Pittsfield Holidays
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Pittsfield Holiday
Our pick of the best Pittsfield Hotel Deals
Killington area home - 4-seasons, hot tub and A/C
Pittsfield VT
9.8/10 Exceptional! (124 reviews)
the house was great, and we especially enjoyed the pool table, hot tub, fireplace, and dart board. david was an excellent host and his property manager dave bascomb was also fantastic. 6 inches of snow came 2 days later, and our SUV with AWD couldn’t handle the uphill to the house, and we got stuck ...
Reviewed on 22 Feb 2026
Killington Mountain Lodge, Tapestry Collection by Hilton
2617 Killington Rd Killington VT
Fully refundableReserve now, pay when you stay
The price is NZ$281 per night from 6 Apr to 7 Apr
NZ$281
6 Apr - 7 Apr
includes taxes & fees
7.4/10 Good! (1,010 reviews)
Convenient location but it is not ski in ski out as described in listing.
Reviewed on 29 Mar 2026
My Place Hotel-Randolph VT
2440 Vermont 66 Randolph Center VT
Fully refundableReserve now, pay when you stay
The price is NZ$209 per night from 11 Apr to 12 Apr
NZ$209
11 Apr - 12 Apr
includes taxes & fees
9.4/10 Exceptional! (413 reviews)
Excellent.
Reviewed on 28 Mar 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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