Pittsfield Hotel Guide - Hotels with Pool in Pittsfield, Vermont

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Pittsfield Hotels with Pool

Our top choices for Pittsfield hotels with a pool

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,005 reviews)
  • cleanliness
    Splash into bliss with an indoor pool, hot tub, and children's splash area amid scenic views.
The price is €169
includes taxes & fees
30 Apr - 1 May
On The River Inn

The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
3.5 star property
Chittenden
9.0 out of 10, Wonderful, (117 reviews)
  • cleanliness
    Lakeside resort oasis offers pool lounging with mountain vistas, after thrilling ski adventures.
The price is €136
includes taxes & fees
21 Apr - 22 Apr
The Mountain Top Inn & Resort

Resort condo with mountain views, full kitchen, and free WiFi

Resort condo with mountain views, full kitchen, and free WiFi
Killington
8.8 out of 10, Excellent, (46 reviews)
The price is €290
includes taxes & fees
20 Apr - 21 Apr
Resort condo with mountain views, full kitchen, and free WiFi

Deluxe One bedroom Queen Suite on the 2nd floor with outdoor heated pool 209

Deluxe One bedroom Queen Suite on the 2nd floor with outdoor heated pool 209
Killington
8.8 out of 10, Excellent, (14 reviews)
The price is €137
includes taxes & fees
10 May - 11 May
Deluxe One bedroom Queen Suite on the 2nd floor with outdoor heated pool 209

The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (1,007 reviews)
  • cleanliness
    Splash into alpine bliss at this mountain inn's heated outdoor pool with scenic resort views.
The price is €131
includes taxes & fees
7 May - 8 May
The Mountain Inn at Killington

Comfortable mountain gem with pool, mountain views, & indoor parking space

Comfortable mountain gem with pool, mountain views, & indoor parking space
Killington
8.4 out of 10, Very good, (36 reviews)
The price is €237
includes taxes & fees
17 Apr - 18 Apr
Comfortable mountain gem with pool, mountain views, & indoor parking space

Deluxe one bedroom suite located on 2nd floor with outdoor heated pool 21517

Deluxe one bedroom suite located on 2nd floor with outdoor heated pool 21517
Killington
9.0 out of 10, Wonderful, (6 reviews)
The price is €149
includes taxes & fees
2 May - 3 May
Deluxe one bedroom suite located on 2nd floor with outdoor heated pool 21517

116 Two Double bed Standard Hotel room

116 Two Double bed Standard Hotel room
Killington
8.8 out of 10, Excellent, (12 reviews)
The price is €115
includes taxes & fees
1 May - 2 May
116 Two Double bed Standard Hotel room

Two Queen Bed Standard Hotel Room w/outdoor heated pool 204

Two Queen Bed Standard Hotel Room w/outdoor heated pool 204
Killington
8.6 out of 10, Excellent, (20 reviews)
The price is €115
includes taxes & fees
1 May - 2 May
Two Queen Bed Standard Hotel Room w/outdoor heated pool 204

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
9.0 out of 10, Wonderful, (15 reviews)
  • cleanliness
    Mountain relaxation awaits with indoor pool, hot tub, outdoor adventures, and slope-side access.
The price is €211
includes taxes & fees
17 Apr - 18 Apr
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.

Choose what matters most at hotels with a pool in Pittsfield

Top Pittsfield Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Pittsfield?
Killington area home - 4-seasons, hot tub and A/C: Features a seasonal outdoor pool, an indoor pool and 4 restaurants. Killington Mountain Lodge, Tapestry Collection by Hilton: Offers continental, an indoor pool and free self parking. Woodstock Inn & Resort: Hotel located near Killington Resort. Offers daily, an outdoor pool and free self parking. Comfort Inn Rutland - Killington: Provides buffet, a seasonal outdoor pool and free self parking. My Place Hotel-Randolph VT: Hotel located near Killington Resort. Offers 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 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.