Book the Best Hotels with POOL in Stamford in 2026

Q: What are some accommodations with pools in Stamford?

Vacation Village in the Berkshires : Condo, 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. The Williams Inn : Hotel, 5-minute walk from Massachusetts Museum of Contemporary Art. Features a sauna, an outdoor pool, and continental. The Porches Inn at Mass MoCA : Resort, 3-minute walk from Mount Snow. Offers a full-service spa, an outdoor pool, and 2 hot tubs. Grand Summit Resort, A Vail Resorts Property : Features daily, a seasonal outdoor pool, and free self parking.

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Our top choices for Stamford hotels with a pool

Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas

Hideaway Inn Mt. Snow

West Dover

CA $135 total

includes taxes & fees

Jul 5 - Jul 6

Cozy Corner Motel

Williamstown

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

CA $139 total

includes taxes & fees

Jun 22 - Jun 23

Hampton Inn Bennington

Bennington

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

CA $213 total

includes taxes & fees

Jul 5 - Jul 6

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

Maple Terrace Motel

Williamstown

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

CA $180 total

includes taxes & fees

Jun 23 - Jun 24

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

Hotel Vervana, Trademark Collection by Wyndham

Bennington

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

CA $162 total

includes taxes & fees

Jun 23 - Jun 24

The Inn At Quail Run

Wilmington

Dive into summer luxury at this guesthouse's seasonal pool, complete with sauna and nearby bay views for a refreshing retreat.

CA $346 total

includes taxes & fees

Jun 16 - Jun 17

Willows Motel Williamstown

Williamstown

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

CA $129 total

includes taxes & fees

Jun 30 - Jul 1

The Springs Motel

New Ashford

Refreshing mountain retreat boasts a sparkling seasonal pool surrounded by lounging areas and firepits.

CA $186 total

includes taxes & fees

Jun 16 - Jun 17

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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

"I enjoy staying here . The front desk staff was very friendly . I like the hours of outdoor and indoor pool . My only complaints is the rooms are very very outdated and had to go to front desk every day because keys didnt work ."

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"This is a wonderful modern hotel in a very center of North Adams. A view from 7th floor is picturesque. It is very clean. The room is spacious; the beds are comfortable. The pool looks good, although we didn't try that. There are a coupe of nice art exhibitions on the first floor. The coffee is good, the breakfast pastries and fruits are nice, but these are all it is for breakfast. And the road to Greylock mountain starts in 2 minutes drive from the hotel. We loved it!"

Hotel Vervana, Trademark Collection by Wyndham

8/10 Good

"The rooms are large and clean. The beds were comfortable. The AC was very noisy in our room. They try hard with breakfast. They have real scrambled eggs and homemade biscuits. However, they seems to still be figuring stuff out. Some days there are bottles of water, some days there are none at the breakfast. I would welcome a little more fruit and maybe some not-sugary cereal at breakfast. How about an electric hot water kettle so we don't have to drink coffee-tasting tea out of the Keurig? I wish they would try to be more ecological (and it would also be more pleasant). How about real ceramic cups, plates, and flatware in the breakfast area? They did have filtered water in the breakfast area, but it tasted "off." Maybe time to change the filter? We enjoyed the sauna in our room. Bennington is a fun little area with hiking trails, lakes to swim in, and some nice restaurants. The folks at the front desk were very friendly and helpful!"

Howard Johnson by Wyndham Williamstown

10/10 Excellent

"The staff at this Hotel were very helpful & the facility was well maintained; access to eating facilities and shops is very convenient & close. Air conditioning was very good. The view from the room to the mountains surrounding the Hotel is Awesome. Parking is very convenient."

Frequently asked questions

What are some accommodations with pools in Stamford?

Vacation Village in the Berkshires: Condo, 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. The Williams Inn: Hotel, 5-minute walk from Massachusetts Museum of Contemporary Art. Features a sauna, an outdoor pool, and continental. The Porches Inn at Mass MoCA: Resort, 3-minute walk from Mount Snow. Offers a full-service spa, an outdoor pool, and 2 hot tubs. Grand Summit Resort, A Vail Resorts Property: Features daily, a seasonal outdoor pool, and free self parking.

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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Change your mind

Treat yourself

Be picky

Check availability on Stamford Hotels with a Pool

Our top choices for Stamford hotels with a pool

Hideaway Inn Mt. Snow

Cozy Corner Motel

Hampton Inn Bennington

Maple Terrace Motel

Hotel Vervana, Trademark Collection by Wyndham

The Inn At Quail Run

Willows Motel Williamstown

The Springs Motel

Vacation Village in the Berkshires

Grand Summit Resort, A Vail Resorts Property

Choose what matters most at hotels with a pool in Stamford

Top Stamford Hotel Reviews

Vacation Village in the Berkshires

Frequently asked questions

Explore a world of travel with Expedia