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Check prices for these dates

Next weekend
26 Sep - 28 Sep
In two weeks
3 Oct - 5 Oct
In one month
17 Oct - 19 Oct
In two months
14 Nov - 16 Nov

Chalets in Pittsfield

Dreamy Artist Chalet in Secluded Historic Village
Outdoor dining

Dreamy Artist Chalet in Secluded Historic Village

9.2 out of 10, Wonderful, (10)
"The chalet was cozy and comfortable. I didn’t not expect this level of comfort in the middle of a forest. The drive from the country road did scare me a little bit. "
The price is SAR 741
SAR 1,506 total
includes taxes & fees
16 Sep - 17 Sep
Dreamy Artist Chalet in Secluded Historic Village
Gnome Home Mountain Ski Chalet w/Sauna Killington
Property grounds

Gnome Home Mountain Ski Chalet w/Sauna Killington

10.0 out of 10, Exceptional, (3)
"The Gnome Home was everything we hoped for and more. The hosts are so helpful with communication, especially when a hefty snow storm hit. The home is cozy, clean and very well stocked with everything you need."
The price is SAR 759
SAR 1,809 total
includes taxes & fees
18 Sep - 19 Sep
Gnome Home Mountain Ski Chalet w/Sauna Killington
Mad Meadows 5 Bedroom Chalet by RedAwning
Chalet, 5 Bedrooms | Exterior

Mad Meadows 5 Bedroom Chalet by RedAwning

3.0 star property
The price is SAR 2,232
SAR 5,634 total
includes taxes & fees
30 Sep - 1 Oct
Mad Meadows 5 Bedroom Chalet by RedAwning
BearHaus Central AC, HUGE Hot Tub, Awesome FirePit
Property grounds

BearHaus Central AC, HUGE Hot Tub, Awesome FirePit

9.6 out of 10, Exceptional, (5)
"Great property - excellent hosts. Close to mountain and restaurants"
The price is SAR 1,341
SAR 3,678 total
includes taxes & fees
22 Sep - 23 Sep
BearHaus Central AC, HUGE Hot Tub, Awesome FirePit
Authentic Log Home in Warren. Ski town. Mountain biking. Short walk to lake.
Exterior

Authentic Log Home in Warren. Ski town. Mountain biking. Short walk to lake.

10.0 out of 10, Exceptional, (3)
"The house is amazing. The hosts clearly love it, and it shows in how well it is set up and stocked. Highly recommended."
The price is SAR 1,501
SAR 2,643 total
includes taxes & fees
14 Oct - 15 Oct
Authentic Log Home in Warren. Ski town. Mountain biking. Short walk to lake.
Bigelow Chalet at Killington: 8BR/4.5 BA Pet Friendly Home w/ Hot Tub, Fireplace.
Outdoor spa tub

Bigelow Chalet at Killington: 8BR/4.5 BA Pet Friendly Home w/ Hot Tub, Fireplace.

8.0 out of 10, Very Good, (2)
"Awesome property and very responsive staff! Highly recommended. "
The price is SAR 2,559
SAR 6,007 total
includes taxes & fees
16 Sep - 17 Sep
Bigelow Chalet at Killington: 8BR/4.5 BA Pet Friendly Home w/ Hot Tub, Fireplace.
Scenic Getaway: Unique Large Home with Breathtaking Views of Sugarbush Resort
Exterior

Scenic Getaway: Unique Large Home with Breathtaking Views of Sugarbush Resort

9.6 out of 10, Exceptional, (15)
"Great place with lots of charm & room for all!"
The price is SAR 2,053
SAR 4,589 total
includes taxes & fees
29 Sep - 30 Sep
Scenic Getaway: Unique Large Home with Breathtaking Views of Sugarbush Resort
West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted ski rentals.
Outdoor dining

West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted ski rentals.

2.0 star property
8.0 out of 10, Very Good, (1)
"It was easy to check in and out and there was plenty of parking. There were also ACs in all of the bedrooms but 1. This was important since it was 90 degrees. We only wish the ice machine that was provided worked. The living room furniture, especially the couch, was amazingly comfy. We did a lot of bonding in that space. When we walked in on the first evening, there were some windows open, and there was a furry chicken nugget sitting on the arm of a chair though. The basement had bedrooms in...
West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted ski rentals.
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

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

10/10 Excellent
"The in-room coffee was a bit of a problem as the provided coffee and filter did NOT have instruction's as to how many cups of water should be added to the carafe. However, the in-lobby 24-hr coffee was excellent. The TV could have had better instructions and a printed channel directory next to the remote."
Mark 3-night trip
Posted 5 days ago
My Place Hotel-Randolph VT