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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 reviews in Pittsfield




The Trailside Inn
The Trailside InnNorth Sherburne
10/10 Excellent
The manager of this Inn was very friendly and recommended a great bar in killington where I spent an enjoyable evening chatting to some equally pleasant people. I would have been happy to stay longer at the trailside inn.
The manager of this Inn was very friendly and recommended a great bar in killington where I spent an enjoyable evening chatting to some equally pleasant people. I would have been happy to stay longer at the trailside inn.
Daniel




Mountain Meadows Lodge
Mountain Meadows LodgeKillington
10/10 Excellent
Great views and quiet location. Comfortable communal areas, great walks around the surrounding forests and a wonderful spot to relax next to the lake.
A short drive to Killington and all its attractions.
Loved the cookies.
Great views and quiet location. Comfortable communal areas, great walks around the surrounding forests and a wonderful spot to relax next to the lake.
A short drive to Killington and all its attractions.
Loved the cookies.
Andrew




Greenbrier Inn
Greenbrier InnKillington
10/10 Excellent
Although a skiing village, it was a great place to stay during the summer with some fresh air and nice local restaurants.
Although a skiing village, it was a great place to stay during the summer with some fresh air and nice local restaurants.
Scott




Mountain Sports Inn
Mountain Sports InnKillington
10/10 Excellent
Friendly staff, comfy bed and a good breakfast.
Friendly staff, comfy bed and a good breakfast.
judith




The Mountain Top Inn & Resort
The Mountain Top Inn & ResortChittenden
8/10 Good
Absolutely amazing view to wake up to! Friendly staff.
Absolutely amazing view to wake up to! Friendly staff.
Aaron




North Star Lodge and Resort
North Star Lodge and ResortKillington
10/10 Excellent
I have stayed here before but this time we got upgraded due to the lift being out of order and my hubby is disabled so we got a suite on floor 3 the entrance floor. It was stunning either way a massive jacuzzi bath in the bedroom and a great sized bathroom with large shower. Also had a kitchen and living room with views over Killington. Lovely hotel would recommend.
I have stayed here before but this time we got upgraded due to the lift being out of order and my hubby is disabled so we got a suite on floor 3 the entrance floor. It was stunning either way a massive jacuzzi bath in the bedroom and a great sized bathroom with large shower. Also had a kitchen and living room with views over Killington. Lovely hotel would recommend.
Anne




Best Western Inn & Suites Rutland-Killington
Best Western Inn & Suites Rutland-KillingtonRutland
10/10 Excellent
Skiing with family from Canada
Skiing with family from Canada
Marion




The Lilac Inn
The Lilac InnBrandon
10/10 Excellent
Lovely accommodation, friendly staff and delicious breakfast. Town was walkable from accommodation and plenty trails within short driving distance
Lovely accommodation, friendly staff and delicious breakfast. Town was walkable from accommodation and plenty trails within short driving distance
Rosina




The Jackson
The JacksonWest Woodstock
10/10 Excellent
Everything was perfect
Everything was perfect
Jane




Hampton Inn Rutland
Hampton Inn RutlandRutland
10/10 Excellent
Best hotel in Rutland.
Breakfast was good. Staff were good. Room was very good. Features like self-serve laundry and a pool are token amenities but appreciated. The hotel was recently renovated and it shows.
The hotel is right next to a retail plaza with a decent restaurant and big supermarket, and is very easy to drive in and out of to access the area.
Best hotel in Rutland.
Breakfast was good. Staff were good. Room was very good. Features like self-serve laundry and a pool are token amenities but appreciated. The hotel was recently renovated and it shows.
The hotel is right next to a retail plaza with a decent restaurant and big supermarket, and is very easy to drive in and out of to access the area.
John




On The River Inn
On The River InnWest Woodstock
10/10 Excellent
Breakfast was fantastic, such a lovely and peaceful place to stay for a few nights
Breakfast was fantastic, such a lovely and peaceful place to stay for a few nights
Laura




My Place Hotel-Randolph VT
My Place Hotel-Randolph VTRandolph Center
8/10 Good
New property, everything works. The rooms have kitchens including hobs but no pots, pans, plates or cutlery so it seems a waste. Best if you have a car as nothing is walkable. We were on bicycles.
New property, everything works. The rooms have kitchens including hobs but no pots, pans, plates or cutlery so it seems a waste. Best if you have a car as nothing is walkable. We were on bicycles.
Elspeth




Sleep Woodstock Motel
Sleep Woodstock MotelWoodstock
8/10 Good
I always thought motels were rather unpleasant and distasteful - well, I could not have been any more mistaken! My partner and I absolutely loved this motel; it was conveniently located, the surroundings were gorgeous and our room was one you would expect to find in a proper nice hotel. It was clean, modern, had a big flat-screen TV and the bed was super comfortable!
The level of attention upon arrival and throughout the whole stay was also flawless. We were greeted by Patrick, who is the...
I always thought motels were rather unpleasant and distasteful - well, I could not have been any more mistaken! My partner and I absolutely loved this motel; it was conveniently located, the surroundings were gorgeous and our room was one you would expect to find in a proper nice hotel. It was clean, modern, had a big flat-screen TV and the bed was super comfortable!
The level of attention upon arrival and throughout the whole stay was also flawless. We were greeted by Patrick, who is the...
Angel





