A lake surrounded by autumn-colored trees and a rocky shoreline.

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Check prices for these dates

Next weekend
31 Jul - 2 Aug
In two weeks
7 Aug - 9 Aug
In one month
21 Aug - 23 Aug
In two months
18 Sep - 20 Sep

Our top choices for Pittsfield inns

Exterior

Kedron Valley Inn

Kedron Valley Inn
3.5 star property
South Woodstock
9.0 out of 10, Wonderful, (337 reviews)
"I love staying at the Inn when I come to Vermont to see my friends compete at Green Mountain Horse Association. Cozy place."
United States
Marylynn
The price is SAR 990
SAR 1,089 total
includes taxes & fees
26 Jul - 27 Jul
Kedron Valley Inn
Terrace/patio

Green Trails Inn

Green Trails Inn
3.0 star property
Brookfield
10.0 out of 10, Exceptional, (13 reviews)
"Historical charm combined with Immaculate style—- killer food hospitality highly recommend this place—- so wonderful"
United States
Christine
The price is SAR 584
SAR 636 total
includes taxes & fees
2 Aug - 3 Aug
Green Trails Inn
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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Top Pittsfield Hotel Reviews

Courtyard Middlebury

Courtyard Middlebury

10/10 Excellent
"Clean room and great location to explore Middlebury. The suite was actually better than what was shown in the pictures, there was an actual door separating the bedroom from the small living room area. Perfect for a family with kids so the parents can have some quiet time after they go to bed. Would totally go back."
julio felipe 1-night trip
Posted 9 hours ago
Courtyard Middlebury