Fairfield Hotel Guide - Hotels with Pool in Fairfield, Connecticut

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Check availability on Fairfield Hotels with 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, (1423)
"Clean, updated room, easy check in & out. Staff was very nice"
United States
cynthia
The price is €141
includes taxes & fees
1 Jan - 2 Jan 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
Tunxis Hill
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.
🌟 Fairfield Luxury Estate for Short or Mid Term Stays | 🏊 Pool | 🎾 Tennis | 🧖 Sauna
Fitness facility
Hyatt House Shelton

Hyatt House Shelton

Hyatt House Shelton
3.0 star property
Shelton
8.4 out of 10, Very good, (1006)
"Place was great quiet and relaxing I enjoyed my time there thank you. "
United States
Jeanette
The price is €108
includes taxes & fees
22 Dec - 23 Dec
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, (1006)
"The room was clean the staff was great "
United States
Nicholas
The price is €109
includes taxes & fees
21 Dec - 22 Dec
Homewood Suites by Hilton Orange New Haven
Indoor pool
Hampton Inn & Suites New Haven - South - West Haven

Hampton Inn & Suites New Haven - South - West Haven

Hampton Inn & Suites New Haven - South - West Haven
2.5 star property
West Haven
8.4 out of 10, Very good, (1004)
"always a very friendly front desk and the location is convenient "
United States
Melissa
The price is €84
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn & Suites New Haven - South - West Haven
Seasonal outdoor pool
Ethan Allen Hotel

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
7.8 out of 10, Good, (1083)
"Great Hotel!"
United States
Steven
Ethan Allen Hotel
Indoor pool
Courtyard By Marriott Danbury

Courtyard By Marriott Danbury

Courtyard By Marriott Danbury
3.0 star property
Danbury
9.0 out of 10, Wonderful, (473)
"Wonderful staff and awesome food at Bistro "
United States
Duncan
The price is €109
includes taxes & fees
28 Dec - 29 Dec
Courtyard By Marriott Danbury
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, (1005)
"Very friendly staff, clean hotel and very relaxing atmosphere."
United States
Eugenia
The price is €100
includes taxes & fees
9 Jan - 10 Jan 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, (1003)
"Breakfast was fresh and good options."
United States
paulo
The price is €85
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express & Suites Milford by IHG
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 €94
includes taxes & fees
18 Dec - 19 Dec
Best Western Executive Hotel Of New Haven - West Haven
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

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

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

10/10 Excellent
"Good service "
Boris 2-night trip
Posted 11 hours ago
La Quinta Inn & Suites by Wyndham Stamford / New York City

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Frequently asked questions

What are some accommodation options 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 high-speed (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 high-speed (wired) Internet access.
What is there to see and do in Fairfield?
Make a point to visit attractions such as 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're planning to visit Fairfield in the hottest months of July, August or June, when the average temp is 22°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 March, when the average temperature is 2°C.
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 transport options, so consider renting a car to explore more.