hotels with Pool

Tonight
23 Oct - 24 Oct
Tomorrow
24 Oct - 25 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Weston hotels with a pool

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.

1. Courtyard by Marriott Norwalk

Courtyard by Marriott Norwalk
Cranbury
  • Immerse in year-round aquatic relaxation at this hotel's warm indoor pool, perfect for families seeking a splash of fun.
€156
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Norwalk
A swimming pool with a clear blue water, surrounded by lounge chairs and exercise equipment.
A spacious outdoor patio with wicker furniture and potted plants.
A hotel entrance with a covered driveway, landscaped gardens, and a car parked in front.
A lobby with a green sofa, a fireplace, and various decorative items including jars of lemons and green apples.

2. Hilton Garden Inn Norwalk

Hilton Garden Inn Norwalk
Cranbury
  • Float in a year-round indoor oasis with lap lanes and lounge space at this serene hotel.
€156
includes taxes & fees
5 Nov - 6 Nov
Hilton Garden Inn Norwalk
An indoor swimming pool with a '3 feet deep' sign and a 'no diving' warning.
A bar with a stone wall, multiple shelves of bottles, and bar stools.
A buffet bar with various food items and a selection of liquor bottles in the background.
A modern living room with geometric-patterned furniture, large windows, and a minimalist design.

3. Delamar Westport

Delamar Westport
Westport
€213
includes taxes & fees
8 Nov - 9 Nov
Delamar Westport
A clear blue swimming pool with lounge chairs and umbrellas, surrounded by trees.
A compact kitchen with a microwave, a small dining area with a table and chairs, and a sliding door leading to a bathroom.
A living room with a striped sofa, a coffee table with magazines, a dining area with a chair and table, and a kitchen with white cabinets and appliances.
A hotel lobby with a blue wall, a staircase, a brick planter, a patterned rug, and a bicycle.

4. The Circle Hotel Fairfield

The Circle Hotel Fairfield
Grasmere
  • Enjoy serene poolside relaxation at this updated Fairfield retreat with umbrellas and loungers for ultimate comfort.
€182
includes taxes & fees
9 Nov - 10 Nov
The Circle Hotel Fairfield
A swimming pool with lounge chairs and a gazebo.
A covered garden area with a brick building in the background, a central pathway, and various plants and flowers.
A wedding ceremony setup with white chairs, a central aisle, and a chandelier.
A bar entrance with a sign reading "21 Lake The Bar".

5. Ethan Allen Hotel

Ethan Allen Hotel
Danbury
  • Serene seasonal pool retreat beckons with refreshing dips and resort-like relaxation in a beautiful, quiet setting.
€119
includes taxes & fees
1 Nov - 2 Nov
Ethan Allen Hotel
A bar area with wooden furniture, a television mounted on the wall, and a bar counter with various items.
A hotel room with two beds, a desk, a mirror, and a television.
A hotel room with a large bed, a desk, a chair, a lamp, and a coffee maker.
A Norwalk Inn sign with an American flag and a flag with a blue and white design.

6. Standard King Bedroom W/Gym & Restaurant on Site!

Standard King Bedroom W/Gym & Restaurant on Site!
Historic District
€177
includes taxes & fees
26 Oct - 27 Oct
Standard King Bedroom W/Gym & Restaurant on Site!
A modern lobby with a fireplace, seating area, and a reception desk.
A modern bar area with high stools and a central round table, surrounded by bar chairs.
A multi-story hotel with a stone facade and a covered entrance.
A modern hotel room with a long reception desk, multiple seating areas, and a large window offering a view of the outdoors.

7. Hyatt House Shelton

Hyatt House Shelton
Shelton
  • Swim year-round in this hotel's refreshing indoor pool, steps from your comfortable suite in the heart of the business district.
€113
includes taxes & fees
22 Nov - 23 Nov
Hyatt House Shelton
A modern indoor swimming pool with clear water, surrounded by lounge chairs and a sunlit area with large windows.
A Courtyard by Marriott hotel with a modern design, featuring a covered entrance and landscaped surroundings.
A modern living room with a sectional sofa, a glass coffee table, and a flat-screen TV mounted on the wall.
A modern building with large windows, outdoor seating, and a well-maintained garden.

8. Courtyard By Marriott Danbury

Courtyard By Marriott Danbury
Danbury
  • Splash into relaxation at this pristine indoor pool oasis just steps from hiking trails.
€114
includes taxes & fees
8 Nov - 9 Nov
Courtyard By Marriott Danbury
An indoor swimming pool with a spiral staircase, lounge chairs, and a tiled floor.
A hotel room with a bed, a desk, a sofa, and a chair. There are wall-mounted lamps and framed pictures.
A Hampton Inn hotel with a modern facade, a covered entrance, and a landscaped garden area.
Lobby

9. Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton
Shelton
  • Take a dip in Shelton's serene indoor oasis where comfort meets convenience at this relaxing pool retreat.
€118
includes taxes & fees
20 Nov - 21 Nov
Hampton Inn by Hilton Shelton
A swimming pool with lounge chairs and umbrellas, surrounded by a building with multiple windows.
A compact hotel room with a kitchenette, a bed, and a view of the outdoors.
A breakfast buffet with various food items, coffee machines, and a modern kitchen design.
A hotel lobby with seating areas, a reception desk, and a large window offering a view.

10. La Quinta Inn & Suites by Wyndham Danbury

La Quinta Inn & Suites by Wyndham Danbury
Danbury
  • Dive into summer bliss at this hotel's seasonal outdoor pool, where relaxation awaits after exploring nearby Danbury attractions.
€113
includes taxes & fees
2 Nov - 3 Nov
La Quinta Inn & Suites by Wyndham Danbury
View all properties

Choose what matters most at hotels with a pool in Weston

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Weston Hotel Reviews

Trumbull Marriott Shelton

Trumbull Marriott Shelton

10/10 Excellent
"Everything was great. But my husband is handicap and he had issues with the handicap shower. Everything was great beside the shower issue."
ESMERALDA 4-night trip
Posted 14 hours ago
Trumbull Marriott Shelton
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

10/10 Excellent
"Great"
Rose 1-night trip
Posted 15 hours ago
Hyatt Place Milford / New Haven
La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City

8/10 Good
"The lobby is under renovation. They asked for deposit and parking but they waive parking fee. Elevators was under repair early in the morning and was fixed before 8am."
Mariann 1-night trip
Posted 16 hours ago
La Quinta Inn & Suites by Wyndham Stamford / New York City
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

8/10 Good
"Staff were nice, check in, and check out was very easy. Shower could be updated but not bad. TV was the worse, did not work well/only very few channels that came in. Good hotel for if you just want a place to rest your head and get some sleep. (Be careful if you are a light sleeper because certain rooms are behind the elevators and tend to be noisy even with bathroom separating it.) I personally enjoyed the room next/behind the elevators :) parking was pretty packed but not completely full (we stayed on a week day)."
Shauna 1-night trip
Posted 20 hours ago
Best Western Executive Hotel Of New Haven - West Haven
The Circle Hotel Fairfield

The Circle Hotel Fairfield

10/10 Excellent
"I've stayed here twice and it's a very nice property, which I recommend for anyone that's trying to save money but have nice amenities"
Michael 3-night trip
Posted 2 days ago
The Circle Hotel Fairfield
Hyatt Regency Greenwich

Hyatt Regency Greenwich

8/10 Good
"Loved this hotel- it was clean, had lots of amenities, and our room was very modern and well-decorated. Staff was helpful, welcoming, and kind, and room service was also quick. The only critiques were that we could hear almost everything happening in the hallway (so if you're a light sleeper, this would not be a great hotel for you) and it also felt somewhat frustrating to be charged to park in the very large lot that required a significant walk to the hotel and was not well-lit. Overall, would recommend with those caveats."
Paige 1-night trip
Posted 2 days ago
Hyatt Regency Greenwich

Frequently asked questions

What are some accommodation options with pools in Weston?
Amsterdam Hotel: Provides 2 restaurants, an indoor pool and complimentary wireless Internet access. La Quinta Inn & Suites by Wyndham Stamford / New York City: Hotel located near Fairfield University. Features daily, a seasonal outdoor pool and free self parking. Hyatt Regency Greenwich: Offers a snack bar/deli, a seasonal outdoor pool and free self parking. The Circle Hotel Fairfield: Offers full, a pool and free self parking. Ethan Allen Hotel: Offers a snack bar/deli, an indoor pool and complimentary wireless Internet access.
What is there to see and do in Weston?
Spend some time experiencing the great outdoors at Lucius Pond Ordway / Devil's Den Preserve. Discover sights such as Trout Brook Valley State Park Reserve during your stay.
When is the best time to book a hotel with a pool in Weston?
You may want to consider a place to stay that has an outdoor pool if you plan to visit Weston in the hottest months of July, August or June, when the average temperature is 21°C. Accommodation with an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temperature is 1°C.