Find Ski Hotels in Pittsfield, VT
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29 Aug - 30 AugTomorrow
30 Aug - 31 AugNext weekend
4 Sep - 6 SepIn two weeks
11 Sep - 13 SepOur 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 699
AED 2,326 total
includes taxes & fees
30 Aug - 31 Aug
2. Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, VermontNorth Sherburne
AED 726
AED 2,361 total
includes taxes & fees
31 Aug - 1 Sep
3. 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
31 Aug - 1 Sep
4. Mountain Sports Inn
Mountain Sports InnKillington
- Alpine retreat steps from Killington Ski Resort with cozy rooms and mountain views.
AED 419
AED 461 total
includes taxes & fees
30 Aug - 31 Aug
5. 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 436
AED 480 total
includes taxes & fees
8 Sep - 9 Sep
6. 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 460
AED 531 total
includes taxes & fees
30 Aug - 31 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
30 Aug - 31 Aug
8. 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
30 Aug - 31 Aug
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Top Pittsfield Hotel Reviews
On The River Inn
10/10 Excellent
"This place was set up even better than I expected. With nature right outside the door, it was so relaxing and stress-free, and the overall atmosphere was elegant and beautiful. Staff members are very friendly, too. The only thing was that the mattress was a bit too soft, which gave me a backache."
The Mountain Inn at Killington
10/10 Excellent
"It was a cute hotel with a great distillery/restaurant. The food was amazing as well as the drinks! The room was a nice size. It was very comfortable."
Killington Mountain Lodge, Tapestry Collection by Hilton
10/10 Excellent
"Bathroom was clean with lots of towels, the room was larger than I expected and everything was ok with it."
The Shire Woodstock
8/10 Good
"We enjoyed our stay very much. We found our stay to very quiet. The back of the property was so peaceful and relaxing sitting by the river, listening to the birds and the gurgling of the river as it moves along. The room was comfortable with a fridge and freezer for snacks/fruit etc. I'd like to see another chair in the room so that 2 people can sit by the window and experience the view although this wasn't a game changer."
Hampton Inn Rutland
10/10 Excellent
"Nice hotel. Clean. Friendly staff. Easy parking."
Sleep Woodstock Motel
8/10 Good
"Centrally located to waterfalls we went to Had everything we needed"
Comfort Inn Rutland - Killington
8/10 Good
"Enjoyed my stay. Felt safe."
Woodstock Inn & Resort
10/10 Excellent
"Amazing! Will visit again."
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