Pittsfield Hotels with Pool, Vermont: Pittsfield Hotel Guide

Q: What are some accommodation options with pools in Pittsfield?

Killington area home - 4-seasons, hot tub and A/C : Features continental, an indoor pool and free self parking. Killington Mountain Lodge, Tapestry Collection by Hilton : Offers a seasonal outdoor pool, an indoor pool and 4 restaurants. Comfort Inn Rutland - Killington : Hotel located near Killington Resort. Features daily, an outdoor pool and free self parking. Woodstock Inn & Resort : Features a children's pool, an indoor pool and a sauna. The Mountain Inn at Killington : Offers a snack bar/deli, a seasonal outdoor pool and daily.

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Our top choices for Pittsfield hotels with a pool

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

Killington

includes taxes & fees

2 Jun - 3 Jun

Indoor pool, open 8:00 AM to 10:00 PM, pool loungers

On The River Inn

West Woodstock

Splash into bliss with an indoor pool, hot tub, and children's splash area amid scenic views.

includes taxes & fees

16 Jun - 17 Jun

The Mountain Inn at Killington

Killington

Splash into alpine bliss at this mountain inn's heated outdoor pool with scenic resort views.

includes taxes & fees

8 Jun - 9 Jun

104 Two Queen Bed Standard Hotel Room outdoor heated pool

Killington

includes taxes & fees

2 Jun - 3 Jun

Echo Lake Inn

Plymouth

Outdoor tennis court meets poolside paradise at this charming bed and breakfast retreat.

includes taxes & fees

2 Jun - 3 Jun

Outdoor pool, a heated pool, open 10:00 AM to 10:00 PM, pool umbrellas

North Star Lodge and Resort

Killington

Refreshing heated outdoor pool at Killington resort with sauna and fitness centre complements ski adventures.

includes taxes & fees

3 Jun - 4 Jun

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

Killington

includes taxes & fees

2 Jun - 3 Jun

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

Killington

includes taxes & fees

2 Jun - 3 Jun

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Choose what matters most at hotels with a pool in Pittsfield

Breakfast included

4 stars

Top Pittsfield Hotel Reviews

Hampton Inn Rutland

10/10 Excellent

"Breakfast was plentiful and kitchen area was very clean. Pool and fitness room was clean as well as our room."

Days Inn by Wyndham Rutland/Killington Area

4/10 Poor

"Room was clean but the neighbors we had were screaming and fighting the majority of the night making it to where we got absolutely no sleep. It was awful! Otherwise it was a good room and we were in close distance to the police academy where we were headed the next day."

North Star Lodge and Resort

10/10 Excellent

"Amazing hot pool, great staff, another marvelous stay very close to the mountain and plenty of other activities. Laundry room is clutch (coin operated machines, change available at front desk). The wife had an injury and wasn't able to navigate stairs all that well, the front desk was understanding and were kind enough to move our room to the main floor, requiring no stairs, while the elevator was being worked on. New ownership is busy making some upgrades and maintenance and hopefully the vibes will remain the same as we've loved for years!"