A lake surrounded by autumn-colored trees and a rocky shoreline.

Hotels with Swimming Pool in Pittsfield, Vermont

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Check availability on Pittsfield Hotels with Swimming Pool

Next weekend
Jul 10 - Jul 12
In two weeks
Jul 17 - Jul 19

Our top choices for Pittsfield hotels with a pool

Property entrance

The Woodstocker B&B

The Woodstocker B&B
4.0 star property
Woodstock
10.0 out of 10, Exceptional, (51 reviews)
The price is P21,271
P23,398 total
includes taxes & fees
Jul 31 - Aug 1
The Woodstocker B&B
Indoor pool, open 8:00 AM to 10:00 PM, sun loungers

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,001 reviews)
  • cleanliness
    Splash into bliss with an indoor pool, hot tub, and children's splash area amid scenic views.
The price is P13,760
P16,149 total
includes taxes & fees
Jul 19 - Jul 20
On The River Inn
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.4 out of 10, Exceptional, (589 reviews)
  • cleanliness
    Experience year-round aquatic bliss at this alpine retreat with indoor and seasonal outdoor pools.
The price is P36,795
P43,178 total
includes taxes & fees
Jul 28 - Jul 29
Woodstock Inn & Resort
Outdoor pool, a heated pool

The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Splash into alpine bliss at this mountain inn's heated outdoor pool with scenic resort views.
The price is P9,343
P10,792 total
includes taxes & fees
Jul 14 - Jul 15
The Mountain Inn at Killington
Seasonal outdoor pool, sun loungers

The Vermont Inn

The Vermont Inn
3.0 star property
Rutland
9.2 out of 10, Wonderful, (430 reviews)
  • cleanliness
    Seasonal mountain pool retreat provides tranquil relaxation, adventure, and loungers for summer escapes.
The price is P11,963
P13,040 total
includes taxes & fees
Jul 5 - Jul 6
The Vermont Inn
Indoor pool

Hampton Inn Rutland

Hampton Inn Rutland
2.5 star property
Rutland
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Splash into family fun with an indoor pool sanctuary at this hotel where winter adventures meet waterside bliss.
The price is P8,986
P9,884 total
includes taxes & fees
Jul 12 - Jul 13
Hampton Inn Rutland
Outdoor pool

Killington Grand Hotel

Killington Grand Hotel
3.5 star property
Base Area
9.0 out of 10, Wonderful, (213 reviews)
  • cleanliness
    Ski slope to steamy soaks: heated outdoor pool and hot tubs deliver mountain views after your slope adventures.
The price is P14,264
P16,732 total
includes taxes & fees
Jul 14 - Jul 15
Killington Grand Hotel
Seasonal outdoor pool, open 6:00 AM to 10:00 PM, pool umbrellas

Emrose Luxury Cabins

Emrose Luxury Cabins
2.0 star property
Brandon
9.0 out of 10, Wonderful, (99 reviews)
  • cleanliness
    Soak in Vermont's magic with eight bubbling hot tubs amid natural splendor at Emrose.
The price is P9,951
P11,245 total
includes taxes & fees
Jul 6 - Jul 7
Emrose Luxury Cabins
Seasonal outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas

The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
3.5 star property
Chittenden
9.0 out of 10, Wonderful, (121 reviews)
  • cleanliness
    Lakeside resort oasis offers pool lounging with mountain vistas, after thrilling ski adventures.
The price is P19,964
P24,774 total
includes taxes & fees
Jul 6 - Jul 7
The Mountain Top Inn & Resort
Exterior

North Star Lodge and Resort

North Star Lodge and Resort
2.0 star property
Killington
8.8 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Refreshing heated outdoor pool at Killington resort with sauna and fitness center complements ski adventures.
The price is P8,446
P9,292 total
includes taxes & fees
Jul 15 - Jul 16
North Star Lodge and Resort
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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Choose what matters most at hotels with a pool in Pittsfield

Breakfast included
4 stars

Top Pittsfield Hotel Reviews

On The River Inn

On The River Inn

8/10 Good
"The property us very nice, family friendly and unique but it did not meet my standard for cleanliness."
Ann 1-night trip
Posted 1 hour ago
On The River Inn

Frequently asked questions

What are some accommodations with pools in Pittsfield?
Killington Mountain Lodge, Tapestry Collection by Hilton: Provides a seasonal outdoor pool, an indoor pool, and 4 restaurants. Woodstock Inn & Resort: Hotel located near Killington Resort. Features daily, an outdoor pool, and free self parking. The Mountain Inn at Killington: Offers a children's pool, an indoor pool, and a sauna. On The River Inn: Provides continental, an indoor pool, and free self parking. My Place Hotel-Randolph VT: Features a snack bar/deli, a seasonal outdoor pool, and daily.
What is there to see and do in Pittsfield?
Surround yourself with nature at Green Mountain National Forest. Discover sights such as Roger Clark Memorial Central Library and Pittsfield Town Hall during your stay.
When is the best time to book a hotel with a pool in Pittsfield?
Taking into account the local weather in Pittsfield 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 63°F, while the coldest months are January and February with an average of 23°F. The snowiest months in Pittsfield are January, March, February, and December, with each month seeing an average of 10 inches of snowfall.

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