TOP Hotels with Pool in Weston, CT for 2026

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

Hyatt Regency Greenwich : Features 2 restaurants, an indoor pool and complimentary wireless Internet access. EVEN Hotel Norwalk by IHG : Features a snack bar/deli, a seasonal outdoor pool and free self parking. La Quinta Inn & Suites by Wyndham Stamford / New York City : Offers a seasonal outdoor pool, an indoor pool and 2 restaurants. Ethan Allen Hotel : Features complimentary high-speed (wired) Internet access, an indoor pool and free self parking. Trumbull Marriott Shelton : Offers full, a pool and free self parking.

Clouds reflected in the Aspetuck Resevoir, Fairfield County, Connecticut.

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Our top choices for Weston hotels with a pool

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.

฿4,095 total

includes taxes & fees

2 Jul - 3 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.

฿5,235 total

includes taxes & fees

13 Jul - 14 Jul

Comfort Inn & Suites Danbury-Bethel

Danbury

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

฿4,407 total

includes taxes & fees

19 Jul - 20 Jul

Ethan Allen Hotel

Danbury

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

฿4,442 total

includes taxes & fees

28 Jun - 29 Jun

Heidi's Inn

Brewster

Refreshing pool escape surrounds this garden hotel with tranquil loungers and shady cabanas.

฿5,274 total

includes taxes & fees

6 Jul - 7 Jul

Hilton Garden Inn Milford

Milford

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

฿4,438 total

includes taxes & fees

5 Jul - 6 Jul

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

Danbury

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

฿5,012 total

includes taxes & fees

5 Jul - 6 Jul

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.

฿5,506 total

includes taxes & fees

1 Jul - 2 Jul

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Choose what matters most at hotels with a pool in Weston

Breakfast included

4 stars

Top Weston Hotel Reviews

The Circle Hotel Fairfield

10/10 Excellent

"Great property close to the historic district."

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."

Frequently asked questions

What are some accommodation options with pools in Weston?

Hyatt Regency Greenwich: Features 2 restaurants, an indoor pool and complimentary wireless Internet access. EVEN Hotel Norwalk by IHG: Features a snack bar/deli, a seasonal outdoor pool and free self parking. La Quinta Inn & Suites by Wyndham Stamford / New York City: Offers a seasonal outdoor pool, an indoor pool and 2 restaurants. Ethan Allen Hotel: Features complimentary high-speed (wired) Internet access, an indoor pool and free self parking. Trumbull Marriott Shelton: Offers full, a pool and free self parking.

What is there to see and do in Weston?

Spend some time experiencing the great outdoors at Lucius Pond Ordway / Devil's Den Preserve. Discover sights such as Trout Brook Valley State Park Reserve during your stay.

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

You may want to consider a place to stay that has an outdoor pool if you plan to visit Weston in the hottest months of July, August or June, when the average temperature is 21°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 December, when the average temperature is 1°C.

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