Find hotels in Pittsfield, VT from ₩177,828
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Pittsfield
Family friendly
Check prices for these dates
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 ₩188,520
₩205,487 total
includes taxes & fees
Jun 8 - Jun 9
Sleep Woodstock Motel
Sleep Woodstock MotelWoodstock
9.6 out of 10, Exceptional, (580 reviews)
"Quiet, well kept, comfortable, convenient."
Elisabeth
The price is ₩115,092
₩212,371 total
includes taxes & fees
Jun 24 - Jun 25
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 ₩236,954
₩260,664 total
includes taxes & fees
Jun 3 - Jun 4
Lincoln Inn & Gallery
Lincoln Inn & GalleryWest Woodstock
8.8 out of 10, Excellent, (72 reviews)
"Peaceful, historic property with amiable keepers."
Elisabeth
The price is ₩284,345
₩312,780 total
includes taxes & fees
Jun 3 - Jun 4
My Place Hotel-Randolph VT
My Place Hotel-Randolph VTRandolph Center
9.4 out of 10, Exceptional, (458 reviews)
"Great location for us when visiting VT."
Jeannine
The price is ₩164,649
₩179,467 total
includes taxes & fees
Jul 2 - Jul 3
Middlebury Sweets Motel
Middlebury Sweets MotelMiddlebury
8.6 out of 10, Excellent, (398 reviews)
"Clean room, friendly staff,helpful resources listed."
Michael
The price is ₩190,315
₩209,362 total
includes taxes & fees
Jun 2 - Jun 3
Inn at Neshobe River
Inn at Neshobe RiverBrandon
9.6 out of 10, Exceptional, (17 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 ₩250,118
₩275,122 total
includes taxes & fees
Jun 2 - Jun 3
Mountain Sports Inn
Mountain Sports InnKillington
8.8 out of 10, Excellent, (1,001 reviews)
"Great place"
Peter
The price is ₩163,987
₩180,386 total
includes taxes & fees
Jun 2 - Jun 3
Mountain Meadows Lodge
Mountain Meadows LodgeKillington
9.6 out of 10, Exceptional, (221 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 ₩192,136
₩248,960 total
includes taxes & fees
Jun 9 - Jun 10
On The River Inn
On The River InnWest Woodstock
9.4 out of 10, Exceptional, (1,000 reviews)
"Great stay here "
Sophia
The price is ₩267,269
₩349,172 total
includes taxes & fees
Jun 29 - Jun 30
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 ₩201,749
₩233,026 total
includes taxes & fees
Jun 7 - Jun 8
Killington Haus
Killington HausKillington
9.0 out of 10, Wonderful, (44 reviews)
"Very close to ski resort, 3-minute drive, and close to restaurants on Killington Road."
Alex
The price is ₩174,155
₩191,570 total
includes taxes & fees
Jun 7 - Jun 8
The Vesper
The VesperWoodstock
9.2 out of 10, Wonderful, (62 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 ₩263,281
₩289,609 total
includes taxes & fees
Jun 8 - Jun 9
The Mountain Top Inn & Resort
The Mountain Top Inn & ResortChittenden
9.0 out of 10, Wonderful, (120 reviews)
"Excellent stay "
Kristen
The price is ₩415,610
₩453,011 total
includes taxes & fees
Jun 3 - Jun 4
Brandon Inn
Brandon InnBrandon
8.8 out of 10, Excellent, (637 reviews)
"Quintessential Vermont Inn in a wonderful little town. We had a great stay! "
Heidi
The price is ₩211,228
₩232,351 total
includes taxes & fees
Jun 3 - Jun 4
Hampton Inn Rutland
Hampton Inn RutlandRutland
9.0 out of 10, Wonderful, (1,005 reviews)
"Great breakfast, quiet, safety, clean room, pleasant &friendly staff"
Elaine
The price is ₩208,489
₩229,338 total
includes taxes & fees
Jun 14 - Jun 15
Emrose Luxury Cabins
Emrose Luxury CabinsBrandon
9.0 out of 10, Wonderful, (95 reviews)
"Will definitely be back!! "
Steevyann
The price is ₩243,725
₩275,409 total
includes taxes & fees
Jun 8 - Jun 9
Snowed Inn
Snowed InnKillington
9.8 out of 10, Exceptional, (396 reviews)
"Wonderful stay"
Gregory
The price is ₩182,041
₩220,270 total
includes taxes & fees
Jun 14 - Jun 15
Days Inn by Wyndham Rutland/Killington Area
Days Inn by Wyndham Rutland/Killington AreaRutland
6.6 out of 10, (1,001 reviews)
"Was quiet it has parking and everything clean"
Edita
The price is ₩209,723
₩230,696 total
includes taxes & fees
Jun 9 - Jun 10
The Trailside Inn
The Trailside InnNorth Sherburne
9.2 out of 10, Wonderful, (155 reviews)
"Great room - very clean and comfortable. Helpful and welcoming staff - even left out breakfast for our early departure."
Niall
The price is ₩239,662
₩263,628 total
includes taxes & fees
Jun 3 - Jun 4
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.
Save an average of 15% on thousands of hotels when you're signed in
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.
More cheap stays in Pittsfield
My Place Hotel-Randolph VT
2440 Vermont 66 Randolph Center VT
The price is ₩164,649 per night from Jul 2 to Jul 3
₩164,649
₩179,467 total
Jul 2 - Jul 3
includes taxes & fees
9.4/10 Exceptional! (458 reviews)
