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Top Pittsfield Hotels with Wifi
The Getaway 4 Bedroom Home
Pittsfield
The price is 11.421.091 ₫
25.794.286 ₫ total
includes taxes & fees
8 Dec - 9 Dec
Comfort Inn Rutland - Killington
Rutland
8.0 out of 10, Very good, (1002)
"Clean, great steak house by the hotel"
Caridad
The price is 3.071.136 ₫
3.378.249 ₫ total
includes taxes & fees
10 Dec - 11 Dec
Sleep Woodstock Motel
Woodstock
9.6 out of 10, Exceptional, (547)
"Clean, friendly, easy check in, welcoming accommodations. Can’t wait to come back"
David
The price is 2.041.115 ₫
4.328.536 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Courtyard Middlebury
Middlebury
8.8 out of 10, Excellent, (543)
"Great hotel, fairly centered , great staff!"
Angelo
The price is 3.059.036 ₫
3.364.941 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
My Place Hotel-Randolph VT
Randolph Center
9.4 out of 10, Exceptional, (339)
"Awesome staff and great room with Kitchenette"
Mary
The price is 2.627.343 ₫
2.863.804 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn Rutland
Rutland
9.0 out of 10, Wonderful, (966)
"Very clean, good location, and super helpful staff!"
Sheryl
The price is 3.776.614 ₫
4.154.276 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Killington Mountain Lodge, Tapestry Collection by Hilton
Killington
7.4 out of 10, Good, (1000)
"It’s a small beautiful cabin like/feel hotel and they have everything you need and most esp a quick drive to Killington resort
Their food is also very good and well prepared. "
Cynthia
The price is 3.870.735 ₫
4.257.808 ₫ total
includes taxes & fees
10 Dec - 11 Dec
On The River Inn
West Woodstock
9.4 out of 10, Exceptional, (1000)
"This place was charming!! Enjoyed everything about it and so much to do right there in the inn."
Ross
The price is 6.250.401 ₫
7.842.539 ₫ total
includes taxes & fees
6 Dec - 7 Dec
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.