Pittsfield Holidays
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Your Pittsfield Holiday
With everything planned before you take off, our Pittsfield holiday packages mean you can simply focus on enjoying your getaway. Whether you're going to be based in the neighbourhood of West Bridgewater, which is good for skiing, or somewhere else in town, this lively city promises an array of discoveries. Appalachian Trail Adventures, Green Mountain National Golf Course and Lefferts Pond are just some of the many attractions worth exploring during your trip to Pittsfield. Whatever your travel plans or budget, organising a tailored Pittsfield holiday is easy with Expedia.
Pittsfield Holiday
Pittsfield Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Rutland Southern Vermont Regional Airport (RUT) |
Population | 540 |
Max Temp Winter | -3.89ºC |
Max Temp Summer | 24ºC |
Top Sights | Pico Mountain at Killington Ski Resort, Killington Peak and Killington Adventure Centre |
Our pick of the best Pittsfield Hotel Deals
Comfort Inn Rutland - Killington
19 Allen St Rutland VT
Fully refundableReserve now, pay when you stay
The price is AU$231 per night from 1 Feb to 2 Feb
AU$231
1 Feb - 2 Feb
includes taxes & fees
8/10 Very Good! (1,003 reviews)
Very comfortable stay. Only stayed one night. Everything was as expected. Updated rooms and bathrooms. Clean and comfortable.
Reviewed on 9 Jan 2026
Killington Mountain Lodge, Tapestry Collection by Hilton
2617 Killington Rd Killington VT
The price is AU$268 per night from 21 Jan to 22 Jan
AU$268
21 Jan - 22 Jan
includes taxes & fees
7.2/10 Good! (1,003 reviews)
The hot tub was great after skiing. It was nice and hot and had enough room for many guests. The common rooms were a little drafty and cold and the restaurant/bar area had more of a cafeteria feel.
Reviewed on 10 Jan 2026
The Mountain Inn at Killington
47 Old Mill Rd Killington VT
The price is AU$347 per night from 15 Jan to 16 Jan
AU$347
15 Jan - 16 Jan
includes taxes & fees
9.2/10 Wonderful! (978 reviews)
The
Reviewed on 6 Jan 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.
