Pittsfield Holidays
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Top hotels in Pittsfield
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 €122 per night from 17 Apr to 18 Apr
€122
17 Apr - 18 Apr
includes taxes & fees
7.4/10 Good! (1,006 reviews)
it was good
Reviewed on 8 Apr 2026
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
The price is €356 per night from 19 Apr to 20 Apr
€356
19 Apr - 20 Apr
includes taxes & fees
9.4/10 Exceptional! (572 reviews)
Wonderful historic property with warm and thoughtful staff. Even though some areas in the lobby were being refurbished, we still enjoyed the experience. Look forward to returning when the huge fireplace in the lobby is back up and operational.
Reviewed on 10 Apr 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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