Hotels with Swimming Pool in Pittsfield, Vermont

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Check availability on Pittsfield Hotels with Swimming Pool

Top Pittsfield Hotels with Swimming 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, (944)
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 P7,902
P9,127 total
includes taxes & fees
Nov 19 - Nov 20
The Mountain Inn at Killington
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, (1001)
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.
The price is P6,205
P6,825 total
includes taxes & fees
Nov 19 - Nov 20
North Star Lodge and Resort
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, (1005)
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 P13,965
P17,523 total
includes taxes & fees
Nov 22 - Nov 23
On The River Inn
Indoor pool
Hampton Inn Rutland

Hampton Inn Rutland

2.5 star property
Rutland
  • Indoor pool
9.0 out of 10, Wonderful, (962)
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 P7,512
P8,263 total
includes taxes & fees
Nov 25 - Nov 26
Hampton Inn Rutland
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, (1004)
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 P6,862
P7,548 total
includes taxes & fees
Dec 10 - Dec 11
Comfort Inn Rutland - Killington
Lobby
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

2.5 star property
Rutland
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
8.8 out of 10, Excellent, (1000)
Seasonal outdoor pool beckons after days spent hiking nearby trails or skiing Killington slopes. Guests appreciate the tennis court, fitness center, and extensive breakfast buffet, all wrapped in the tranquility of Vermont's mountain setting.
The price is P9,494
P10,443 total
includes taxes & fees
Dec 1 - Dec 2
Best Western Inn & Suites Rutland-Killington
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
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

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

10/10 Excellent
"Newly renovated; clean and yet pet friendly. Waffles and hard boiled eggs for breakfast."
Lawrence 1-night trip
Posted 3 days ago
Days Inn by Wyndham Rutland/Killington Area

Frequently asked questions

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