The Best Hotels with a Pool in Fairfield, CT from AED 405 in 2026

Q: 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 2 restaurants, an indoor pool, and complimentary wireless internet access. Best Western Plus Fairfield Hotel : Features continental, an indoor pool, and complimentary wireless internet access. DUNE Fairfield Beach : Provides complimentary wired internet access, an indoor 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

The Circle Hotel Fairfield

Grasmere

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

AED 517 total

includes taxes & fees

18 May - 19 May

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.

AED 485 total

includes taxes & fees

26 May - 27 May

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

Heritage Hotel, Golf & Conference Center

Southbury

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

AED 630 total

includes taxes & fees

25 May - 26 May

Hampton Inn Danbury

Danbury

Dive into aquatic bliss at this hotel with its pristine indoor pool and soothing hot tub, perfect for all-weather relaxation.

AED 546 total

includes taxes & fees

26 May - 27 May

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Danbury

Seasonal splash paradise with a refreshing outdoor pool and fitness center creates an invigorating summer escape in Danbury.

AED 570 total

includes taxes & fees

25 May - 26 May

Ethan Allen Hotel

Danbury

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

AED 451 total

includes taxes & fees

25 May - 26 May

Comfort Inn & Suites Danbury-Bethel

Danbury

Splash into sunny leisure at this hotel's seasonal outdoor pool, perfect for summer refreshment in Danbury.

AED 405 total

includes taxes & fees

7 Jun - 8 Jun

Hilton Garden Inn Milford

Milford

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

AED 499 total

includes taxes & fees

10 May - 11 May

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Choose what matters most at hotels with a pool in Fairfield

Breakfast included

Hot tub

Top Fairfield Hotel Reviews

Hyatt Place Milford / New Haven

8/10 Good

"Nice place to stay"

La Quinta Inn & Suites by Wyndham New Haven

6/10 Okay

"It was advertised as waterfront view. I could see the water but the interstate 95 was in the way. Also the entire area smelled like Marajuana. There were two dispensaries right next door to the hotel. Also the area seemed a little sketchy. Many people hanging out in the lobby and surrounding areas. I don’t think that they were guests but one never knows. The room was clean. Staff were extremely helpful. We just stayed one night and that’s probably as much as I would ever stay if in a pinch."

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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 2 restaurants, an indoor pool, and complimentary wireless internet access. Best Western Plus Fairfield Hotel: Features continental, an indoor pool, and complimentary wireless internet access. DUNE Fairfield Beach: Provides complimentary wired internet access, an indoor 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 like Penfield Beach and Fairfield Theater Company. Discover sights such as Fairfield Beach, Jennings Beach, and South Pine Creek 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.

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