Pittsfield Vacation Packages

Name: Comfort Inn Rutland - Killington
Price range: CA $208
Rating: 8

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Your Pittsfield Vacation

Get ready to experience Pittsfield in your own style with a custom Pittsfield vacation package! Uncovering the charms of this captivating city is made easier with a base in a neighborhood such as West Bridgewater, which is good for skiing, among many other things. Appalachian Trail Adventures, Green Mountain National Golf Course and Lefferts Pond are just some of the many sights you'll want to see during your trip to Pittsfield. A couple of quick clicks is all it takes to put together your perfect Pittsfield vacation on Expedia.

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Pittsfield Hotel Deals

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

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Killington Mountain Lodge, Tapestry Collection by Hilton

2617 Killington Rd Killington VT

Fully refundableReserve now, pay when you stay

CA $167

CA $184 total

May 25 - May 26

includes taxes & fees

7.4/10 Good! (1,005 reviews)

Great staff and customer service. Welcoming

Reviewed on May 8, 2026

Comfort Inn Rutland - Killington

19 Allen St Rutland VT

Fully refundableReserve now, pay when you stay

CA $208

CA $229 total

May 25 - May 26

includes taxes & fees

8/10 Very Good! (1,006 reviews)

Quick check in clean room good for a one night need easy breakfast options . Ice machine did not work.

Reviewed on May 5, 2026

See all 1,837 properties in Pittsfield

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.