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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
4 Rab. II - 6 Rab. II
In two weeks
11 Rab. II - 13 Rab. II
In one month
25 Rab. II - 27 Rab. II
In two months
23 Jum. I - 25 Jum. I

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

Summit Lodge
Fireplace

Summit Lodge

3.0 star property
8.6 out of 10, Excellent, (383)
"Please have your Sauna to work"
Summit Lodge
The Village Inn of Woodstock
Garden

The Village Inn of Woodstock

4.0 star property
9.8 out of 10, Exceptional, (86)
"From the moment we arrived, Heather welcomed us and helped us have a relaxing stay. Our bed was very comfy and the shower had great water pressure. The tap water tasted like spring water! Delicious! Close to the village, there’s also a small market next door where we bought sandwiches for lunch. Heather’s breakfasts were gourmet amazing! "
The Village Inn of Woodstock
Kedron Valley Inn
Exterior

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
Interior

Waybury Inn

3.5 star property
9.2 out of 10, Wonderful, (69)
"Online it says it has an EV charging station but it doesn't. But not too much of a setback otherwise the place was very cute and hospitable! Great Vermont charm! "
Waybury Inn
Clear River Inn
Restaurant

Clear River Inn

3.0 star property
8.8 out of 10, Excellent, (85)
"Staff was very professional and friendly! River the Inn was beautiful! "
Clear River Inn
Birch Ridge Inn
Front of property

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
Exterior

Fox Creek Inn LLC

3.0 star property
Fox Creek Inn LLC
Lincoln Inn & Gallery
Front of property

Lincoln Inn & Gallery

3.0 star property
10.0 out of 10, Exceptional, (1)
"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 SAR 463
SAR 510 total
includes taxes & fees
31 Mar - 1 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
Sign in
Sign up, it's free

Other property types in Pittsfield

Killington Vermont Ski and Snowmobiling House
Interior

Killington Vermont Ski and Snowmobiling House

9.4 out of 10, Exceptional, (42)
"Was not listed that soaps and toilet paper is not included. Just would’ve preferred that be out in the listing "
Killington Vermont Ski and Snowmobiling House
Killington area home - 4-seasons & hot tub. Sleeps 13+
Property grounds

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

9.8 out of 10, Exceptional, (116)
"We stayed at this property for a ski weekend in March. 8 guys fit comfortably and the accommodations were perfect. Property was as advertised and very clean. We enjoyed the hot tub after hitting the slopes which was a great way to finish the day. Owner was very accommodating and quick to reply to any inquiries or questions. 10/10"
Killington area home - 4-seasons & hot tub. Sleeps 13+
Private Killington Area Inn all to Yourself!
Fridge, microwave, oven, stovetop

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!
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.