Book the Best Hotels with POOL in Old Greenwich in 2026

Q: What are some hotels with pools in Old Greenwich?

Hyatt Regency Greenwich : Features 2 restaurants, an indoor pool, and complimentary wireless internet access. Hampton Inn White Plains/Tarrytown : Hotel located near Westchester County Center. Provides complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. Sonesta White Plains Downtown : Features a seasonal outdoor pool, an indoor pool, and a sauna. Inn at Jericho : Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. La Quinta Inn & Suites by Wyndham Stamford / New York City : Hotel located near Roosevelt Field Mall. Offers a snack bar/deli, an indoor pool, and buffet.

A calm lake with reflections of trees and a stone structure on the right.

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Our top choices for Old Greenwich hotels with a pool

Tarrytown House Estate

Tarrytown

Soak up sunshine or swim indoors at this peaceful Hudson River estate with seasonal pool options.

CA $252 total

includes taxes & fees

Aug 2 - Aug 3

Residence Inn by Marriott Melville

Melville

Dive into year-round aquatic bliss at this hotel's indoor swimming pool, perfect for refreshing plunges regardless of season.

CA $348 total

includes taxes & fees

Jul 19 - Jul 20

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.

CA $235 total

includes taxes & fees

Aug 2 - Aug 3

Hyatt Regency Greenwich

Old Greenwich

Dive into year-round swimming bliss at this Greenwich hotel's serene indoor pool retreat.

CA $349 total

includes taxes & fees

Jul 26 - Jul 27

Delamar Westport

Westport

CA $497 total

includes taxes & fees

Jul 5 - Jul 6

Chalet Inn & Suites Centerport

Centerport

Relax at this seasonal poolside retreat where summer memories flow in picturesque Centerport.

CA $249 total

includes taxes & fees

Jul 26 - Jul 27

Indoor pool, open 9:00 AM to 11:00 AM, sun loungers

Sleepy Hollow Hotel, a Dolce by Wyndham

Tarrytown

Slip into serenity at this tranquil indoor pool retreat with sun loungers for post-adventure relaxation.

CA $244 total

includes taxes & fees

Jul 5 - Jul 6

Hilton Garden Inn Norwalk

Cranbury

Float in a year-round indoor oasis with lap lanes and lounge space at this serene hotel.

CA $226 total

includes taxes & fees

Jul 19 - Jul 20

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Choose what matters most at hotels with a pool in Old Greenwich

Breakfast included

4 stars

Top Old Greenwich Hotel Reviews

Hampton Inn White Plains/Tarrytown

8/10 Good

"Excellent breakfast choices"

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

8/10 Good

"You get what you pay for - if you're just looking for a clean place to stay, they've got it covered for a good value (although they are currently undergoing a lot of renovations, so the common areas are a bit messier than the rooms). Not particularly convenient to anything, but parking is pretty cheap compared to other areas of Stamford. The team was very cheerful and helpful throughout check-in and our stay."

The Circle Hotel Fairfield

10/10 Excellent

"The room itself was almost pristine, it was so clean. The property is also quite nice, very quaint. I appreciate the free Continental breakfast in the morning and the staff was very nice as well. Make sure that you ask about amenities when you check in. I paid $40 to go to the beach, because I didn’t know that the hotel had free passes you could borrow for the day. I wasn’t advised that when I checked in, but I overheard someone else telling another guest about it. They also offer towels for the pool, which I wasn’t made aware of either. But otherwise, everything was very nice and I would stay there again."

Frequently asked questions

What are some hotels with pools in Old Greenwich?

Hyatt Regency Greenwich: Features 2 restaurants, an indoor pool, and complimentary wireless internet access. Hampton Inn White Plains/Tarrytown: Hotel located near Westchester County Center. Provides complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. Sonesta White Plains Downtown: Features a seasonal outdoor pool, an indoor pool, and a sauna. Inn at Jericho: Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. La Quinta Inn & Suites by Wyndham Stamford / New York City: Hotel located near Roosevelt Field Mall. Offers a snack bar/deli, an indoor pool, and buffet.

What is there to see and do in Old Greenwich?

Spend some time experiencing the great outdoors at Greenwich Point Park. Discover sights such as Rosa Hartman Park, Commerce Park, and Dundee Woods during your stay. Travelers love Old Greenwich for its array of dining options.

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

You may want to consider an accommodation that offers an outdoor pool if you will be visiting Old Greenwich in the hottest months of July, August, or June when the average temperature is 72°F. Lodging with an indoor pool may be what you want if you visit during the coldest months of January, February, or March when the average temp is 36°F.

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