Search Inns in Pittsfield

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 9 Inns in Pittsfield with updated reviews, rates, and availability.

Summit Lodge

3.0 star property
8.6 out of 10, Excellent, (386)
"Love the old ski lodge feel and the layout of the hotel"
Summit Lodge

The Village Inn of Woodstock

4.0 star property
9.8 out of 10, Exceptional, (86)
"Great place for a quiet getaway, while being conveniently located next to a grocery store and walking distance to downtown Woodstock and Billings farm. Excellent breakfast too."
The Village Inn of Woodstock

Kedron Valley Inn

3.5 star property
9.0 out of 10, Wonderful, (307)
"Good experience . Loved the proximity of Country store. We had breakfast there x 3 "
Kedron Valley Inn

Waybury Inn

3.5 star property
9.2 out of 10, Wonderful, (69)
"Wonderful authentic stay with lovely staff, great food, and a cozy inviting atmosphere. Would definitely stay again!"
Waybury Inn

Clear River Inn

3.0 star property
8.8 out of 10, Excellent, (85)
Clear River Inn

Birch Ridge Inn

3.0 star property
9.6 out of 10, Exceptional, (164)
"Nice place to stay"
Birch Ridge Inn

Fox Creek Inn LLC

3.0 star property
Fox Creek Inn LLC

Lincoln Inn & Gallery

3.0 star property
10.0 out of 10, Exceptional, (3)
"We had a wonderful stay at the Lincoln Inn. The property was very cute and historic, and the innkeeper was warm and welcoming."
The price is AED 375
AED 412 total
includes taxes & fees
27 Apr - 28 Apr
Lincoln Inn & Gallery
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.
Don't see what you're looking for?
See all available properties in Pittsfield
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Pittsfield

Killington area home - 4-seasons & hot tub. Sleeps 13+

9.8 out of 10, Exceptional, (117)
"Had a great stay in the perfect ski house "
Killington area home - 4-seasons & hot tub. Sleeps 13+

Private Killington Area Inn all to Yourself!

10.0 out of 10, Exceptional, (38)
"Eric is a perfect host! The inn is perfect, 9 rooms, private bathrooms. The kitchen is awesome, great appliances and big enough for everyone to be in the kitchen at the same time. This was our third year with family staying and celebrating. We will be back!"
Private Killington Area Inn all to Yourself!

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (42)
"This property was perfectly situated for ski on ski off accessibility. It had plenty of room for four adults. We also enjoyed the Sauna after skiing. The host Ryan was very easy to deal with and the check in/out process was simple and efficient. "
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
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.