Pittsfield Trip
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ₹100,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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 ₹14,455 per night from 15 Jun to 16 Jun
₹14,455
₹15,900 total
15 Jun - 16 Jun
includes taxes & fees
7.4/10 Good! (1,003 reviews)
"Picture Perfect!!"
Reviewed on 29 May 2026
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
The price is ₹46,456 per night from 21 Jun to 22 Jun
₹46,456
₹55,282 total
21 Jun - 22 Jun
includes taxes & fees
9.4/10 Exceptional! (581 reviews)
"Perfect staff and excellent accommodations. 30th anniversary celebration at a perfect hotel."
Reviewed on 22 May 2026
My Place Hotel-Randolph VT
2440 Vermont 66 Randolph Center VT
Fully refundableReserve now, pay when you stay
The price is ₹10,397 per night from 2 Jul to 3 Jul
₹10,397
₹11,333 total
2 Jul - 3 Jul
includes taxes & fees
9.4/10 Exceptional! (458 reviews)
"Room was very clean & comfortable. Make sure to bring your own pots, pans, utensils, plates & so on as they are not provided with the room. If you don't have them with you, they sell sets at the front desk. Hotel was very quiet, never heard a TV or any noise from other guests."
Reviewed on 21 May 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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
