Pittsfield Vacations

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Find the Best Pittsfield Vacation Packages

Pittsfield Hotel Deals

Killington area home - 4-seasons, hot tub and A/C

Killington area home - 4-seasons, hot tub and A/C

Pittsfield VT
9.8/10 Exceptional! (125 reviews)
"The fireplace was very nice with relaxing along with the hot tub. We had a wonderful time and will stay again."

Reviewed on Apr 14, 2026

Killington area home - 4-seasons, hot tub and A/C
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd Killington VT
Fully refundableReserve now, pay when you stay
The price is ¥20,862 per night from Jun 17 to Jun 18
¥20,862
¥22,948 total
Jun 17 - Jun 18
includes taxes & fees
7.4/10 Good! (1,000 reviews)
"Picture Perfect!!"

Reviewed on May 29, 2026

Killington Mountain Lodge, Tapestry Collection by Hilton
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
The price is ¥68,644 per night from Jun 9 to Jun 10
¥68,644
¥82,548 total
Jun 9 - Jun 10
includes taxes & fees
9.4/10 Exceptional! (582 reviews)
"Perfect staff and excellent accommodations. 30th anniversary celebration at a perfect hotel."

Reviewed on May 22, 2026

Woodstock Inn & Resort
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.