Find Hotels with a Pool in Pittsfield, VT

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Check availability on Pittsfield Hotels with a Pool

Top 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
  • Outdoor pool
9.2 out of 10, Wonderful, (938)
Splash into the heated outdoor pool after conquering nearby slopes, accessible via complimentary shuttle service. Mountain bikers appreciate secure bicycle storage, while evening relaxation continues at fire pits and the on-site restaurant serving delicious dinner options.
The price is ￥20,747
￥23,963 total
includes taxes & fees
Nov 16 - Nov 17
The Mountain Inn at Killington
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
  • Indoor pool
  • Pool loungers
  • Hot tub
9.4 out of 10, Exceptional, (1004)
Splashing into aquatic bliss, families discover indoor swimming options including a dedicated children's pool at this nature-surrounded hotel. After skiing nearby slopes or hiking local trails, guests unwind in the sauna or hot tub before dining at 506 Bistro.
The price is ￥36,666
￥46,006 total
includes taxes & fees
Nov 14 - Nov 15
On The River Inn
Outdoor pool, a heated pool, open 10:00 AM to 10:00 PM, pool umbrellas
North Star Lodge and Resort

North Star Lodge and Resort

2.0 star property
Killington
  • Outdoor pool
  • Pool loungers
8.6 out of 10, Excellent, (1000)
Plunge into the year-round heated outdoor pool after exhilarating days on Killington's slopes. This mountain retreat boasts a sauna, fitness center, and game room, all wrapped in a peaceful atmosphere with friendly staff and clean, comfortable rooms.
North Star Lodge and Resort
Indoor pool
Hampton Inn Rutland

Hampton Inn Rutland

2.5 star property
Rutland
  • Indoor pool
9.0 out of 10, Wonderful, (960)
Splash into the indoor swimming pool at this Vermont retreat, open from early morning until evening. Nearby recreational options include cross-country skiing, snowboarding, and miniature golf, with comfortable rooms waiting after outdoor adventures.
The price is ￥19,679
￥21,646 total
includes taxes & fees
Nov 24 - Nov 25
Hampton Inn Rutland
Exterior
Killington Bill Condo w/ Kitchenette Sleeps 4

Killington Bill Condo w/ Kitchenette Sleeps 4

Killington
  • Pool
  • Kitchen
  • Free WiFi
  • Air conditioning
  • Laundry
  • Parking available
9.4 out of 10, Exceptional, (13)
The price is ￥12,253
￥43,422 total
includes taxes & fees
Nov 14 - Nov 15
Killington Bill Condo w/ Kitchenette Sleeps 4
Exterior
1BR/1BA Condo at Mountain Green Resort Killington 2D9

1BR/1BA Condo at Mountain Green Resort Killington 2D9

Killington
  • Indoor pool
  • Hot tub
9.6 out of 10, Exceptional, (4)
The price is ￥14,295
￥53,687 total
includes taxes & fees
Nov 14 - Nov 15
1BR/1BA Condo at Mountain Green Resort Killington 2D9
Interior entrance
Greenbrier Inn

Greenbrier Inn

2.0 star property
Killington
  • Outdoor pool
  • Pool loungers
9.4 out of 10, Exceptional, (640)
Pool loungers frame the refreshing outdoor swimming area, offering serene relaxation after exploring mountain trails. This ski-friendly hotel balances adventure with comfort, featuring generous continental breakfast, spacious rooms, and garden views.
Greenbrier Inn
Condo, 2 Bedrooms | Pool | Indoor pool, a heated pool
The Woods by Killington Vacation Rentals - 2 Bedrooms

The Woods by Killington Vacation Rentals - 2 Bedrooms

3.0 star property
The Woods
  • Indoor pool
  • Hot tub
10.0 out of 10, Exceptional, (2)
Splash into comfort at the heated indoor pool, perfect for unwinding after skiing at Killington Resort. Cross-country trails, tennis courts, and a rejuvenating sauna create a complete mountain retreat experience for active travelers.
The price is ￥29,242
￥95,968 total
includes taxes & fees
Nov 14 - Nov 15
The Woods by Killington Vacation Rentals - 2 Bedrooms
Indoor pool
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 star property
Rutland
  • Indoor pool
  • Hot tub
8.0 out of 10, Very Good, (1002)
Mountain adventures await by day while the pristine indoor pool and soothing hot tub offer perfect evening relaxation. Friendly staff ensure a comfortable stay complete with continental breakfast before guests head to nearby ski resorts and hiking trails.
The price is ￥18,016
￥19,817 total
includes taxes & fees
Dec 10 - Dec 11
Comfort Inn Rutland - Killington
TV, DVD player, books
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

Killington
  • Indoor pool
  • Hot tub
9.4 out of 10, Exceptional, (9)
Poolside relaxation awaits with an indoor swimming oasis and rejuvenating hot tub. After exploring nearby hiking trails or hitting the slopes, guests can unwind in the sauna or maintain fitness routines at the on-site gym.
The price is ￥12,377
￥41,011 total
includes taxes & fees
Nov 16 - Nov 17
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
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 Pittsfield Hotel Reviews

On The River Inn

On The River Inn

10/10 Excellent
"Staff were fantastic "
Laurie 2-night trip
Posted 7 days ago
On The River Inn

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Frequently asked questions

What are some accommodations with pools in Pittsfield?
Killington Mountain Lodge, Tapestry Collection by Hilton: Provides continental, an indoor pool, and free self parking. Comfort Inn Rutland - Killington: Features a seasonal outdoor pool, an indoor pool, and 4 restaurants. Woodstock Inn & Resort: Hotel, 1-minute walk from Killington Resort. Features daily, an outdoor pool, and free self parking. The Shire Woodstock: Offers a sauna, an indoor pool, and daily. The Mountain Inn at Killington: Hotel located near Killington Resort. Features a sauna, an outdoor pool, and free self parking.
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.