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Choose from 1826 Pittsfield Hotel Deals

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd Killington VT
  • 23 min drive from Roger Clark Memorial Central Library
Book a stay at this ski hotel in Killington. Enjoy free WiFi, a free ski shuttle, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
7.2/10 Good! (1,001 reviews)
Clean room, great staff-very friendly from front desk to restaurant and hot tub area. Lovely place!! Be aware-they charge to park there, even as a guest at hotel!!!!

Reviewed on Jan 20, 2026

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

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
  • 53 min drive from Roger Clark Memorial Central Library
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (561 reviews)
Excellent hotel, staff well trained.

Reviewed on Jan 21, 2026

Woodstock Inn & Resort
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

2.5 out of 5
5 Best Western Place Rutland VT
  • 30 min drive from Roger Clark Memorial Central Library
Book a stay at this ski hotel in Rutland. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (997 reviews)
Clean room

Reviewed on Jan 20, 2026

Best Western Inn & Suites Rutland-Killington
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St Rutland VT
  • 38 min drive from Roger Clark Memorial Central Library
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8/10 Very Good! (1,006 reviews)
Everything great

Reviewed on Jan 19, 2026

Comfort Inn Rutland - Killington
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
2440 Vermont 66 Randolph Center VT
  • 43 min drive from Roger Clark Memorial Central Library
Book a stay at this business-friendly hotel in Randolph Center. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Whale Dance Sculpture ...
9.2/10 Wonderful! (370 reviews)
It was ok

Reviewed on Jan 20, 2026

My Place Hotel-Randolph VT
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd Killington VT
  • 24 min drive from Roger Clark Memorial Central Library
Book a stay at this ski hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (984 reviews)
Everyone was friendly, courteous, and helpful. Room was very clean. Restaurant and bar had live music. Overall place was A+

Reviewed on Jan 17, 2026

The Mountain Inn at Killington
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
78 Weathervane Dr Killington VT
  • 20 min drive from Roger Clark Memorial Central Library
Book a stay at this family-friendly hotel in Killington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff ...
8.6/10 Excellent! (1,007 reviews)
Awesome customer service- great room

Reviewed on Jan 19, 2026

North Star Lodge and Resort
Summit Lodge

Summit Lodge

3 out of 5
200 Summit Road Killington VT
  • 20 min drive from Roger Clark Memorial Central Library
Stay at this inn in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Killington ...
8.6/10 Excellent! (410 reviews)
Clean room, good, free breakfast, and cute social areas.

Reviewed on Jan 18, 2026

Summit Lodge
The Mountain Top Inn & Resort

The Mountain Top Inn & Resort

3.5 out of 5
195 Mountain Top Road Chittenden VT
  • 22 min drive from Roger Clark Memorial Central Library
Book a stay at this beach resort in Chittenden. Enjoy an outdoor pool, a private beach, and breakfast (surcharge). Popular attractions Lefferts Pond and Proctor-Pittsford ...
9/10 Wonderful! (101 reviews)
Wonderful staff, fabulous food, lovely setting! We had a wonderful stay at the Inn over the holidays! Daughter and I had a Spa treatment as well. I also lost a hat on property, the housekeeping staff found it and the Inn mailed it back! 10/10 would recommend!

Reviewed on Jan 7, 2026

The Mountain Top Inn & Resort
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St. Woodstock VT
  • 54 min drive from Roger Clark Memorial Central Library
Stay at this hotel in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.6/10 Excellent! (907 reviews)
Cozy comfortable room for a fair price. Easy check-in and check-out.

Reviewed on Jan 17, 2026

The Shire Woodstock
Hampton Inn Rutland

Hampton Inn Rutland

2.5 out of 5
47 Farrell Rd Rutland VT
  • 40 min drive from Roger Clark Memorial Central Library
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (989 reviews)
Room was very clean. Staff was very kind, professional. Will most likely stay here again.

Reviewed on Jan 15, 2026

Hampton Inn Rutland
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
401 US-7 Rutland VT
  • 40 min drive from Roger Clark Memorial Central Library
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.4/10 (1,006 reviews)
Prefect place to crash after a local concert. Bed was soft and the room was clean and quiet.

Reviewed on Jan 17, 2026

Days Inn by Wyndham Rutland/Killington Area
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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