Book the Best Hotels with POOL in Stamford in 2026

Q: What are some accommodations with pools in Stamford?

Vacation Village in the Berkshires : Aparthotel, 14-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool, and free self parking. Hotel Downstreet, an Ascend Collection Hotel : Hotel, 6-minute walk from Massachusetts Museum of Contemporary Art. Offers daily, an indoor pool, and free self parking. Hotel Vervana, Trademark Collection by Wyndham : Hotel, 1-minute walk from Green Mountain National Forest. Provides daily, a seasonal outdoor pool, and free self parking. The Williams Inn : Hotel, 1-minute walk from Jiminy Peak Mountain Resort. Features 2 hot tubs, an outdoor pool, and 2 outdoor tennis courts. Grand Summit Resort, A Vail Resorts Property : Provides free self parking and an outdoor pool.

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Our top choices for Stamford hotels with a pool

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1. Hotel Downstreet, an Ascend Collection Hotel

North Adams

Poolside bliss awaits with mountain views in this rejuvenating indoor pool and hot tub retreat.

CA $251 total

includes taxes & fees

Aug 23 - Aug 24

2. Cozy Corner Motel

Williamstown

Pool paradise awaits with a lazy river and mountain views at this tranquil family-friendly retreat.

CA $155 total

includes taxes & fees

Aug 5 - Aug 6

3. Willows Motel Williamstown

Williamstown

Escape to a poolside oasis with a swim-up bar and the freedom to float from dawn to dusk.

CA $162 total

includes taxes & fees

Aug 9 - Aug 10

Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, sun loungers

4. Maple Terrace Motel

Williamstown

Dive into a heated pool oasis where crystal clear waters beckon at this tranquil Williamstown retreat.

CA $217 total

includes taxes & fees

Aug 13 - Aug 14

Seasonal outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas

5. Hotel Vervana, Trademark Collection by Wyndham

Bennington

Soak up summer relaxation at this downtown hotel with a seasonal outdoor pool paradise.

CA $149 total

includes taxes & fees

Aug 11 - Aug 12

6. The Porches Inn at Mass MoCA

North Adams

Float peacefully day or night at this 24-hour outdoor pool and hot tub sanctuary.

CA $396 total

includes taxes & fees

Aug 26 - Aug 27

7. Knotty Pine

Bennington

CA $166 total

includes taxes & fees

Aug 10 - Aug 11

8. Hampton Inn Bennington

Bennington

Dive into year-round aquatic bliss at this Bennington retreat with an immaculate indoor pool and thoughtful amenities.

CA $289 total

includes taxes & fees

Aug 9 - Aug 10

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Choose what matters most at hotels with a pool in Stamford

Breakfast included

4 stars

Top Stamford Hotel Reviews

Vacation Village in the Berkshires

8/10 Good

"While not a top-notch place to stay, for the price it is a good value particularly given that you have more space for less cost than just a good motel room and can do some cooking and meal prep on your own. The check-in is always smooth and the accommodations reasonably comfortable. Setting is very nice, particularly if you get a room/suite that isn't looking onto the parking lot/driveway area. We continue to stay here, even though every stay finds something that wasn't caught in the room clean-up but not really a housekeepers problem - this time it was a failing toaster and a micro-wave that wanted to make a noise all the time."

Jiminy Peak Mountain Resort

10/10 Excellent

"Excellent "get away from it all" vibe on this little mountain resort. The drive and area is wooded and beautiful. The staff is AMAZING! Helpful, friendly, warm and welcoming. The rooms were cute and clean. Maybe a little dated and worn, but for the price they are perfect!! The pool was a bit small, but not crowded and deep. We also really enjoyed the walking trails, tennis court and pickle ball court. The adventure park was excellent for active kids. The ski lift ride was great and the alpine slide and mountain coaster is great for the whole family regardless of age!"

Willows Motel Williamstown

10/10 Excellent

"I had another relaxing stay at the Willows. It’s a family-run place and they are very friendly and welcoming. They have a great breakfast in the morning with lots of fruit, yogurt and bagels. The rooms aren’t fancy but beds are very comfortable and everything is thoroughly cleaned. Rooms are air conditioned. I will stay again."

Frequently asked questions

What are some accommodations with pools in Stamford?

Vacation Village in the Berkshires: Aparthotel, 14-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool, and free self parking. Hotel Downstreet, an Ascend Collection Hotel: Hotel, 6-minute walk from Massachusetts Museum of Contemporary Art. Offers daily, an indoor pool, and free self parking. Hotel Vervana, Trademark Collection by Wyndham: Hotel, 1-minute walk from Green Mountain National Forest. Provides daily, a seasonal outdoor pool, and free self parking. The Williams Inn: Hotel, 1-minute walk from Jiminy Peak Mountain Resort. Features 2 hot tubs, an outdoor pool, and 2 outdoor tennis courts. Grand Summit Resort, A Vail Resorts Property: Provides free self parking and an outdoor pool.

What is there to see and do in Stamford?

The picturesque setting of Green Mountain National Forest showcases the area's natural beauty. Discover sights such as Clarksburg State Park and Stamford Town Hall during your stay.

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

Taking into account the local weather in Stamford can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Stamford are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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