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

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Check availability on Pittsfield Hotels with Pool

Our top choices for Pittsfield hotels with a pool

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, (1,010 reviews)
  • cleanliness
    Splash into alpine bliss at this mountain inn's heated outdoor pool with scenic resort views.
The price is Rp2.422.516
Rp2.798.087 total
includes taxes & fees
19 Jul - 20 Jul
The Mountain Inn at Killington
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, (100 reviews)
  • cleanliness
    Soak in Vermont's magic with eight bubbling hot tubs amid natural splendour at Emrose.
The price is Rp2.926.530
Rp3.306.979 total
includes taxes & fees
28 Jul - 29 Jul
Emrose Luxury Cabins
Exterior

North Star Lodge and Resort

North Star Lodge and Resort
2.0 star property
Killington
8.8 out of 10, Excellent, (1,004 reviews)
  • cleanliness
    Refreshing heated outdoor pool at Killington resort with sauna and fitness centre complements ski adventures.
The price is Rp2.235.544
Rp2.459.188 total
includes taxes & fees
23 Jul - 24 Jul
North Star Lodge and Resort
Indoor pool

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area
2.5 star property
Rutland
6.8 out of 10, (1,002 reviews)
  • cleanliness
    Dive into relaxation with a warm indoor pool escape at this cosy ski-friendly hotel.
The price is Rp2.259.931
Rp2.485.924 total
includes taxes & fees
13 Jul - 14 Jul
Days Inn by Wyndham Rutland/Killington Area
Indoor pool

Hampton Inn Rutland

Hampton Inn Rutland
2.5 star property
Rutland
9.0 out of 10, Wonderful, (1,006 reviews)
  • cleanliness
    Splash into family fun with an indoor pool sanctuary at this hotel where winter adventures meet waterside bliss.
The price is Rp2.563.604
Rp2.819.965 total
includes taxes & fees
3 Aug - 4 Aug
Hampton Inn Rutland
Indoor pool

Mountain Green

Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (27 reviews)
  • cleanliness
    Splash into mountain adventures at this condo resort with indoor pool and cosy firepit area.
The price is Rp1.409.973
Rp4.204.546 total
includes taxes & fees
12 Jul - 13 Jul
Mountain Green
Exterior

Brandon Inn

Brandon Inn
3.0 star property
Brandon
8.8 out of 10, Excellent, (652 reviews)
  • cleanliness
    Dive into a refreshing outdoor pool retreat at this historic hotel with loungers for sun-soaked relaxation.
The price is Rp2.724.202
Rp2.996.622 total
includes taxes & fees
13 Jul - 14 Jul
Brandon Inn
Indoor pool

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington
2.5 star property
Rutland
8.2 out of 10, Very good, (1,007 reviews)
  • cleanliness
    Soak in pure relaxation at this mountain getaway, where the indoor pool beckons after exhilarating ski adventures nearby.
The price is Rp2.213.866
Rp2.435.343 total
includes taxes & fees
26 Jul - 27 Jul
Comfort Inn Rutland - Killington
Outdoor pool

Echo Lake Inn

Echo Lake Inn
2.5 star property
Plymouth
8.6 out of 10, Excellent, (100 reviews)
  • cleanliness
    Outdoor tennis court meets poolside paradise at this charming bed and breakfast retreat.
The price is Rp4.163.802
Rp4.538.545 total
includes taxes & fees
13 Jul - 14 Jul
Echo Lake Inn
Lobby

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 Rp2.731.428
Rp3.004.570 total
includes taxes & fees
15 Jul - 16 Jul
Best Western Inn & Suites Rutland-Killington
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
"Awesome staff, comfortable tooms"
Valerie 2-night trip
Posted 7 hours ago
The Mountain Inn at Killington

Frequently asked questions

What are some accommodation options 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: 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 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 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.