The Best Hotels with a Pool in Florida, MA from NT$3,105 in 2026

Q: What are some accommodations with pools in Florida?

Blue Vista Motor Lodge : Condo, 14-minute walk from Jiminy Peak Mountain Resort. Offers a children's pool, an indoor pool, and free self parking. Vacation Village in the Berkshires : Hotel, 6-minute walk from Massachusetts Museum of Contemporary Art. Provides daily, an indoor pool, and free self parking. Hotel Downstreet, an Ascend Collection Hotel : Features a health club, an indoor pool, and free valet parking. Hotel On North : Hotel, 5-minute walk from Massachusetts Museum of Contemporary Art. Offers a sauna, an outdoor pool, and continental. The Williams Inn : Resort, 3-minute walk from Mount Snow. Provides a full-service spa, an outdoor pool, and 2 hot tubs.

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Our top choices for Florida hotels with a pool

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

Hideaway Inn Mt. Snow

West Dover

NT$3,105 total

includes taxes & fees

Jun 17 - Jun 18

Cozy Corner Motel

Williamstown

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

NT$3,149 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.

NT$5,361 total

includes taxes & fees

Jun 21 - Jun 22

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.

NT$7,829 total

includes taxes & fees

Jun 16 - Jun 17

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.

NT$4,367 total

includes taxes & fees

Jul 7 - Jul 8

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.

NT$4,063 total

includes taxes & fees

Jun 17 - Jun 18

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.

NT$4,902 total

includes taxes & fees

Jun 22 - Jun 23

The Springs Motel

New Ashford

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

NT$4,255 total

includes taxes & fees

Jun 16 - Jun 17

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Choose what matters most at hotels with a pool in Florida

Breakfast included

4 stars

Top Florida 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!"

Frequently asked questions

What are some accommodations with pools in Florida?

Blue Vista Motor Lodge: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Offers a children's pool, an indoor pool, and free self parking. Vacation Village in the Berkshires: Hotel, 6-minute walk from Massachusetts Museum of Contemporary Art. Provides daily, an indoor pool, and free self parking. Hotel Downstreet, an Ascend Collection Hotel: Features a health club, an indoor pool, and free valet parking. Hotel On North: Hotel, 5-minute walk from Massachusetts Museum of Contemporary Art. Offers a sauna, an outdoor pool, and continental. The Williams Inn: Resort, 3-minute walk from Mount Snow. Provides a full-service spa, an outdoor pool, and 2 hot tubs.

What is there to see and do in Florida?

The picturesque setting of Deerfield River and Green Mountain National Forest showcase the area's natural beauty. Discover sights such as Hoosac Range, Florida Town Hall, and Reed Brook Preserve during your stay.

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

Taking into account the local weather in Florida is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Florida are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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