Independent Pittsfield hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Aug 27 - Aug 28
Tomorrow
Aug 28 - Aug 29
This weekend
Aug 29 - Aug 31
Next weekend
Sep 5 - Sep 7

Compare rooms and suites by Independent in Pittsfield with rates, reviews, and availability. Most hotels are fully refundable.

Our top choices for Pittsfield Independent

The Shire Woodstock
Property grounds

The Shire Woodstock

3.0 star property
8.8 out of 10, Excellent, (811)
"Enjoyed our stay and will return"
The Shire Woodstock
The Mountain Inn at Killington
Breakfast and dinner served

The Mountain Inn at Killington

2.5 star property
9.2 out of 10, Wonderful, (877)
"The staff was so welcoming and friendly, the rooms were immaculate and "
The Mountain Inn at Killington
Woodstock Inn & Resort
Lobby

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (532)
"Relaxing "
The price is NT$12,194
NT$14,758 total
includes taxes & fees
Sep 2 - Sep 3
Woodstock Inn & Resort
North Star Lodge and Resort
Standard Room, 2 Double Beds | Iron/ironing board, free WiFi, bed sheets

North Star Lodge and Resort

2.0 star property
8.6 out of 10, Excellent, (1006)
"Great place to stay"
North Star Lodge and Resort
Brandon Inn
Exterior

Brandon Inn

3.0 star property
8.6 out of 10, Excellent, (512)
"Great charming stay! "
The price is NT$4,609
NT$5,070 total
includes taxes & fees
Aug 28 - Aug 29
Brandon Inn
Cortina Inn
Front of property

Cortina Inn

3.0 star property
6.8 out of 10, (596)
"The staff was always available and helpful."
The price is NT$2,713
NT$2,984 total
includes taxes & fees
Sep 1 - Sep 2
Cortina Inn
Mountain Sports Inn
Front of property

Mountain Sports Inn

2.0 star property
8.8 out of 10, Excellent, (924)
"Clean, quiet stay."
The price is NT$2,873
NT$3,160 total
includes taxes & fees
Aug 28 - Aug 29
Mountain Sports Inn
The Jackson
Front of property

The Jackson

4.0 star property
9.8 out of 10, Exceptional, (228)
"Great stay! "
The Jackson
On The River Inn
Family Suite, 2 Bedrooms | Private kitchen | Microwave

On The River Inn

4.0 star property
9.4 out of 10, Exceptional, (1001)
"Great location, very quiet with good breakfast choices. "
On The River Inn
Après Inn Killington
Exterior

Après Inn Killington

2.0 star property
9.4 out of 10, Exceptional, (140)
"Close to the mountain- clean room plenty of towels etc very good price "
The price is NT$4,034
NT$4,438 total
includes taxes & fees
Aug 28 - Aug 29
Après Inn Killington
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.
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

Explore a world of travel with Expedia

Explore a world of travel with Expedia