TOP Hotels with Pool in Fairfield, CT for 2026

Q: What are some accommodation options with pools in Fairfield?

The Circle Hotel Fairfield : Hotel located near Fairfield University. Features daily, a seasonal outdoor pool and free self parking. Hotel Hi-Ho - Contactless Check-In : Offers 2 restaurants, an indoor pool and complimentary wireless Internet access. Best Western Plus Fairfield Hotel : Offers a snack bar/deli, a seasonal outdoor pool and free self parking. DUNE Fairfield Beach : Provides full, a pool and free self parking. New Haven Hotel : Features a seasonal outdoor pool, an indoor pool and 2 restaurants.

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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

Grasmere

Enjoy serene poolside relaxation at this updated Fairfield retreat with umbrellas and loungers for ultimate comfort.

Rp2.977.000 total

includes taxes & fees

23 Jun - 24 Jun

Hilton Garden Inn Milford

Milford

Dive into a refreshing getaway at this hotel's spacious indoor pool sanctuary and fitness centre.

Rp2.377.221 total

includes taxes & fees

14 Jun - 15 Jun

Ethan Allen Hotel

Danbury

Serene seasonal pool retreat beckons with refreshing dips and resort-like relaxation in a beautiful, quiet setting.

Rp2.395.793 total

includes taxes & fees

12 Jul - 13 Jul

Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Heritage Hotel, Golf & Conference Center

Southbury

Dive into saltwater serenity at this mountain spa retreat with indoor and seasonal outdoor pools.

Rp3.020.308 total

includes taxes & fees

1 Jul - 2 Jul

Best Western Executive Hotel Of New Haven - West Haven

West Haven

Dive into this indoor pool paradise, just steps from New Haven's top attractions.

Rp2.129.594 total

includes taxes & fees

1 Jul - 2 Jul

Holiday Inn Express Stony Brook by IHG

Centereach

Splash year-round in the indoor pool oasis at this mall-adjacent hotel offering cosy comforts.

Rp2.939.223 total

includes taxes & fees

1 Jul - 2 Jul

Homewood Suites by Hilton Orange New Haven

Orange

Soak up endless relaxation at this hotel's serene indoor pool, perfect for every season.

Rp3.053.452 total

includes taxes & fees

30 Jun - 1 Jul

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.

Rp2.469.035 total

includes taxes & fees

12 Jul - 13 Jul

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Choose what matters most at hotels with a pool in Fairfield

Breakfast included

Hot tub

Top Fairfield Hotel Reviews

Norwalk Inn & Conference Center

8/10 Good

"Very nice place to stay. Comfortable room. The staff was excellent upon our arrival but unfortunately very rude in the morning when we checked out."

Ethan Allen Hotel

2/10 Terrible

"TERRIBLE - Stay Away!! I've driven by this hotel many times and ASSUMED that with the ETHAN ALLEN name on it that it would be a very nice hotel. The facility is a time capsule that hasn't been touched or cleaned since the 1990s ! Torn and wrinkled carpets, banged up and dirty walls, tattered shades and drapes, dirty furniture, and the entire place SMELLED like a combination of musk and dirty feet. Went into the restaurant 20 minutes before closing and the bartender told me (and 2 other guests) he could only make me a drink TO GO and that we couldn't stay in to drink it. Very disappointed........"

Frequently asked questions

What are some accommodation options with pools in Fairfield?

The Circle Hotel Fairfield: Hotel located near Fairfield University. Features daily, a seasonal outdoor pool and free self parking. Hotel Hi-Ho - Contactless Check-In: Offers 2 restaurants, an indoor pool and complimentary wireless Internet access. Best Western Plus Fairfield Hotel: Offers a snack bar/deli, a seasonal outdoor pool and free self parking. DUNE Fairfield Beach: Provides full, a pool and free self parking. New Haven Hotel: Features a seasonal outdoor pool, an indoor pool and 2 restaurants.

What is there to see and do in Fairfield?

Make a point to visit attractions such as Penfield Beach and Fairfield Theater Company. Discover sights such as Country Club of Fairfield, 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.

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