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Hotels in Pittsfield

Choose from 1751 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
The price is $128 per night from Apr 27 to Apr 28
$128
includes taxes & fees
Apr 27 - Apr 28
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! (1,004 reviews)
"Definitely needs a remodel or facelift, felt like we were transported back to the early 2000’s"

Reviewed on Apr 21, 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
  • 23 min drive from Roger Clark Memorial Central Library
The price is $134 per night from Apr 27 to Apr 28
$134
includes taxes & fees
Apr 27 - Apr 28
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)
"Property was clean, comfortable rooms and close to restaurants."

Reviewed on Apr 19, 2025

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
The price is $384 per night from Apr 27 to Apr 28
$384
includes taxes & fees
Apr 27 - Apr 28
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! (509 reviews)
"Quality of food at the tavern did not meet the expectations."

Reviewed on Apr 20, 2025

Woodstock Inn & Resort
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
The price is $161 per night from Apr 23 to Apr 24
$161
includes taxes & fees
Apr 23 - Apr 24
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! (786 reviews)
"Bring your earplugs! It's an older property nicely renovated in the rustic theme, but the walls are paper-thin and you can hear casual conversations in the halls and the rooms on either side. This is my second or third time staying here despite the noise because the staff is SO FRIENDLY and the location ..."

Reviewed on Apr 20, 2025

The Mountain Inn at 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
The price is $132 per night from Apr 29 to Apr 30
$132
includes taxes & fees
Apr 29 - Apr 30
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! (184 reviews)
"This is a new property and in a very convenient location for us to visit with family. This is the second year we’ve stayed at this property and they are beginning to recognize us!"

Reviewed on Apr 21, 2025

My Place Hotel-Randolph VT
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
The price is $129 per night from Apr 23 to Apr 24
$129
includes taxes & fees
Apr 23 - Apr 24
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! (1,003 reviews)
"Needed a place to stay overnight. Room was clean and right down the road from Killington. Meet are needs"

Reviewed on Apr 16, 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
The price is $121 per night from Apr 27 to Apr 28
$121
includes taxes & fees
Apr 27 - Apr 28
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)
Water
"I was in need of some bottle wayer and they didn't have any available for sale or for free."

Reviewed on Apr 17, 2025

Days Inn by Wyndham Rutland/Killington Area
The Shire Woodstock
The Shire Woodstock
3 out of 5
46 Pleasant St., Woodstock, VT
  • 54 min drive from Roger Clark Memorial Central Library
The price is $132 per night from Apr 23 to Apr 24
$132
includes taxes & fees
Apr 23 - Apr 24
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! (734 reviews)
"The property is well maintained. Its staff is so friendly and helpful as well. We loved The River House with the beautiful terrace and rocking chairs overlooking the river. So peaceful. The amenities and sitting room were a lovely touch."

Reviewed on Apr 14, 2025

The Shire Woodstock
Turn of River Lodge
Turn of River Lodge
2.5 out of 5
5672 US Route 4, Killington, VT
  • 23 min drive from Roger Clark Memorial Central Library
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! (254 reviews)
"very nice lodge. the owner live there and make sure everything run smoothly. Simple breakfast but enough for a very good start of the day. love the share Livingroom with huge fireplace and everyone super friendly. many board game to finish the evening. Only 10mn drive to Killington resort main parking ..."

Reviewed on Mar 30, 2025

Turn of River Lodge
Mountain Sports Inn
Mountain Sports Inn
2 out of 5
813 Killington Road, Killington, VT
  • 19 min drive from Roger Clark Memorial Central Library
The price is $103 per night from May 22 to May 23
$103
includes taxes & fees
May 22 - May 23
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! (884 reviews)
"Reported by my dgt Kelly, she liked the property and the vibe!"

Reviewed on Apr 18, 2025

Mountain Sports Inn
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
The price is $175 per night from Apr 23 to Apr 24
$175
includes taxes & fees
Apr 23 - Apr 24
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! (997 reviews)
"Great space and amazing suite!!"

Reviewed on Mar 29, 2025

Best Western Inn & Suites Rutland-Killington
506 On the River Inn
506 On the River Inn
4 out of 5
1653 West Woodstock Road, Woodstock, VT
  • 50 min drive from Roger Clark Memorial Central Library
The price is $195 per night from Apr 23 to Apr 24
$195
includes taxes & fees
Apr 23 - Apr 24
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! (991 reviews)
Perfect Weekend Escape
"We had a wonderful weekend away here! The Inn is beautiful, charming/well decorated, has fabulous amenities (hot tub, pool, sauna, game room with arcades, lovely library, outdoor firepit, etc.) stunning views of the river, comfortable rooms and includes an incredible complementary breakfast. Hands ..."

Reviewed on Apr 13, 2025

506 On the River 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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