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

Pittsfield Hotels with Swimming Pool

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Check availability on Pittsfield Hotels with Swimming Pools

Our top choices for Pittsfield hotels with a pool

A pool area with a wooden building, outdoor seating, and umbrellas.

1. The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
3.5 star property
Chittenden
9.0 out of 10, Wonderful, (132 reviews)
  • cleanliness
    Lakeside resort oasis offers pool lounging with mountain vistas, after thrilling ski adventures.
The price is RM903
RM984 total
includes taxes & fees
17 Nov - 18 Nov
The Mountain Top Inn & Resort
A multi-story building with a pool and a covered patio area.

2. North Star Lodge and Resort

North Star Lodge and Resort
2.0 star property
Killington
8.6 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Refreshing heated outdoor pool at Killington resort with sauna and fitness centre complements ski adventures.
The price is RM482
RM530 total
includes taxes & fees
22 Nov - 23 Nov
North Star Lodge and Resort
A swimming pool surrounded by snow, with a building in the background.

3. 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 RM547
RM632 total
includes taxes & fees
15 Nov - 16 Nov
The Mountain Inn at Killington
A spacious indoor area with a large dining table, several chairs, and a sofa. There is a glass door leading outside, and the room has a wooden ceiling structure.

4. Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington
2.5 star property
Rutland
8.8 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Outdoor pool oasis for summer stays near slopes, with year-round adventures waiting just outside your door.
The price is RM657
RM723 total
includes taxes & fees
2 Dec - 3 Dec
Best Western Inn & Suites Rutland-Killington
A swimming pool with lounge chairs and umbrellas, surrounded by a white fence and tall trees.

5. The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The price is RM929
RM1,921 total
includes taxes & fees
22 Nov - 23 Nov
The Suites at Killington Center
A large house with a swimming pool, a fenced yard, and a well-lit entrance.

6. Brandon Inn

Brandon Inn
3.0 star property
Brandon
8.8 out of 10, Excellent, (740 reviews)
  • cleanliness
    Dive into a refreshing outdoor pool retreat at this historic hotel with loungers for sun-soaked relaxation.
The price is RM549
RM604 total
includes taxes & fees
17 Nov - 18 Nov
Brandon Inn
An indoor swimming pool with a wooden ceiling, large windows, and lounge chairs.

7. Hampton Inn Rutland

Hampton Inn Rutland
2.5 star property
Rutland
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Splash into family fun with an indoor pool sanctuary at this hotel where winter adventures meet waterside bliss.
The price is RM563
RM619 total
includes taxes & fees
13 Dec - 14 Dec
Hampton Inn Rutland
An indoor swimming pool with clear blue water, surrounded by white tiles and blue pillars.

8. Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington
2.5 star property
Rutland
8.0 out of 10, Very good, (1,000 reviews)
  • cleanliness
    Soak in pure relaxation at this mountain getaway, where the indoor pool beckons after exhilarating ski adventures nearby.
The price is RM482
RM530 total
includes taxes & fees
6 Dec - 7 Dec
Comfort Inn Rutland - Killington
A large indoor swimming pool with clear blue tiles, sunlit by large windows, and equipped with lounge chairs and a ceiling fan.

9. On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Splash into bliss with an indoor pool, hot tub, and children's splash area amid scenic views.
The price is RM532
RM667 total
includes taxes & fees
6 Dec - 7 Dec
On The River Inn
A swimming pool at dusk with surrounding lounge chairs and a covered area with lights.

10. Emrose Luxury Cabins

Emrose Luxury Cabins
2.0 star property
Brandon
8.8 out of 10, Excellent, (210 reviews)
  • cleanliness
    Soak in Vermont's magic with eight bubbling hot tubs amid natural splendour at Emrose.
The price is RM662
RM748 total
includes taxes & fees
30 Nov - 1 Dec
Emrose Luxury Cabins
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

The Mountain Inn at Killington

The Mountain Inn at Killington

10/10 Excellent
"The staff was enthusiastic to help with anything you ask for. It was relaxing for what we were looking for. The room was very clean too."
Amy 3-night trip
Posted 2 days ago
The Mountain Inn at Killington

Frequently asked questions

What are some accommodation options with pools in Pittsfield?
The Mountain Inn at Killington: Hotel, 1-minute walk from Killington Resort. Offers daily, an outdoor pool and free self parking. Woodstock Inn & Resort: Provides a seasonal outdoor pool, an indoor pool and 4 restaurants. Killington Mountain Lodge, Tapestry Collection by Hilton: Features 8 hot tubs, a seasonal outdoor pool and a sauna. The Jackson: Features a children's pool, an indoor pool and a sauna. Emrose Luxury Cabins: Offers 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 Pittsfield Town Hall and Roger Clark Memorial Central Library during your stay.
When is the best time to book a hotel with a pool in Pittsfield?
Taking the local weather in Pittsfield into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -5°C. The snowiest months in Pittsfield are January, March, February and December, with each month seeing an average of 26 cm of snowfall.

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