Hotels in Pittsfield

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Where to stay in Pittsfield?

The Trailside Inn
The Trailside Inn
3.0 star property
North Sherburne
9.0 out of 10, Wonderful, (145 reviews)
The price is $165
$182 total
includes taxes & fees
Feb 22 - Feb 23
The Trailside Inn
Mountain Valley Retreat
Mountain Valley Retreat
2.5 star property
Killington
9.6 out of 10, Exceptional, (197 reviews)
  • cleanliness
    Experience nature near Killington with complimentary mountain breakfasts.
The price is $110
$124 total
includes taxes & fees
Feb 22 - Feb 23
Mountain Valley Retreat
Grey Bonnet Inn
Grey Bonnet Inn
2.0 star property
Killington
8.0 out of 10, Very Good, (72 reviews)
  • cleanliness
    Charming mountain lodge minutes from Killington Resort with free breakfast and WiFi.
The price is $164
$180 total
includes taxes & fees
Feb 25 - Feb 26
Grey Bonnet Inn
The Mountain Top Inn & Resort
The Mountain Top Inn & Resort
3.5 star property
Chittenden
9.0 out of 10, Wonderful, (105 reviews)
  • cleanliness
    Mountainside retreat with ski-in/ski-out access and year-round outdoor adventures.
The price is $260
$283 total
includes taxes & fees
Feb 22 - Feb 23
The Mountain Top Inn & Resort
Greenbrier Inn
Greenbrier Inn
2.0 star property
Killington
9.4 out of 10, Exceptional, (662 reviews)
  • cleanliness
    Cozy mountainside inn near top skiing with outdoor pool and woodland trails.
The price is $194
$224 total
includes taxes & fees
Mar 2 - Mar 3
Greenbrier Inn
Mountain Meadows Lodge
Mountain Meadows Lodge
3.5 star property
Killington
9.6 out of 10, Exceptional, (194 reviews)
  • cleanliness
    Experience Killington's natural beauty from this charming lodge with a hot tub.
The price is $231
$279 total
includes taxes & fees
Mar 15 - Mar 16
Mountain Meadows Lodge
The Suites at Killington Center
The Suites at Killington Center
3.5 star property
Killington
The price is $164
$400 total
includes taxes & fees
Feb 23 - Feb 24
The Suites at Killington Center
Mountain Sports Inn
Mountain Sports Inn
2.0 star property
Killington
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Ski country comfort with a view, just 5 minutes from Killington's best slopes.
The price is $109
$120 total
includes taxes & fees
Mar 22 - Mar 23
Mountain Sports Inn
North Star Lodge and Resort
North Star Lodge and Resort
2.0 star property
Killington
8.6 out of 10, Excellent, (1,004 reviews)
  • cleanliness
    Tranquil mountain retreat near Killington Resort with outdoor pool and sauna.
The price is $160
$176 total
includes taxes & fees
Mar 2 - Mar 3
North Star Lodge and Resort
Hotel Style Condo Promising a Comfortable and Convenient Retreat Right in the Heart of Vermont ski Country
Hotel Style Condo Promising a Comfortable and Convenient Retreat Right in the Heart of Vermont ski Country
2.0 star property
Killington
The price is $181
$331 total
includes taxes & fees
Feb 23 - Feb 24
Hotel Style Condo Promising a Comfortable and Convenient Retreat Right in the Heart of Vermont ski Country
Summit Lodge
Summit Lodge
3.0 star property
Killington
8.6 out of 10, Excellent, (438 reviews)
  • cleanliness
    Enjoy a cozy mountain hideaway 5 minutes from Killington Resort's top ski runs.
The price is $199
$219 total
includes taxes & fees
Feb 24 - Feb 25
Summit Lodge
Après Inn Killington
Après Inn Killington
2.0 star property
Killington
9.4 out of 10, Exceptional, (176 reviews)
  • cleanliness
    Mountain escape by Killington Resort with free WiFi and parking amenities.
The price is $177
$195 total
includes taxes & fees
Mar 23 - Mar 24
Après Inn Killington
The Vermont Inn
The Vermont Inn
3.0 star property
Rutland
9.2 out of 10, Wonderful, (419 reviews)
  • cleanliness
    Family-friendly B&B near skiing with pool, fitness center, and complimentary perks.
The price is $229
$250 total
includes taxes & fees
Mar 1 - Mar 2
The Vermont Inn
Snowed Inn
Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (384 reviews)
  • cleanliness
    Stay minutes from Killington Resort with a peaceful inn offering private hot tubs.
The price is $285
$345 total
includes taxes & fees
Feb 22 - Feb 23
Snowed Inn
Turn of River Lodge
Turn of River Lodge
2.5 star property
Killington
9.0 out of 10, Wonderful, (283 reviews)
The price is $127
$139 total
includes taxes & fees
Feb 22 - Feb 23
Turn of River Lodge
Whitetail Chalet 4 Bedroom Home
Whitetail Chalet 4 Bedroom Home
3.0 star property
Killington
The price is $625
$1,355 total
includes taxes & fees
Mar 11 - Mar 12
Whitetail Chalet 4 Bedroom Home
The Mountain Inn at Killington
The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (997 reviews)
  • cleanliness
    Just a few steps from Killington Resort with a free ski shuttle and slope access.
The price is $229
$265 total
includes taxes & fees
Feb 24 - Feb 25
The Mountain Inn at Killington
Killington Mountain Lodge, Tapestry Collection by Hilton
Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 star property
Killington
7.4 out of 10, Good, (1,003 reviews)
The price is $171
$189 total
includes taxes & fees
Mar 9 - Mar 10
Killington Mountain Lodge, Tapestry Collection by Hilton
Mountain Green
Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (20 reviews)
  • cleanliness
    Ski-in condo with indoor pool, just a short drive to Killington's slopes.
The price is $215
$288 total
includes taxes & fees
Mar 11 - Mar 12
Mountain Green
Killington Center 531
Killington Center 531
3.5 star property
Killington
The price is $233
$388 total
includes taxes & fees
Feb 23 - Feb 24
Killington Center 531
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.

Top landmarks in Pittsfield

Check out reviews of Pittsfield hotels guests love

Frequently asked questions

What accommodations do travelers recommend in Pittsfield?
Can I book a refundable accommodation in Pittsfield?
If you need the flexibility to change your travel plans to Pittsfield, most accommodations provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Pittsfield if I want a vacation home instead of a hotel?
If you want a good alternative to a hotel, review our selection of 29 vacation homes.
What will the weather in Pittsfield be like during my trip?
The warmest months in Pittsfield are usually July and August with an average temp of 63°F. January and February are the chilliest months when the average temp is 23°F. The rainiest months are July and June.
Why should I book my Pittsfield hotel with Hotels.com?
There are plenty of reasons to book your Pittsfield travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.