Pittsfield Holidays
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Top hotels in Pittsfield
The Shire Woodstock
46 Pleasant St., Woodstock, VT
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (829 reviews)
"Great little motel. Clean, well appointed, friendly staff and walkable location. We did not have good weather, but great fire pits and chairs near river."
Reviewed on 25 Sept, 2025
Woodstock Inn & Resort
Fourteen The Green, Woodstock, VT
The price is S$779 per night from 30 Oct to 31 Oct
S$779
30 Oct - 31 Oct
includes taxes & fees
9.2/10 Wonderful! (534 reviews)
"Clean room. Staff very polite and helpful"
Reviewed on 24 Sept, 2025
The Mountain Inn at Killington
47 Old Mill Rd, Killington, VT
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (898 reviews)
"Very easy check-in. Lovely staff, very friendly, and helpful. The only thing missing is a tea coffee maker in the room. Otherwise, everything else is excellent."
Reviewed on 25 Sept, 2025
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.
* 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.
