The Best Hotels with a Pool in Fairfield, CT from AED 436 in 2026

Q: What are some accommodations 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 : Features 2 restaurants, an indoor pool, and complimentary wireless internet access. Best Western Plus Fairfield Hotel : Features a snack bar/deli, a seasonal outdoor pool, and free self parking. DUNE Fairfield Beach : Offers a seasonal outdoor pool, an indoor pool, and 2 restaurants. New Haven Hotel : Features complimentary wired internet access, an indoor pool, and free self parking.

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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.

AED 584 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.

AED 452 total

includes taxes & fees

3 Jul - 4 Jul

Ethan Allen Hotel

Danbury

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

AED 429 total

includes taxes & fees

28 Jun - 29 Jun

Comfort Inn & Suites Danbury-Bethel

Danbury

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

AED 504 total

includes taxes & fees

26 Jul - 27 Jul

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 578 total

includes taxes & fees

19 Jul - 20 Jul

Hilton Garden Inn Milford

Milford

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

AED 490 total

includes taxes & fees

5 Jul - 6 Jul

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 623 total

includes taxes & fees

2 Jul - 3 Jul

Holiday Inn Express Stony Brook by IHG

Centereach

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

AED 667 total

includes taxes & fees

1 Jul - 2 Jul

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Choose what matters most at hotels with a pool in Fairfield

Breakfast included

Hot tub

Top Fairfield Hotel Reviews

Best Western Executive Hotel Of New Haven - West Haven

10/10 Excellent

"Everything was good."

Hyatt Regency Greenwich

10/10 Excellent

"We had a wonderful stay at the Hyatt Regency Greenwich. The property is beautifully renovated, exceptionally clean, and very comfortable. Our room was quiet, well-appointed, and made for a relaxing stay. The highlight of our visit was the stunning atrium. It is absolutely gorgeous, impeccably maintained, and creates a unique and inviting atmosphere. Enjoying breakfast while seated in the atrium was a memorable experience and one of our favorite parts of the stay. Breakfast itself was outstanding. Rather than a typical buffet, meals were cooked to order from the menu, and everything we tried was delicious. The service was excellent, and a special thank-you to Carlos, our waiter one morning, who provided truly exceptional hospitality. He is the kind of employee any organization would be fortunate to have. Parking was easy and convenient, and while we did not take advantage of all the hotel’s amenities, it is clear the property offers plenty for guests to enjoy. The staff throughout the hotel were friendly, welcoming, and professional. We have stayed in downtown Stamford on previous visits, but this location is now our preferred choice when we are in the area. Highly recommended."

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Frequently asked questions

What are some accommodations 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: Features 2 restaurants, an indoor pool, and complimentary wireless internet access. Best Western Plus Fairfield Hotel: Features a snack bar/deli, a seasonal outdoor pool, and free self parking. DUNE Fairfield Beach: Offers a seasonal outdoor pool, an indoor pool, and 2 restaurants. New Haven Hotel: Features complimentary wired internet access, an indoor pool, and free self parking.

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 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 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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