Find Hotels with a Pool in Florida, MA

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Check availability on Florida Hotels with a Pool

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

Hideaway Inn Mt. Snow
2.0 star property
West Dover
8.8 out of 10, Excellent, (29 reviews)
"Great cozy hotel very close to Mount Snow. "
United States
Yuhui
The price is NT$4,272
NT$4,699 total
includes taxes & fees
Jan 26 - Jan 27
Hideaway Inn Mt. Snow
Indoor pool

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (1,001 reviews)
"Staff was very courteous and rooms clean."
United States
Steven
The price is NT$3,098
NT$3,460 total
includes taxes & fees
Jan 24 - Jan 25
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Indoor pool

Hampton Inn Bennington

Hampton Inn Bennington
2.5 star property
Bennington
8.6 out of 10, Excellent, (1,001 reviews)
"Clean rooms, friendly staff, good breakfast, comfy beds."
United States
William
The price is NT$4,121
NT$4,492 total
includes taxes & fees
Feb 1 - Feb 2
Hampton Inn Bennington
Gazebo

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (892 reviews)
"Excellent service and a beautifully decorated property."
United States
Ivana
The price is NT$2,361
NT$2,787 total
includes taxes & fees
Jan 25 - Jan 26
Cozy Corner Motel
Outdoor pool

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,004 reviews)
"Wonderful. Great hosts. Would 100% stay again"
United States
Ben
The price is NT$2,418
NT$2,701 total
includes taxes & fees
Jan 24 - Jan 25
Willows Motel Williamstown
Property grounds

Knotty Pine

Knotty Pine
2.5 star property
Bennington
8.8 out of 10, Excellent, (62 reviews)
"Great property and a great value!"
United States
Keith
The price is NT$3,414
NT$3,721 total
includes taxes & fees
Jan 25 - Jan 26
Knotty Pine
Seasonal outdoor pool

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (90 reviews)
"Great vibe. Comfortable great staff"
United States
Bart
The price is NT$4,015
NT$4,404 total
includes taxes & fees
Jan 25 - Jan 26
The Springs Motel
Outdoor spa tub

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,215 reviews)
"I great place to stay!!"
United Kingdom
Maricel
The price is NT$3,287
NT$4,018 total
includes taxes & fees
Jan 27 - Jan 28
Vacation Village in the Berkshires
Indoor pool, open 6:00 AM to 10 PM, sun loungers

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1,002 reviews)
"Staff was pleasant and helpful, room spacey and all immaculate ."
United States
Barbara
The price is NT$3,973
NT$4,437 total
includes taxes & fees
Feb 10 - Feb 11
Hotel Downstreet, an Ascend Collection Hotel
Exterior

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham
2.5 star property
Bennington
8.2 out of 10, Very Good, (1,002 reviews)
"The warm welcome and awesome customer service shown to us by Richard that was the highlight of our stay. The hotel is centrally located, clean, affordable and roomy. We would definitely stay here again if ever in Bennington."
United States
Carol
The price is NT$4,004
NT$4,364 total
includes taxes & fees
Jan 28 - Jan 29
Hotel Vervana, Trademark Collection by Wyndham
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Florida Hotel Reviews

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Room is great for families. Bit dated but clean and spacious."
Shannon 3-night trip
Posted 2 days ago
Vacation Village in the Berkshires

Frequently asked questions

What are some accommodations with pools in Florida?
Blue Vista Motor Lodge: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Provides a children's pool, an indoor pool, and free self parking. Vacation Village in the Berkshires: Offers a health club, an indoor pool, and complimentary wired internet access. The Williams Inn: Hotel, 10-minute walk from Mount Snow. Features a sauna, a seasonal outdoor pool, and free self parking. Holiday Inn & Suites Pittsfield-Berkshires by IHG: Offers free self parking, an indoor pool, and complimentary wireless internet access. Hideaway Inn Mt. Snow: Provides free self parking and an outdoor pool.
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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