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Hotels in Pittsfield

Choose from 1666 Pittsfield Hotel Deals

Comfort Inn Rutland - Killington
Comfort Inn Rutland - Killington
2.5 out of 5
19 Allen St, Rutland, VT
  • 27 min drive from Killington Resort
The price is $148 per night from Mar 2 to Mar 3
$148
includes taxes & fees
Mar 2 - Mar 3
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 ...
"Around 9:00 the hot food was done, including hot water, and we were told that was it for the day"

Reviewed on Feb 19, 2025

Comfort Inn Rutland - Killington
Killington Mountain Lodge, Tapestry Collection by Hilton
Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 out of 5
2617 Killington Rd, Killington, VT
  • 15 min walk from Killington Resort
The price is $222 per night from Mar 17 to Mar 18
$222
includes taxes & fees
Mar 17 - Mar 18
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! (1,001 reviews)
"Great place, helpful staff! However, miscommunication with the bus schedule… make sure to stand on correct side of road when using bus*"

Reviewed on Feb 18, 2025

Killington Mountain Lodge, Tapestry Collection by Hilton
My Place Hotel-Randolph VT
My Place Hotel-Randolph VT
2 out of 5
2440 Vermont 66, Randolph Center, VT
  • 1 hour drive from Killington Resort
The price is $127 per night from Mar 13 to Mar 14
$127
includes taxes & fees
Mar 13 - Mar 14
Book a stay at this business-friendly hotel in Randolph Center. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Whale Dance Sculpture ...
9.4/10 Exceptional! (135 reviews)
"Very clean"

Reviewed on Feb 17, 2025

My Place Hotel-Randolph VT
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
  • 28 min drive from Killington Resort
The price is $139 per night from Mar 2 to Mar 3
$139
includes taxes & fees
Mar 2 - Mar 3
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 ...
"Didn't like the shower ,needs to be up dated, need to put blinds behind the curtains to block out the outside light from shining thru at night. Plus the Tv kept acting up might need a new cable cord it was loose in the plug in. Other than that it was ok."

Reviewed on Feb 17, 2025

Days Inn by Wyndham Rutland/Killington Area
Woodstock Inn & Resort
Woodstock Inn & Resort
4.5 out of 5
Fourteen The Green, Woodstock, VT
  • 43 min drive from Killington Resort
The price is $373 per night from Mar 16 to Mar 17
$373
includes taxes & fees
Mar 16 - Mar 17
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! (501 reviews)
"Great resort, beautiful property-only issue was room was cold - aside from that, loved the stay"

Reviewed on Feb 5, 2025

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
  • 22 min drive from Killington Resort
The price is $177 per night from Mar 2 to Mar 3
$177
includes taxes & fees
Mar 2 - Mar 3
Stay at this hotel in Rutland. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.6/10 Excellent! (998 reviews)
"People were friendly and accommodating; good assortment of breakfast menu."

Reviewed on Feb 10, 2025

Best Western Inn & Suites Rutland-Killington
Summit Lodge
Summit Lodge
3 out of 5
200 Summit Road, Killington, VT
  • 5 min drive from Killington Resort
Stay at this 3-star inn in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.6/10 Excellent! (361 reviews)
"Lovely property with cozy room. Lounge area with beautiful fireplace and lots of seating area. Continental breakfast was great and staff were helpful."

Reviewed on Feb 15, 2025

Summit Lodge
The Mountain Inn at Killington
The Mountain Inn at Killington
2.5 out of 5
47 Old Mill Rd, Killington, VT
  • 5 min walk from Killington Resort
The price is $276 per night from Mar 2 to Mar 3
$276
includes taxes & fees
Mar 2 - Mar 3
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! (749 reviews)
"Friendly staff. Good bar and restaurant. Convenient. I highly recommend."

Reviewed on Feb 13, 2025

The Mountain Inn at Killington
Mountain Sports Inn
Mountain Sports Inn
2 out of 5
813 Killington Road, Killington, VT
  • 5 min drive from Killington Resort
The price is $120 per night from Feb 25 to Feb 26
$120
includes taxes & fees
Feb 25 - Feb 26
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 ...
"Old world mountain inn. Polite staff, great atmosphere. Classic New England."

Reviewed on Feb 16, 2025

Mountain Sports Inn
Turn of River Lodge
Turn of River Lodge
2.5 out of 5
5672 US Route 4, Killington, VT
  • 5 min drive from Killington Resort
The price is $145 per night from Feb 23 to Feb 24
$145
includes taxes & fees
Feb 23 - Feb 24
Stay at this lodge in Killington. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.8/10 Excellent! (244 reviews)
"This was such a cozy lodge! They provided a complimentary breakfast with plenty of pastries, bread, coffee, water, orange juice & cereal. It was super convenient that breakfast was ready by 6:30am, which was perfect timing for us to eat before hitting the slopes by 8am! This is a shared lodge, so ..."

Reviewed on Feb 18, 2025

Turn of River Lodge
The Shire Woodstock
The Shire Woodstock
3 out of 5
46 Pleasant St., Woodstock, VT
  • 45 min drive from Killington Resort
The price is $178 per night from Feb 24 to Feb 25
$178
includes taxes & fees
Feb 24 - Feb 25
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! (723 reviews)
"We spend a weekend at the shire every winter and absolutely love it! It’s walkable to the heart of Woodstock, close to Killington, and even allows us to bring our dog! Can’t wait for next year!"

Reviewed on Feb 16, 2025

The Shire Woodstock
Snowed Inn
Snowed Inn
3.5 out of 5
104 Miller Brook Road, Killington, VT
  • 24 min walk from Killington Resort
The price is $266 per night from Mar 17 to Mar 18
$266
includes taxes & fees
Mar 17 - Mar 18
Stay at this 3.5-star golf B&B in Killington. Enjoy free parking, private spa tubs, and a garden. Our guests praise the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (327 reviews)
Top top hotel - superb.
"A superb place to stay for skiing in Pico and Killington. A real boutique personal feel to the place - very homely , warm, and inviting. Check in was swift. Room was a good size and comfortable. Hot tub easy to book your 30 min slot and was very hot even when -16c outside. Cookies served at 4pm; ..."

Reviewed on Feb 20, 2025

Snowed Inn
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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