Find hotels in Pittsfield, VT from ฿3,923
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Our top choices for Pittsfield hotels
Green Trails Inn
Green Trails InnBrookfield
10.0 out of 10, Exceptional, (1 review)
"Historical charm combined with Immaculate style—- killer food hospitality highly recommend this place—- so wonderful"
Christine
The price is ฿4,094
฿4,462 total
includes taxes & fees
31 May - 1 Jun
Sleep Woodstock Motel
Sleep Woodstock MotelWoodstock
9.6 out of 10, Exceptional, (580 reviews)
"Quiet, well kept, comfortable, convenient."
Elisabeth
The price is ฿1,915
฿3,969 total
includes taxes & fees
31 May - 1 Jun
Lincoln Inn & Gallery
Lincoln Inn & GalleryWest Woodstock
8.8 out of 10, Excellent, (71 reviews)
"Peaceful, historic property with amiable keepers."
Elisabeth
The price is ฿5,146
฿5,661 total
includes taxes & fees
25 May - 26 May
The Jackson
The JacksonWest Woodstock
9.8 out of 10, Exceptional, (281 reviews)
"Everything about our stay was perfect! Couldn't be happier and will be back!"
Courtney
The price is ฿4,288
฿4,717 total
includes taxes & fees
27 May - 28 May
Middlebury Sweets Motel
Middlebury Sweets MotelMiddlebury
8.6 out of 10, Excellent, (398 reviews)
"Hotel was very clean and unique. Room felt like it was recently redone, comfortable and nice. Candy store was amazing-very fun to look around"
Victoria
The price is ฿3,917
฿4,309 total
includes taxes & fees
25 May - 26 May
On The River Inn
On The River InnWest Woodstock
9.4 out of 10, Exceptional, (1,001 reviews)
"Clean room, friendly staff, family-friendly. "
Suwei
The price is ฿4,109
฿5,718 total
includes taxes & fees
25 May - 26 May
Snowed Inn
Snowed InnKillington
9.8 out of 10, Exceptional, (395 reviews)
"Wonderful stay"
Gregory
The price is ฿3,306
฿4,001 total
includes taxes & fees
14 Jun - 15 Jun
Inn at Neshobe River
Inn at Neshobe RiverBrandon
9.4 out of 10, Exceptional, (16 reviews)
"Great little BAnd B just outside town.
Shares property with a brewery and also offers a small food menu for dinner
Fantastic view of the golf course 5 th hole
Great hospitality and crazy good breakfast
"
Keith
The price is ฿5,717
฿6,289 total
includes taxes & fees
25 May - 26 May
My Place Hotel-Randolph VT
My Place Hotel-Randolph VTRandolph Center
9.4 out of 10, Exceptional, (455 reviews)
"Great location for us when visiting VT."
Jeannine
The price is ฿3,599
฿3,923 total
includes taxes & fees
15 Jun - 16 Jun
Mountain Meadows Lodge
Mountain Meadows LodgeKillington
9.6 out of 10, Exceptional, (219 reviews)
"Just had an amazing stay at the Mountain Meadows Lodge. The place is so beautiful with views of mountains and"
Ekaterina
The price is ฿4,636
฿5,916 total
includes taxes & fees
1 Jun - 2 Jun
Emrose Luxury Cabins
Emrose Luxury CabinsBrandon
9.0 out of 10, Wonderful, (95 reviews)
"Will definitely be back!! "
Steevyann
The price is ฿5,293
฿5,981 total
includes taxes & fees
1 Jun - 2 Jun
Brandon Inn
Brandon InnBrandon
8.8 out of 10, Excellent, (635 reviews)
"Quintessential Vermont Inn in a wonderful little town. We had a great stay! "
Heidi
The price is ฿4,587
฿5,046 total
includes taxes & fees
26 May - 27 May
Comfort Inn Rutland - Killington
Comfort Inn Rutland - KillingtonRutland
8.2 out of 10, Very good, (1,000 reviews)
"Enjoyed our stay"
brian
The price is ฿4,159
฿4,575 total
includes taxes & fees
31 May - 1 Jun
Mountain Sports Inn
Mountain Sports InnKillington
8.8 out of 10, Excellent, (1,000 reviews)
"Great place"
Peter
The price is ฿3,561
฿3,917 total
includes taxes & fees
26 May - 27 May
The Mountain Inn at Killington
The Mountain Inn at KillingtonKillington
9.2 out of 10, Wonderful, (1,000 reviews)
"Great lil spot right next to Killington !! Clean room, friendly staff!"
Kailyn
The price is ฿4,381
฿5,060 total
includes taxes & fees
26 May - 27 May
The Vesper
The VesperWoodstock
9.4 out of 10, Exceptional, (61 reviews)
"This was the cutest little bed and breakfast. The staff was lovely, the check-in was easy, and we had a great time in Woodstock! "
Melissa
The price is ฿5,717
฿6,289 total
includes taxes & fees
8 Jun - 9 Jun
The Shire Woodstock
The Shire WoodstockWoodstock
8.8 out of 10, Excellent, (931 reviews)
"Lovely hotel with views of river and walkable to variety of shops and restaurants"
Arlene
The price is ฿4,503
฿5,350 total
includes taxes & fees
26 May - 27 May
The Mountain Top Inn & Resort
The Mountain Top Inn & ResortChittenden
9.0 out of 10, Wonderful, (119 reviews)
"Excellent stay "
Kristen
The price is ฿9,025
฿9,838 total
includes taxes & fees
26 May - 27 May
Killington Haus
Killington HausKillington
9.2 out of 10, Wonderful, (43 reviews)
"Very close to ski resort, 3-minute drive, and close to restaurants on Killington Road."
Alex
The price is ฿4,202
฿4,622 total
includes taxes & fees
26 May - 27 May
Hampton Inn Rutland
Hampton Inn RutlandRutland
9.0 out of 10, Wonderful, (1,004 reviews)
"Great breakfast, quiet, safety, clean room, pleasant &friendly staff"
Elaine
The price is ฿4,693
฿5,163 total
includes taxes & fees
7 Jun - 8 Jun
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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Stay near popular Pittsfield attractions
Learn more about Pittsfield
Nestled in Vermont's Green Mountains, Pittsfield offers excellent hiking on the Long Trail and thrilling mountain biking at Green Mountain Trails. Riverside picnics along the Tweed River provide peaceful breaks between seasonal activities at nearby Killington Resort.
Top Pittsfield Hotel Reviews
Days Inn by Wyndham Rutland/Killington Area
8/10 Good
More cheap stays in Pittsfield
My Place Hotel-Randolph VT
2440 Vermont 66 Randolph Center VT
The price is ฿3,599 per night from 15 Jun to 16 Jun
฿3,599
฿3,923 total
15 Jun - 16 Jun
includes taxes & fees
