The Best Hotels with a Pool in Stratford, CT from ￥20,093 in 2026

Q: What are some accommodations with pools in Stratford?

Quality Suites Stratford : Provides buffet, an indoor pool, and free self parking. The Surfside Hotel : Vacation home located near Total Mortgage Arena. Features Smart TVs, a pool, and air conditioning. Homewood Suites by Hilton Stratford : Features full, a pool, and free self parking. Business or Weekend escape : Hotel located near Fairfield University. Offers daily, a seasonal outdoor pool, and free self parking. New Haven Hotel : Offers complimentary wired internet access, an indoor pool, and free self parking.

Sunset looking East from Stratford CT over the sands of lowtide and Long Island Sound

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Our top choices for Stratford hotels with a pool

Homewood Suites by Hilton Stratford

Stratford

Year-round aquatic retreat awaits at this hotel's indoor pool, perfect for leisure and fitness.

￥30,179 total

includes taxes & fees

Jun 21 - Jun 22

Business or Weekend escape

Stratford

￥23,483 total

includes taxes & fees

Jun 18 - Jun 19

Home2 Suites by Hilton East Haven New Haven

The Centre

Splash into relaxation at this East Haven retreat with a refreshing indoor pool escape.

￥26,776 total

includes taxes & fees

Jun 21 - Jun 22

Hampton Inn & Suites By Hilton North Haven

North Haven

￥22,994 total

includes taxes & fees

Jul 7 - Jul 8

Wyndham Southbury

Southbury

Dive into refreshing year-round aquatics at this Southbury hotel, where the indoor pool beckons after a day of exploration.

￥20,093 total

includes taxes & fees

Jul 6 - Jul 7

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.

￥26,527 total

includes taxes & fees

Jun 9 - Jun 10

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.

￥26,981 total

includes taxes & fees

Jul 2 - Jul 3

Hilton Garden Inn Stony Brook

Stony Brook

Splash into relaxation at this spotless indoor pool and hot tub sanctuary near Stony Brook University.

￥28,536 total

includes taxes & fees

Jul 1 - Jul 2

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Choose what matters most at hotels with a pool in Stratford

Breakfast included

Hot tub

Top Stratford Hotel Reviews

The Circle Hotel Fairfield

8/10 Good

"Location is perfect for events at Fairfield University."

Best Western Executive Hotel Of New Haven - West Haven

8/10 Good

"This was my second stay at this property, with the first being at least 5 years ago. The lobby and breakfast area were renovated, although they removed the old omelette station they once had with staff preparing freshly made food! I arrived around 10:30pm, check in was quick, but staff could have been friendlier or more welcoming. I was given room 310, which was right next to the elevator, so I could hear it going up and down all night. At least I was not facing the highway so I didn't hear any outside noise. I had booked my room several months ago so was hoping for a better spot on the floor. The room itself was fine, albeit a bit dated, and hasn't changed from years ago when I last stayed, aside from possibly a new chair and ottoman. The king bed was comfortable, had 4 pillows, although one was quite worn down, and felt as if it held over 1,000 heads. The bathroom was VERY tight and claustrophobic, toilet seat opening was uncomfortably small, and one of the 2 bath towels was so worn, there were small holes forming, and I could nearly see through it! There was also a long black hair on one of the hand towels. The water pressure in shower was decent, but controlling the temperature was so delicate as it would go from hot to cold when barely moving it. Breakfast was great, a highlight, including large donuts and pastries, love the yogurt machine although it was basically empty, wish they had more topping options, bacon was out, eggs were decent, and good coffee!"

Courtyard by Marriott New Haven Orange-Milford

4/10 Poor

"The room smelled musty and/or moldy—it was on the first floor. The smell was bad enough that it bothered us the whole time we were there. The hallway smelled bad too. The staff were having a terrible time using their new computer system. It took over 20min to check in, and that was at 12:45am when we were desperate to get into a room. I heard another guest say the elevator door broke and she couldn’t get her bag off of it. Also the pool was out of commission."

Frequently asked questions

What are some accommodations with pools in Stratford?

Quality Suites Stratford: Provides buffet, an indoor pool, and free self parking. The Surfside Hotel: Vacation home located near Total Mortgage Arena. Features Smart TVs, a pool, and air conditioning. Homewood Suites by Hilton Stratford: Features full, a pool, and free self parking. Business or Weekend escape: Hotel located near Fairfield University. Offers daily, a seasonal outdoor pool, and free self parking. New Haven Hotel: Offers complimentary wired internet access, an indoor pool, and free self parking.

What is there to see and do in Stratford?

Enjoy a stroll along the shore at Short Beach and Lordship Beach. During your stay, check out sights such as Housatonic River, Perry House, and Long Beach. Travelers love Stratford for its array of dining options.

When is the best time to book a hotel with a pool in Stratford?

You may want to consider a place to stay that offers an outdoor pool if you plan to visit Stratford 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 visit during the coldest months of January, February, or March when the average temperature is 36°F.

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