Find Hotels with a Pool in Fairfield, CT

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Check availability on Fairfield Hotels with a Pool

Our top choices for Fairfield hotels with a pool

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
The Circle Hotel Fairfield

The Circle Hotel Fairfield

The Circle Hotel Fairfield
3.0 star property
Grasmere
9.0 out of 10, Wonderful, (1420)
"Clean, updated room, easy check in & out. Staff was very nice"
United States
cynthia
The price is ￥20,851
￥24,873 total
includes taxes & fees
Jan 7 - Jan 8, 2026
The Circle Hotel Fairfield
A heated pool
🌟 Fairfield Luxury Estate for Short or Mid Term Stays | 🏊 Pool | 🎾 Tennis | 🧖 Sauna

🌟 Fairfield Luxury Estate for Short or Mid Term Stays | 🏊 Pool | 🎾 Tennis | 🧖 Sauna

🌟 Fairfield Luxury Estate for Short or Mid Term Stays | 🏊 Pool | 🎾 Tennis | 🧖 Sauna
Fairfield
10.0 out of 10, Exceptional, (1)
"The Host was welcoming and responsive to our inquiries!Our stay was wonderful! The property was spectacular and offered all the amenities we needed for a comfortable and enjoyable visit. "
United States
Patricia B.
The price is ￥117,784
￥287,498 total
includes taxes & fees
Dec 14 - Dec 15
🌟 Fairfield Luxury Estate for Short or Mid Term Stays | 🏊 Pool | 🎾 Tennis | 🧖 Sauna
Indoor pool
Hilton Garden Inn Milford

Hilton Garden Inn Milford

Hilton Garden Inn Milford
3.0 star property
Milford
8.4 out of 10, Very Good, (1003)
"It was a nice stay for the price "
United States
karla
The price is ￥14,470
￥16,641 total
includes taxes & fees
Dec 19 - Dec 20
Hilton Garden Inn Milford
Indoor pool
Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton
2.5 star property
Shelton
8.6 out of 10, Excellent, (1003)
"Nice , comfortable stay :)"
United States
Laura
The price is ￥16,046
￥18,453 total
includes taxes & fees
Dec 28 - Dec 29
Hampton Inn by Hilton Shelton
Fitness facility
Hyatt House Shelton

Hyatt House Shelton

Hyatt House Shelton
3.0 star property
Shelton
8.4 out of 10, Very Good, (1005)
"Always a pleasure to stay here 1s a year keep coming back!!"
United States
Mark
The price is ￥17,049
￥19,607 total
includes taxes & fees
Dec 22 - Dec 23
Hyatt House Shelton
Indoor pool
Homewood Suites by Hilton Orange New Haven

Homewood Suites by Hilton Orange New Haven

Homewood Suites by Hilton Orange New Haven
3.0 star property
Orange
9.2 out of 10, Wonderful, (1001)
"The room was clean the staff was great "
United States
Nicholas
The price is ￥17,290
￥19,884 total
includes taxes & fees
Dec 21 - Dec 22
Homewood Suites by Hilton Orange New Haven
Seasonal outdoor pool
Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel
2.5 star property
Danbury
8.6 out of 10, Excellent, (559)
"Clean room,staff we great"
United States
Sammie
The price is ￥16,653
￥19,151 total
includes taxes & fees
Dec 14 - Dec 15
Comfort Inn & Suites Danbury-Bethel
Indoor pool
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven
2.5 star property
West Haven
8.0 out of 10, Very Good, (1485)
"Carpet in room needs changing Breakfast very good Staff is great"
United States
carolyn
The price is ￥14,915
￥17,153 total
includes taxes & fees
Dec 16 - Dec 17
Best Western Executive Hotel Of New Haven - West Haven
Indoor pool
Homewood Suites by Hilton Stratford

Homewood Suites by Hilton Stratford

Homewood Suites by Hilton Stratford
3.0 star property
Stratford
8.8 out of 10, Excellent, (1002)
"Very friendly staff, clean hotel and very relaxing atmosphere."
United States
Eugenia
The price is ￥15,823
￥18,196 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Homewood Suites by Hilton Stratford
Indoor pool
Holiday Inn Express & Suites Milford by IHG

Holiday Inn Express & Suites Milford by IHG

Holiday Inn Express & Suites Milford by IHG
2.5 star property
Milford
8.0 out of 10, Very Good, (1001)
"Breakfast was fresh and good options."
United States
paulo
The price is ￥13,528
￥15,557 total
includes taxes & fees
Dec 21 - Dec 22
Holiday Inn Express & Suites Milford by IHG
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.
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Top Fairfield Hotel Reviews

DoubleTree by Hilton Stamford

DoubleTree by Hilton Stamford

10/10 Excellent
"We’ve stayed here a few times Overall it’s good!"
Lisa 1-night trip
Posted 20 hours ago
DoubleTree by Hilton Stamford

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Frequently asked questions

What are some accommodations with pools in Fairfield?
The Circle Hotel Fairfield: Features daily, a seasonal outdoor pool, and free self parking. Hotel Hi-Ho - Contactless Check-In: Features complimentary wired internet access, an indoor pool, and LCD televisions. Best Western Plus Fairfield Hotel: Features 2 restaurants, an indoor pool, and complimentary wireless internet access. DUNE Fairfield Beach: Offers continental, an indoor pool, and complimentary wireless internet access. New Haven Hotel: Provides buffet, a pool, and complimentary wired internet access.
What is there to see and do in Fairfield?
Make a point to visit attractions like Penfield Beach and Connecticut Audubon Birdcraft Museum. Discover sights such as Fairfield Theater Company, Fairfield Beach, and Jennings Beach during your stay. The beaches, restaurants, and shopping are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Fairfield?
You may want to consider a place to stay that has an outdoor pool if you will be visiting Fairfield in the hottest months of July, August, or June when the average temp is 71°F. Lodging with an indoor pool may be the way to go if you come to town during the coldest months of January, February, or March when the average temperature is 36°F.
What's the best way to travel around Fairfield?
Knowing the transportation options in Fairfield can help you enjoy the area beyond your hotel pool. To explore the surrounding area, hop aboard a train at Fairfield Station or Fairfield Metro Station. Fairfield might not have very many public transit choices so consider renting a car to explore more.