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Our top choices for Pittsfield ski hotels
The price is 14.249.573 ₫
29.836.135 ₫ total
includes taxes & fees
25 Dec - 26 Dec
9.6 out of 10, Exceptional, (190)
"This was my third stay with Mike and Barbara. It's just so lovely in a beautiful rural setting! And sure can't complain about the hearty breakfasts cooked by Chef Mike. It's certain I'll return on another ski adventure to Killington."
Kathy
The price is 2.894.650 ₫
3.270.955 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
8.8 out of 10, Excellent, (566)
"Enjoyed our stay at the Brandon Inn very much!"
Lesley
The price is 3.147.274 ₫
3.462.002 ₫ total
includes taxes & fees
21 Dec - 22 Dec
9.0 out of 10, Wonderful, (972)
"Very clean, good location, and super helpful staff!"
Sheryl
The price is 4.341.975 ₫
4.776.173 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
9.6 out of 10, Exceptional, (549)
"The staff at this motel are 5 star! Lisa went above and beyond to make my stay easy since I was there for a medical procedure. "
Crystal
The price is 2.178.882 ₫
4.041.458 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
8.8 out of 10, Excellent, (893)
"Wonderful place to stay!"
Robin
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 5.078.795 ₫
6.551.646 ₫ total
includes taxes & fees
21 Dec - 22 Dec
9.8 out of 10, Exceptional, (257)
"The Jackson Inn is incredibly charming and in a picturesque area. The room was very comfortable and the restaurant and staff was amazing."
Abby
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.
Top Pittsfield Hotel Reviews
Cortina Inn
10/10 Excellent