Pittsfield Hotels from S$153
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Our top choices for Pittsfield hotels
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 S$263
includes taxes & fees
21 Jun - 22 Jun
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 S$246
includes taxes & fees
14 Jun - 15 Jun
Kedron Valley Inn
Kedron Valley InnSouth Woodstock
9.0 out of 10, Wonderful, (334 reviews)
"Clean very well decorated room with comfortable beds and lots of pillows. Would stay again "
Andrew
The price is S$328
includes taxes & fees
31 May - 1 Jun
Woodstock Inn & Resort
Woodstock Inn & ResortWoodstock
9.4 out of 10, Exceptional, (580 reviews)
"Perfect staff and excellent accommodations. 30th anniversary celebration at a perfect hotel."
Christopher
The price is S$687
includes taxes & fees
8 Jun - 9 Jun
On The River Inn
On The River InnWest Woodstock
9.4 out of 10, Exceptional, (1,004 reviews)
"Clean room, friendly staff, family-friendly. "
Suwei
The price is S$296
includes taxes & fees
18 Jun - 19 Jun
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 S$221
includes taxes & fees
9 Jun - 10 Jun
Sleep Woodstock Motel
Sleep Woodstock MotelWoodstock
9.6 out of 10, Exceptional, (580 reviews)
"Quiet, well kept, comfortable, convenient."
Elisabeth
The price is S$155
includes taxes & fees
31 May - 1 Jun
Deer Brook Inn
Deer Brook InnWoodstock
10.0 out of 10, Exceptional, (2 reviews)
"The property manager greeted us when we walked in and she was extremely friendly and kind. The inn was charming and had a homey feel, and the rooms were very clean and well maintained with awesome amenities."
Sara
The price is S$324
includes taxes & fees
8 Jun - 9 Jun
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
1 Jun - 2 Jun
My Place Hotel-Randolph VT
My Place Hotel-Randolph VTRandolph Center
9.4 out of 10, Exceptional, (456 reviews)
"Great location for us when visiting VT."
Jeannine
The price is S$154
includes taxes & fees
28 Jun - 29 Jun
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 S$160
includes taxes & fees
17 Jun - 18 Jun
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 S$175
includes taxes & fees
3 Jun - 4 Jun
Killington Mountain Lodge, Tapestry Collection by Hilton
Killington Mountain Lodge, Tapestry Collection by HiltonKillington
7.4 out of 10, Good, (1,001 reviews)
"Great staff and customer service.
Welcoming "
Vincenzo
The price is S$214
includes taxes & fees
11 Jun - 12 Jun
Killington Grand Hotel
Killington Grand HotelBase Area
8.8 out of 10, Excellent, (211 reviews)
"Fantastic....Perfect place for a fall getaway."
Justin
The price is S$348
includes taxes & fees
1 Jun - 2 Jun
Snowed Inn
Snowed InnKillington
9.8 out of 10, Exceptional, (395 reviews)
"Wonderful stay"
Gregory
The price is S$260
includes taxes & fees
16 Jun - 17 Jun
Après Inn Killington
Après Inn KillingtonKillington
9.4 out of 10, Exceptional, (189 reviews)
"Location is great"
Lei
The price is S$194
includes taxes & fees
1 Jun - 2 Jun
North Star Lodge and Resort
North Star Lodge and ResortKillington
8.8 out of 10, Excellent, (1,000 reviews)
"Plenty of space, storage, and nice kitchen. Room and bathroom was clean, bed was comfortable, and the heated pool with a view of the mountain was a huge plus after a long day of skiing"
William
The price is S$187
includes taxes & fees
31 May - 1 Jun
The Mountain Inn at Killington
The Mountain Inn at KillingtonKillington
9.2 out of 10, Wonderful, (1,002 reviews)
"Great lil spot right next to Killington !! Clean room, friendly staff!"
Kailyn
The price is S$198
includes taxes & fees
4 Jun - 5 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.
More cheap stays in Pittsfield
My Place Hotel-Randolph VT
2440 Vermont 66 Randolph Center VT
The price is S$154 per night from 28 Jun to 29 Jun
S$154
28 Jun - 29 Jun
includes taxes & fees
9.4/10 Exceptional! (456 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
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- 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
