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

Search Inns in Pittsfield

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct
In one month
30 Oct - 1 Nov
In two months
27 Nov - 29 Nov

Our top choices for Pittsfield inns

A two-story house with a front porch, a central entrance, and a garden with various plants and flowers.

1. Kedron Valley Inn

Kedron Valley Inn
3.5 star property
South Woodstock
9.0 out of 10, Wonderful, (344 reviews)
"Spotless well appointed room"
United States
Kathryn
The price is £355
includes taxes & fees
29 Sept - 30 Sept
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pittsfield Hotel Reviews

Emrose Luxury Cabins

Emrose Luxury Cabins

10/10 Excellent
"Emrose Luxury Cabins was a unique stay and a great option for a quick romantic or family weekend getaway. My wife, child, and I stayed in Cabin #4, a quaint little cabin with modern amenities. The bed and linens were extremely comfortable, the bathroom and shower were great, and the large windows looked out over a sprawling field. Since we stayed in late September and only for a short weekend, we didn’t get a chance to enjoy all of the grounds, including the pool and hot tub, but I imagine they would be especially nice during the summer. There are also plenty of other amenities, including a gym, game room with table tennis, and fire pits for relaxing in the evening. Both the cabin and grounds were very clean and well maintained. If I had to be critical, I wish the property were a little more wooded or had something to buffer the sound from Route 7. The cabins are located right off the road, which sees fairly consistent traffic throughout the day and night. The location is convenient, with Brandon’s charming downtown just a short drive away, offering several nice restaurants and shops. It’s also about 20 minutes from Middlebury and attractions like Branbury State Park. Overall, I’d definitely recommend Emrose to anyone visiting Vermont for a quiet weekend. It’s a comfortable, peaceful place to slow down and enjoy the beautiful scenery."
Nicholas 2-night trip
Posted less than an hour ago
Emrose Luxury Cabins

Find out more about Pittsfield

Pittsfield Inns information

Number of reviews
344
Accommodation
4 Inns
Lowest Price
£355
Highest Price
£355

Explore a world of travel with Expedia