Hotels in Pittsfield

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The Trailside Inn
The Trailside Inn
3.0 star property
North Sherburne
9.2 out of 10, Wonderful, (147 reviews)
The price is $165
$182 total
includes taxes & fees
Feb 26 - Feb 27
The Trailside Inn
Mountain Valley Retreat
Mountain Valley Retreat
2.5 star property
Killington
9.6 out of 10, Exceptional, (199 reviews)
  • cleanliness
    Experience nature near Killington with complimentary mountain breakfasts.
The price is $110
$124 total
includes taxes & fees
Mar 1 - Mar 2
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
Mar 1 - Mar 2
Grey Bonnet Inn
The Mountain Top Inn & Resort
The Mountain Top Inn & Resort
3.5 star property
Chittenden
9.0 out of 10, Wonderful, (107 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 26 - Feb 27
The Mountain Top Inn & Resort
Mountain Meadows Lodge
Mountain Meadows Lodge
3.5 star property
Killington
9.6 out of 10, Exceptional, (195 reviews)
  • cleanliness
    Experience Killington's natural beauty from this charming lodge with a hot tub.
The price is $220
$267 total
includes taxes & fees
Mar 22 - Mar 23
Mountain Meadows Lodge
Greenbrier Inn
Greenbrier Inn
2.0 star property
Killington
9.4 out of 10, Exceptional, (664 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 Sports Inn
Mountain Sports Inn
2.0 star property
Killington
8.8 out of 10, Excellent, (1,000 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 1 - Mar 2
Mountain Sports Inn
North Star Lodge and Resort
North Star Lodge and Resort
2.0 star property
Killington
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Tranquil mountain retreat near Killington Resort with outdoor pool and sauna.
The price is $160
$176 total
includes taxes & fees
Mar 1 - Mar 2
North Star Lodge and Resort
Summit Lodge
Summit Lodge
3.0 star property
Killington
8.6 out of 10, Excellent, (441 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 26 - Feb 27
Summit Lodge
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
Hotel Style Condo Promising a Comfortable and Convenient Retreat Right in the Heart of Vermont ski Country
Après Inn Killington
Après Inn Killington
2.0 star property
Killington
9.4 out of 10, Exceptional, (177 reviews)
  • cleanliness
    Mountain escape by Killington Resort with free WiFi and parking amenities.
The price is $171
$188 total
includes taxes & fees
Mar 25 - Mar 26
Après Inn Killington
Killington Center Inn & Suites by Killington VR - 1 Bedrooms
Killington Center Inn & Suites by Killington VR - 1 Bedrooms
3.0 star property
Killington
2.0 out of 10, (1 review)
The price is $298
$748 total
includes taxes & fees
Feb 26 - Feb 27
Killington Center Inn & Suites by Killington VR - 1 Bedrooms
The Vermont Inn
The Vermont Inn
3.0 star property
Rutland
9.2 out of 10, Wonderful, (423 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
Killington Haus
Killington Haus
2.0 star property
Killington
8.4 out of 10, Very Good, (18 reviews)
The price is $177
$195 total
includes taxes & fees
Feb 26 - Feb 27
Killington Haus
Snowed Inn
Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (386 reviews)
  • cleanliness
    Stay minutes from Killington Resort with a peaceful inn offering private hot tubs.
The price is $285
$345 total
includes taxes & fees
Mar 1 - Mar 2
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 26 - Feb 27
Turn of River Lodge
The Mountain Inn at Killington
The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (999 reviews)
  • cleanliness
    Just a few steps from Killington Resort with a free ski shuttle and slope access.
The price is $249
$288 total
includes taxes & fees
Mar 1 - Mar 2
The Mountain Inn at Killington
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 Mountain Lodge, Tapestry Collection by Hilton
Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 star property
Killington
7.4 out of 10, Good, (1,000 reviews)
The price is $156
$172 total
includes taxes & fees
Mar 26 - Mar 27
Killington Mountain Lodge, Tapestry Collection by Hilton
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.

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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 28 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.