Pittsfield Packages (Flight + Hotel)
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Top hotels in Pittsfield
Killington Mountain Lodge, Tapestry Collection by Hilton
2617 Killington Rd Killington VT
Fully refundableReserve now, pay when you stay
The price is ฿4,573 per night from 25 May to 26 May
฿4,573
฿5,030 total
25 May - 26 May
includes taxes & fees
7.4/10 Good! (1,001 reviews)
"Place is beautiful well kept rooms are clean nice sized. My only “complaint” was hot tub area which is fabulous opens at 10am, and we were leaving that day at 9. But that was a very minor inconvenience I will be back next year for sure!"
Reviewed on 15 May 2026
Comfort Inn Rutland - Killington
19 Allen St Rutland VT
Fully refundableReserve now, pay when you stay
The price is ฿4,801 per night from 21 May to 22 May
฿4,801
฿5,281 total
21 May - 22 May
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
"bosy cream and mouthwash would be nice..there used to be lemon water in the lobby. ty"
Reviewed on 18 May 2026
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
The price is ฿21,516 per night from 24 May to 25 May
฿21,516
฿25,105 total
24 May - 25 May
includes taxes & fees
9.4/10 Exceptional! (578 reviews)
"Everything was excellent"
Reviewed on 5 May 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
