Hotels in Pittsfield
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The Getaway 4 Bedroom Home
The Getaway 4 Bedroom Home
3.0 star property
Pittsfield
The price is $451
$451
$1,066 total
includes taxes & fees
Jan 5 - Jan 6
The Trailside Inn
The Trailside Inn
3.0 star property
North Sherburne
9.0 out of 10, Wonderful, (138)
9.0/10
Wonderful
(138)
The price is $165
$165
$182 total
includes taxes & fees
Jan 5 - Jan 6
Bob's Sled Lodge 2 Bedroom Home
Bob's Sled Lodge 2 Bedroom Home
3.0 star property
North Sherburne
- Serene vacation home near Killington Ski Resort with free WiFi and garden setting.
The price is $269
$269
$747 total
includes taxes & fees
Jan 5 - Jan 6
Mountain Valley Retreat
Mountain Valley Retreat
2.5 star property
Killington
9.6 out of 10, Exceptional, (191)
9.6/10
Exceptional
(191)
- Experience nature near Killington with complimentary mountain breakfasts.
The price is $110
$110
$124 total
includes taxes & fees
Jan 11 - Jan 12
Mountain Meadows Lodge
Mountain Meadows Lodge
3.5 star property
Killington
9.4 out of 10, Exceptional, (185)
9.4/10
Exceptional
(185)
- Experience Killington's natural beauty from this charming lodge with a hot tub.
The price is $208
$208
$254 total
includes taxes & fees
Jan 5 - Jan 6
The Mountain Top Inn & Resort
The Mountain Top Inn & Resort
3.5 star property
Chittenden
9.0 out of 10, Wonderful, (100)
9.0/10
Wonderful
(100)
- Mountainside retreat with ski-in/ski-out access and year-round outdoor adventures.
The price is $325
$325
$354 total
includes taxes & fees
Jan 5 - Jan 6
Greenbrier Inn
Greenbrier Inn
2.0 star property
Killington
9.4 out of 10, Exceptional, (650)
9.4/10
Exceptional
(650)
- Cozy mountainside inn near top skiing with outdoor pool and woodland trails.
The price is $189
$189
$218 total
includes taxes & fees
Jan 5 - Jan 6
Grey Bonnet Inn
Grey Bonnet Inn
2.0 star property
Killington
7.8 out of 10, Good, (67)
7.8/10
Good
(67)
- Charming mountain lodge minutes from Killington Resort with free breakfast and WiFi.
The price is $164
$164
$180 total
includes taxes & fees
Feb 1 - Feb 2
Mountain Sports Inn
Mountain Sports Inn
2.0 star property
The Woods
8.8 out of 10, Excellent, (996)
8.8/10
Excellent
(996)
- Ski country comfort with a view, just 5 minutes from Killington's best slopes.
The price is $99
$99
$109 total
includes taxes & fees
Jan 5 - Jan 6
North Star Lodge and Resort
North Star Lodge and Resort
2.0 star property
Killington
8.6 out of 10, Excellent, (1002)
8.6/10
Excellent
(1002)
- Tranquil mountain retreat near Killington Resort with outdoor pool and sauna.
The price is $160
$160
$176 total
includes taxes & fees
Jan 11 - Jan 12
Summit Lodge
Summit Lodge
3.0 star property
Killington
8.6 out of 10, Excellent, (404)
8.6/10
Excellent
(404)
- Enjoy a cozy mountain hideaway 5 minutes from Killington Resort's top ski runs.
The price is $193
$193
$212 total
includes taxes & fees
Jan 11 - Jan 12
Après Inn Killington
Après Inn Killington
2.0 star property
Killington
9.4 out of 10, Exceptional, (165)
9.4/10
Exceptional
(165)
- Mountain escape by Killington Resort with free WiFi and parking amenities.
The price is $174
$174
$191 total
includes taxes & fees
Jan 5 - Jan 6
Mountainview Escape 4 Bedroom Home
Mountainview Escape 4 Bedroom Home
2.0 star property
North Sherburne
The price is $556
$556
$1,359 total
includes taxes & fees
Jan 5 - Jan 6
Snowed Inn
Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (374)
9.8/10
Exceptional
(374)
- Stay minutes from Killington Resort with a peaceful inn offering private hot tubs.
The price is $236
$236
$286 total
includes taxes & fees
Jan 6 - Jan 7
Turn of River Lodge
Turn of River Lodge
2.5 star property
Killington
9.0 out of 10, Wonderful, (271)
9.0/10
Wonderful
(271)
The price is $127
$127
$139 total
includes taxes & fees
Jan 7 - Jan 8
Killington Haus
Killington Haus
2.0 star property
Killington
8.0 out of 10, Very Good, (1)
8.0/10
Very Good
(1)
The price is $175
$175
$192 total
includes taxes & fees
Jan 5 - Jan 6
The Vermont Inn
The Vermont Inn
3.0 star property
Rutland
9.2 out of 10, Wonderful, (415)
9.2/10
Wonderful
(415)
- Family-friendly B&B near skiing with pool, fitness center, and complimentary perks.
The price is $285
$285
$311 total
includes taxes & fees
Jan 5 - Jan 6
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, (1002)
7.4/10
Good
(1002)
The price is $173
$173
$191 total
includes taxes & fees
Feb 1 - Feb 2
The Mountain Inn at Killington
The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (976)
9.2/10
Wonderful
(976)
- Just a few steps from Killington Resort with a free ski shuttle and slope access.
The price is $279
$279
$322 total
includes taxes & fees
Feb 1 - Feb 2
Mountain Green
Mountain Green
2.0 star property
Killington
6.8 out of 10, (17)
6.8/10
(17)
- Ski-in condo with indoor pool, just a short drive to Killington's slopes.
The price is $225
$225
$302 total
includes taxes & fees
Jan 12 - Jan 13
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.
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.
Go beyond your typical stay in Pittsfield
Pet friendly
Family friendly
Check out reviews of Pittsfield hotels guests love
Days Inn by Wyndham Rutland/Killington Area
10/10 Excellent
"Had a great stay"
On The River Inn
10/10 Excellent
"Wonderful stay at this beautiful inn. Couldn’t fault it. The only downside is that the bar and restaurant isn’t open every evening. When it was open, it was excellent - top quality food and brilliant staff."
Hampton Inn Rutland
10/10 Excellent
"Staff very welcoming. Room spotless."
Mountain Meadows Lodge
10/10 Excellent
"We were two families with 4 patents and three teens, coming to Killington to ski. We enjoyed our stay so much! It was cozy and comfortable, the continental breakfast was nice, saving us precious time before heading to the slopes. Highly recommend!"
Comfort Inn Rutland - Killington
10/10 Excellent
"Everything was as expected, clean and functional."
The Mountain Inn at Killington
10/10 Excellent
"JP and the staff at the Inn were great. Breakfast was really nice to have as so many places no longer even offer breakfast. Great stay"
Mountain Sports Inn
10/10 Excellent
"Room was fine close to mountain breakfast included was great "
North Star Lodge and Resort
10/10 Excellent
"great"
My Place Hotel-Randolph VT
10/10 Excellent
"Clean, plenty pillows, great hot water. "
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 30 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.