A leafless tree by a frozen body of water with a bright moon in the sky.

Find Hotels with a Pool in Fairfield, CT from CA $216

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Check availability on Fairfield Hotels with a Pool

Tonight
Oct 15 - Oct 16
Tomorrow
Oct 16 - Oct 17
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Fairfield hotels with a pool

A clear blue swimming pool with lounge chairs and umbrellas, surrounded by trees.
A hotel lobby with a blue wall, a staircase, a brick planter, a patterned rug, and a bicycle.
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 room with a bed, a red sofa, a lamp, and a window with a view of the outside.

1. 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.
CA $202
CA $247 total
includes taxes & fees
Nov 1 - Nov 2
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 modern living room with geometric-patterned furniture, large windows, and a minimalist design.
A buffet bar with various food items and a selection of liquor bottles in the background.

2. Delamar Westport

Delamar Westport
Westport
CA $270
CA $339 total
includes taxes & fees
Nov 8 - Nov 9
Delamar Westport
An indoor swimming pool with red lounge chairs and a brick wall.
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.
An outdoor seating area with wicker furniture, a stone fireplace, and lanterns.

3. Trumbull Marriott Shelton

Trumbull Marriott Shelton
Trumbull
  • Dive into a refreshing aquatic getaway with both indoor and seasonal outdoor pools on site.
CA $216
CA $249 total
includes taxes & fees
Oct 25 - Oct 26
Trumbull Marriott Shelton
A modern lobby with a fireplace, seating area, and a reception desk.
A modern hotel room with a long reception desk, multiple seating areas, and a large window offering a view of the outdoors.
A hotel lobby with a pool table, seating area, bar, and fireplace.
A multi-story hotel with a stone facade and a covered entrance.

4. 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.
CA $192
CA $221 total
includes taxes & fees
Oct 18 - Oct 19
Hyatt House 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 hotel entrance with a covered driveway, landscaped gardens, and a car parked in front.
A spacious outdoor patio with wicker furniture and potted plants.

5. 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.
CA $216
CA $249 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Norwalk
An indoor swimming pool with a no diving sign, chairs, and a wheelchair-accessible lift.
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.
A courtyard with outdoor seating, a fire feature, and a building in the background.

6. 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.
CA $229
CA $263 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott Norwalk
An indoor swimming pool with a spiral staircase, lounge chairs, and a tiled floor.
A Hampton Inn hotel with a modern facade, a covered entrance, and a landscaped garden area.
Lobby
A hotel room with a bed, a desk, a sofa, and a chair. There are wall-mounted lamps and framed pictures.

7. 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.
CA $204
CA $235 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn by Hilton Shelton
An indoor swimming pool with a tiled floor, a staircase, and a seating area with chairs.
A buffet area with a variety of food items and a fruit display.
A building entrance with a stone facade, a wooden archway, and a large glass door.
A hotel lobby with a reception desk, a stone fireplace, seating area, and a large mirror.

8. Homewood Suites by Hilton Stratford

Homewood Suites by Hilton Stratford
Stratford
  • Year-round aquatic retreat awaits at this hotel's indoor pool, perfect for leisure and fitness.
CA $204
CA $235 total
includes taxes & fees
Nov 1 - Nov 2
Homewood Suites by Hilton Stratford
A rectangular swimming pool with a diving board, surrounded by lounge chairs and a fence.
A two-story building with a beige facade, a prominent entrance with glass doors, and a landscaped garden with various plants and flowers.
An outdoor patio with a fire pit, seating, and a grill area.
A spacious living area with a dining table, comfortable seating, and a large window providing natural light.

9. Residence Inn by Marriott Milford

Residence Inn by Marriott Milford
Milford
  • Dive into this tranquil seasonal pool experience with loungers and umbrellas for ultimate summer relaxation.
CA $250
CA $288 total
includes taxes & fees
Oct 25 - Oct 26
Residence Inn by Marriott Milford
A large indoor swimming pool with clear water, surrounded by large windows and a modern architectural design.
A stone building with a covered patio area, outdoor seating, and a fire feature.
A modern lobby with a seating area featuring sofas and armchairs, a fireplace, and a television.
A buffet setup with various food stations, including a meat station and a salad bar.

10. Homewood Suites by Hilton Orange New Haven

Homewood Suites by Hilton Orange New Haven
Orange
  • Soak up endless relaxation at this hotel's serene indoor pool, perfect for every season.
CA $192
CA $221 total
includes taxes & fees
Oct 29 - Oct 30
Homewood Suites by Hilton Orange New Haven
View all properties

Choose what matters most at hotels with a pool in Fairfield

Breakfast included
Hot tub
4 stars
Spa
5 stars

Top Fairfield Hotel Reviews

Ethan Allen Hotel

Ethan Allen Hotel

10/10 Excellent
"Was clean, comfortable, staff was friendly & helpful. A bit pricey for the stay, could have been a little less$$ for same comforts"
Denise 2-night trip
Posted less than an hour ago
Ethan Allen Hotel
Hyatt Regency Greenwich

Hyatt Regency Greenwich

10/10 Excellent
"Really enjoyed the hotel"
Katherine 1-night trip
Posted 2 hours ago
Hyatt Regency Greenwich
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

10/10 Excellent
"Very nice property. Good location with nice clean rooms. The included breakfast was excellent and staff were friendly. Highly recommend!"
Troy 1-night trip
Posted 2 hours ago
Best Western Executive Hotel Of New Haven - West Haven
Holiday Inn Express Stony Brook by IHG

Holiday Inn Express Stony Brook by IHG

8/10 Good
"I love that it is located so close to SBU as we were there for Family Weekend to visit our student. Everything was fine, but my one complaint is that the window was slightly open in our room upon check-in then I realized the carpet was damp."
Kelly 3-night trip
Posted 8 hours ago
Holiday Inn Express Stony Brook by IHG
The Circle Hotel Fairfield

The Circle Hotel Fairfield

10/10 Excellent
"We didn't use much of the amenities so I cannot speak to that but the bed was the comfiest bed we've ever experienced. The front desk were friendly and the room was clean. The remote check-in/check-out was super convenient, too. We will absolutely stay again when visiting family."
Caeleigh 1-night trip
Posted 3 days ago
The Circle Hotel Fairfield
Motel 6 Milford, CT

Motel 6 Milford, CT

10/10 Excellent
"Great room with reasonable price"
Sanh 1-night trip
Posted 4 days ago
Motel 6 Milford, CT

Frequently asked questions

What are the best hotels in Fairfield with outdoor pools?
The Circle Hotel Fairfield is a fantastic choice for travellers seeking a relaxing getaway with an outdoor pool. This 3-star hotel boasts a well-maintained pool area complete with sun loungers, great for soaking up some sun while the kids splash around.Guests rave about the friendly and wonderful staff, who go above and beyond to ensure a pleasant stay. The hotel also offers a complimentary breakfast, featuring delicious options that guests appreciate, especially on weekends. With a traveller review score of 9.0, it's clear that families value the clean and comfortable rooms, making it an ideal spot for those looking for convenience and quality.
How much does a hotel with outdoor pool in Fairfield cost?
Enjoy staying in a hotel in Fairfield with an outdoor pool. You can find a great deal from CA $216 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels with outdoor pools that are close to Penfield Beach?
The Circle Hotel Fairfield is a delightful 3-star option located conveniently close to Penfield Beach, making it an excellent choice for those looking to enjoy both comfort and outdoor leisure. Guests rave about the hotel's outdoor pool, which is superb for a refreshing dip after a day at the beach. With sun loungers available, families can relax and soak up the sun while the kids splash around.This hotel also stands out for its complimentary breakfast, which is a fantastic perk, especially for families eager to start their day off right. Reviewers praise the variety of options available, noting that the breakfast is both free and delicious. The Circle Hotel Fairfield has earned an excellent traveller rating of 9.0, reflecting its reputation for clean and comfortable rooms, friendly staff, and a convenient location.
Is it cheaper to book flights and a hotel in Fairfield as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel with an outdoor pool in Fairfield for you.
How can I save on a hotel in Fairfield with Expedia?
Before booking your Fairfield hotel, remember to join One Key™, Expedia's free travel rewards program. Just sign up and sign in to access instant discounts with Member Prices as well as member-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.

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