Pittsfield Hotels from S$128
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Our top choices for Pittsfield hotels
Green Trails Inn
Green Trails InnBrookfield
10.0 out of 10, Exceptional, (7 reviews)
"Historical charm combined with Immaculate styleā- killer food hospitality highly recommend this placeā- so wonderful"
Christine
The price is S$212
includes taxes & fees
19 Jul - 20 Jul
Sleep Woodstock Motel
Sleep Woodstock MotelWoodstock
9.6 out of 10, Exceptional, (591 reviews)
"Quiet, well kept, comfortable, convenient."
Elisabeth
The price is S$128
includes taxes & fees
21 Jul - 22 Jul
The Jackson
The JacksonWest Woodstock
9.6 out of 10, Exceptional, (294 reviews)
"Everything about our stay was perfect! Couldn't be happier and will be back!"
Courtney
The price is S$230
includes taxes & fees
28 Jul - 29 Jul
Lincoln Inn & Gallery
Lincoln Inn & GalleryWest Woodstock
8.6 out of 10, Excellent, (78 reviews)
"Super friendly and knowledgeable staff. The Inn is historic, in a lovely spot, and reasonably priced. Dining recommendations were spot on. "
Christina
The price is S$263
includes taxes & fees
13 Jul - 14 Jul
The Vesper
The VesperWoodstock
9.2 out of 10, Wonderful, (67 reviews)
"Great place to live and the owner is very friendly!"
Qing
The price is S$249
includes taxes & fees
23 Jul - 24 Jul
The Mountain Inn at Killington
The Mountain Inn at KillingtonKillington
9.2 out of 10, Wonderful, (1,011 reviews)
"Great place to stay with the best staff!"
Travis
The price is S$200
includes taxes & fees
14 Jul - 15 Jul
My Place Hotel-Randolph VT
My Place Hotel-Randolph VTRandolph Center
9.4 out of 10, Exceptional, (484 reviews)
"Great stay for passing through. Itās super clean and great dog friendly option"
John
The price is S$174
includes taxes & fees
2 Aug - 3 Aug
Mountain Sports Inn
Mountain Sports InnKillington
8.8 out of 10, Excellent, (1,003 reviews)
"Great staff. Great breakfast."
Kate
The price is S$162
includes taxes & fees
15 Jul - 16 Jul
Stay At Jimmy's
Stay At Jimmy'sWoodstock
10.0 out of 10, Exceptional, (49 reviews)
"Wonderful amenities, location, and team, Highly recommend and would love to stay again"
Heather
The price is S$354
includes taxes & fees
14 Jul - 15 Jul
On The River Inn
On The River InnWest Woodstock
9.4 out of 10, Exceptional, (1,007 reviews)
"convenient location with very comfortable accommodations"
Tonine
The price is S$364
includes taxes & fees
14 Jul - 15 Jul
The Shire Woodstock
The Shire WoodstockWoodstock
8.8 out of 10, Excellent, (964 reviews)
"Absolutely beautiful setting! The room was better than expected-- spacious, clean and gorgeously decorated. The location was also great-- everything was walkable. Highly recommend."
Frances
The price is S$256
includes taxes & fees
26 Jul - 27 Jul
Hampton Inn Rutland
Hampton Inn RutlandRutland
9.0 out of 10, Wonderful, (1,007 reviews)
"Nice comfortable bed, nice selection of breakfast items"
Hawley
The price is S$189
includes taxes & fees
26 Jul - 27 Jul
Kedron Valley Inn
Kedron Valley InnSouth Woodstock
9.0 out of 10, Wonderful, (336 reviews)
"Clean very well decorated room with comfortable beds and lots of pillows. Would stay again "
Andrew
The price is S$375
includes taxes & fees
13 Jul - 14 Jul
Snowed Inn
Snowed InnKillington
9.8 out of 10, Exceptional, (399 reviews)
"Very convenient location with warmth and wonderful hosts."
Martin
The price is S$200
includes taxes & fees
15 Jul - 16 Jul
Comfort Inn Rutland - Killington
Comfort Inn Rutland - KillingtonRutland
8.2 out of 10, Very good, (1,007 reviews)
"very nice stay, very clean, staff very helpful"
Mancione
The price is S$165
includes taxes & fees
26 Jul - 27 Jul
Echo Lake Inn
Echo Lake InnPlymouth
8.6 out of 10, Excellent, (100 reviews)
"Food was excellent. Room was clean and cozy. Staff were all incredibly welcoming and friendly. Perfect location. Would highly recommend. "
Danielle
The price is S$295
includes taxes & fees
13 Jul - 14 Jul
North Star Lodge and Resort
North Star Lodge and ResortKillington
8.8 out of 10, Excellent, (1,004 reviews)
"It was a very nice and comfortable stay Lee at the front desk was extremely"
shaya
The price is S$176
includes taxes & fees
16 Jul - 17 Jul
AprĆØs Inn Killington
AprĆØs Inn KillingtonKillington
9.4 out of 10, Exceptional, (190 reviews)
"Location is great"
Lei
The price is S$207
includes taxes & fees
2 Aug - 3 Aug
Inn at Neshobe River
Inn at Neshobe RiverBrandon
9.6 out of 10, Exceptional, (18 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 S$249
includes taxes & fees
13 Jul - 14 Jul
Best Western Inn & Suites Rutland-Killington
Best Western Inn & Suites Rutland-KillingtonRutland
8.8 out of 10, Excellent, (1,000 reviews)
"Staff very friendly and helpful! Room was very clean and the bed is very comfortable!"
katrina
The price is S$215
includes taxes & fees
15 Jul - 16 Jul
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
10/10 Excellent
More cheap stays in Pittsfield
Comfort Inn Rutland - Killington
19 Allen St Rutland VT
The price is S$165 per night from 26 Jul to 27 Jul
S$165
26 Jul - 27 Jul
includes taxes & fees
8.2/10 Very good! (1,007 reviews)
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- Visit Andover
- Visit Barre
- Bear Mountain Quad Ski Lift
- Branbury State Park
- Calvin Coolidge Historic Site
- Castleton University
- Diamond Run Mall
- Visit Fairlee
- Fire Tower
- Gifford Woods State Park
- Green Mountain National Golf Course
- Green Mountain Rock Climbing Center
- Halpin Covered Bridge
- Killington Golf Course
- Killington Peak
- Visit Moretown
- Visit Mount Tabor
- Visit Orwell
- Pico Mountain at Killington Ski Resort
- Practice Slope Chair Lift
- Proctor-Pittsford Country Club
- Saskadena Six Ski Area
- Skinner Barn
- Visit South Woodstock
- Visit Strafford
