The Best Hotels with a Pool in Stamford, VT from ₩156,603 in 2026

Q: What are some accommodations with pools in Stamford?

Vacation Village in the Berkshires : Features complimentary wireless internet access, a pool, and kitchens. Grand Summit Resort, A Vail Resorts Property : Condo, 14-minute walk from Jiminy Peak Mountain Resort. Offers 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 : Features daily, a seasonal outdoor pool, and free self parking. The Williams Inn : Hotel, 5-minute walk from Massachusetts Museum of Contemporary Art. Provides a sauna, an outdoor pool, and continental.

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Our top choices for Stamford hotels with a pool

Hampton Inn Bennington

Bennington

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

₩290,860 total

includes taxes & fees

Jul 19 - Jul 20

Cozy Corner Motel

Williamstown

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

₩159,152 total

includes taxes & fees

Jul 21 - Jul 22

Willows Motel Williamstown

Williamstown

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

₩156,603 total

includes taxes & fees

Jul 26 - Jul 27

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.

₩231,454 total

includes taxes & fees

Jul 19 - Jul 20

Hotel Downstreet, an Ascend Collection Hotel

North Adams

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

₩286,391 total

includes taxes & fees

Jul 19 - Jul 20

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.

₩209,614 total

includes taxes & fees

Aug 9 - Aug 10

Indoor pool, outdoor pool, pool umbrellas

Vacation Village in the Berkshires

Williamstown

Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.

₩259,794 total

includes taxes & fees

Jul 19 - Jul 20

The Springs Motel

New Ashford

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

₩272,286 total

includes taxes & fees

Jul 22 - Jul 23

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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

10/10 Excellent

"Location is beautiful with scenic views. Families love the large pool and sand volleyball court. BBQ grills were in use daily. And the cooler evening lent itself to a lovely firepit. My stay was brief, but this looked like a great place for family reuinions."

Willows Motel Williamstown

10/10 Excellent

"The manager/owner was really the kindest person I’ve had the pleasure meeting. He went out of his way to make us feel at home. The breakfast spread from the fresh fruit, Panera Bread Products, to the almond Milk was down home style, and simply Nice! Please keep in mind, this isn’t the Taj Mahal, it’s a little town motel, with great trails, and nature all around you. It is certainly dated, but very clean, and the price is right. Hope you enjoy as much as we did. Oh, almost forgot, we were aloud to check out an hour later than advertised."

Jiminy Peak Mountain Resort

10/10 Excellent

"Everything about our stay was wonderful We made a last-minute decision just to go up for a night and we were able to use several amenities like the chairlift ride for sightseeing. The pool a few times which was at a very comfortable temperature just to get in and relax We were able to use their locker room to take showers before we left to go home on our trip The room was very clean. The bed was comfortable plenty of pillows to choose from. Every staff member we encountered were very accommodating and friendly"