Pittsfield Holidays
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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 S$205 per night from 23 Apr to 24 Apr
S$205
23 Apr - 24 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 S$503 per night from 14 Apr to 15 Apr
S$503
14 Apr - 15 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
Comfort Inn Rutland - Killington
19 Allen St Rutland VT
Fully refundableReserve now, pay when you stay
The price is S$195 per night from 16 Apr to 17 Apr
S$195
16 Apr - 17 Apr
includes taxes & fees
8/10 Very Good! (1,011 reviews)
Hot tub is great. Breakfast is very good and great variety of food.
Reviewed on 12 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
