Find Ski Hotels in Pittsfield, VT
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16 Aug - 17 AugTomorrow
17 Aug - 18 AugNext weekend
21 Aug - 23 AugIn two weeks
28 Aug - 30 AugOur top choices for Pittsfield ski hotels
1. NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking
NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat ParkingNorth Sherburne
AED 688
AED 2,313 total
includes taxes & fees
17 Aug - 18 Aug
2. The Trailside Inn
The Trailside InnNorth Sherburne
- Cozy guesthouse retreat near Killington Resort offers skiing, sledding, and snowshoeing adventures with a warming lobby fireplace.
AED 585
AED 644 total
includes taxes & fees
17 Aug - 18 Aug
3. Mountain Sports Inn
Mountain Sports InnKillington
- Alpine retreat steps from Killington Ski Resort with cozy rooms and mountain views.
AED 400
AED 440 total
includes taxes & fees
17 Aug - 18 Aug
4. North Star Lodge and Resort
North Star Lodge and ResortKillington
- Ski into mountain adventure with a heated pool, sauna, and cozy fireplace at this welcoming Killington retreat near premier slopes.
AED 444
AED 489 total
includes taxes & fees
19 Aug - 20 Aug
5. The Mountain Inn at Killington
The Mountain Inn at KillingtonKillington
- Mountain retreat offers direct shuttle to Killington's slopes, with a heated pool for après-ski relaxation and game room for family fun.
AED 459
AED 531 total
includes taxes & fees
17 Aug - 18 Aug
6. Greenbrier Inn
Greenbrier InnKillington
- Experience pure ski bliss at this mountain hotel near Killington Resort, where snowy adventures await right outside your door.
AED 619
AED 714 total
includes taxes & fees
17 Aug - 18 Aug
7. Snowed Inn
Snowed InnKillington
- Alpine wonderland at Killington's cozy bed & breakfast offers ski storage, fireplace lounges, and direct mountain access.
AED 466
AED 564 total
includes taxes & fees
17 Aug - 18 Aug
AED 1,194
AED 1,301 total
includes taxes & fees
17 Aug - 18 Aug
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Top Pittsfield Hotel Reviews
The Mountain Inn at Killington
8/10 Good
"Everything was good we enjoyed the stay for the weekend."
Mountain Sports Inn
8/10 Good
"This is an older building, but clean and well maintained. The AC window units worked very well. The breakfast was tailored to meet our needs and excellent. The staff were friendly, caring and always available, even though summertime has fewer visitors than during the ski season. Highly recommend for the value!"
The Shire Woodstock
8/10 Good
"The staff was helpful. The room was clean. There was some 1st floor construction that it would have been nice to know about prior to check in. It didn’t impact our stay but made things a bit dusty. Very conveniently located to downtown area."
Mountain Meadows Lodge
10/10 Excellent
"Great place, we stopped for a few days while taking a break from hiking the AT. The grounds are amazing, breakfast was delicious, and staff was very accommodating. They even washing our stinky hiking clothes and picked up a pizza for us. Would highly recommend!"
Sleep Woodstock Motel
10/10 Excellent
"Very clean nice place"
The Jackson
10/10 Excellent
"Wonderful place to rest and enjoy the beautiful town and scenery"
Woodstock Inn & Resort
10/10 Excellent
"Amazing! Will visit again."
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