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Hotels in Pittsfield

Choose from 1749 Pittsfield Hotel Deals

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! (1,003 reviews)
"the staff was great and the facility is very clean"

Reviewed on Jul 8, 2025

Comfort Inn Rutland - Killington
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
Stay at this 4.5-star 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! (521 reviews)
"Relaxing"

Reviewed on Jun 25, 2025

Woodstock Inn & Resort
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
Stay at this 3.5-star 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 ...
7.2/10 Good! (1,003 reviews)
"The hotel is in the midst of upgrading. I was disappointed that there was no swimming pool as I believed there was one. All of the attractions in the area were closed which disappointed my grandchildren and myself. The room was above and beyond excellent."

Reviewed on Jul 9, 2025

Killington Mountain Lodge, Tapestry Collection by Hilton
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 ...
8.4/10 Very Good! (1,001 reviews)
"Good value hotel in an excellent location."

Reviewed on Jun 29, 2025

North Star Lodge and Resort
Days Inn by Wyndham Rutland/Killington Area
Days Inn by Wyndham Rutland/Killington Area
2.5 out of 5
401 US-7, Located At The Junction Of Us 4 And 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 ...
6.2/10 (1,002 reviews)
"This property has been recently updated with fresh paint and new furnishings. It is lovely. Staff was fabulous. I wondered at breakfast if someone called out from working that shift as the breakfast buffet was bare and empty cups/plates were scattered about. It was a busy morning, and I am always ..."

Reviewed on Jul 7, 2025

Days Inn by Wyndham Rutland/Killington Area
Cortina Inn
Cortina Inn
3 out of 5
476 Holiday Drive, Rutland, VT
  • 40 min drive from Roger Clark Memorial Central Library
Stay at this 3-star business-friendly hotel in Rutland. Enjoy free WiFi, free parking, and a free airport shuttle. Popular attractions Green Mountain Shopping ...
6.8/10 (567 reviews)
"Staff were extremely helpful all during my stay."

Reviewed on Jun 16, 2025

Cortina Inn
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 3-star hotel in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (774 reviews)
"This is a lovely property in the town of Woodstock. We enjoyed our time there (and all the space in our room!). I left something in our room and did not realize it until the next day. I called the property to ask if anything had been found. They soon got back to me that they had my item and would ..."

Reviewed on Jul 10, 2025

The Shire Woodstock
On The River Inn
On The River Inn
4 out of 5
1653 West Woodstock Road, Woodstock, VT
  • 50 min drive from Roger Clark Memorial Central Library
Stay at this 4-star family-friendly hotel in Woodstock. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,002 reviews)
"Just a wonderful place . Staff was so nice . The restaurant is delicious! Bartender makes great cocktails !"

Reviewed on Jul 13, 2025

On The River Inn
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. ...
9/10 Wonderful! (831 reviews)
"Great place to stay with kids. Our boys loved the pool and the games room."

Reviewed on Jul 11, 2025

The Mountain Inn at Killington
Brandon Inn
Brandon Inn
3 out of 5
20 Park Street, Brandon, VT
  • 45 min drive from Roger Clark Memorial Central Library
Stay at this 3-star hotel in Brandon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.6/10 Excellent! (481 reviews)
"Attending to every need that Brandon in is a beautiful historical place to explore and to enjoy a quiet and a beautiful outstanding stay. The pool and the patio is one of the very best I have ever swim in and absolutely stunning as well. The community of staff is excellent and you should definitely ..."

Reviewed on Jul 10, 2025

Brandon Inn
Mountain Sports Inn
Mountain Sports Inn
2 out of 5
813 Killington Road, Killington, VT
  • 19 min drive from Roger Clark Memorial Central Library
Stay at this hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (902 reviews)
a quiet time in Killington
"End of June in Killington is not a busy season and lots of stores/restaurants were close awaiting re-opening arounf July 4th."

Reviewed on Jul 4, 2025

Mountain Sports Inn
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! (219 reviews)
"Rooms were spacious with great kitchen amenities. Some patrons and their pets were loud early in the morning (4:30-5:00 am). Finicky plumbing not allowing even flushable wipes."

Reviewed on Jul 12, 2025

My Place Hotel-Randolph VT
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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