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

Search Inns in Pittsfield

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Pittsfield inns

A two-story building with a porch, outdoor seating, and flags.

1. Green Trails Inn

Green Trails Inn
3.0 star property
Brookfield
10.0 out of 10, Exceptional, (24 reviews)
"I loved everything about this place. I only wish they had softer mattresses, but I feel like that’s the case with all hotels/ b&b’s. Would recommend this place to anyone!"
United States
Kelly
$135 nightly
The price is $147
Nov 30 - Dec 1
Total with taxes and fees
Green Trails Inn
A two-story house with a front porch, a central entrance, and a garden with various plants and flowers.

2. Kedron Valley Inn

Kedron Valley Inn
3.5 star property
South Woodstock
9.0 out of 10, Wonderful, (361 reviews)
"Perfect place for a weekend getaway."
United States
ashley
$259 nightly
The price is $285
Nov 5 - Nov 6
Total with taxes and fees
Kedron Valley 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

On The River Inn

On The River Inn

10/10 Excellent
"Cosy and lovely. Couldnt have been nicer. The breakfast muffins were homemade and the bestbive ever had"
chiara 1-night trip
Posted 13 hours ago
On The River Inn

Find out more about Pittsfield

Pittsfield Inns information

Number of reviews
24
Accommodation
4 Inns
Lowest Price
$147
Highest Price
$285

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