A lake surrounded by autumn-colored trees and a rocky shoreline.

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Check availability on Pittsfield Ski Hotels

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Pittsfield ski hotels

A modern living room with a red sectional sofa, a round coffee table, wooden ceiling beams, a kitchen area, and a balcony with a view of trees.

1. NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking

NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking
North Sherburne
10.0 out of 10, Exceptional, (2 reviews)
The price is AED 841
AED 2,519 total
includes taxes & fees
30 Oct - 31 Oct
NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking
A table with a checkered placemat, a red vase with greenery and berries, and a clear plastic bag with items.

2. Greenbrier Inn

Greenbrier Inn
2.0 star property
Killington
9.4 out of 10, Exceptional, (704 reviews)
  • cleanliness
    Experience pure ski bliss at this mountain hotel near Killington Resort, where snowy adventures await right outside your door.
The price is AED 642
AED 740 total
includes taxes & fees
1 Nov - 2 Nov
Greenbrier Inn
A dining area with a wooden table and chairs, a fireplace, and a cozy seating area with a couch and a TV.

3. Mountain Sports Inn

Mountain Sports Inn
2.0 star property
Killington
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Alpine retreat steps from Killington Ski Resort with cozy rooms and mountain views.
The price is AED 400
AED 440 total
includes taxes & fees
22 Nov - 23 Nov
Mountain Sports Inn
A spacious room with large windows, a stone wall, and a wooden ceiling.

4. The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
3.5 star property
Chittenden
9.2 out of 10, Wonderful, (131 reviews)
The price is AED 943
AED 1,208 total
includes taxes & fees
9 Nov - 10 Nov
The Mountain Top Inn & Resort
A large, stone and wood lodge with a sign reading 'The Snowed Inn,' surrounded by snow-covered trees and a snow-covered driveway.

5. Snowed Inn

Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (432 reviews)
  • cleanliness
    Alpine wonderland at Killington's cozy bed & breakfast offers ski storage, fireplace lounges, and direct mountain access.
The price is AED 544
AED 658 total
includes taxes & fees
31 Oct - 1 Nov
Snowed Inn
A spacious living room with a fireplace, leather sofas, a wooden coffee table, and a view of the outdoors.

6. North Star Lodge and Resort

North Star Lodge and Resort
2.0 star property
Killington
8.6 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Ski into mountain adventure with a heated pool, sauna, and cozy fireplace at this welcoming Killington retreat near premier slopes.
The price is AED 434
AED 477 total
includes taxes & fees
4 Nov - 5 Nov
North Star Lodge and Resort
A spacious living room with a fireplace, a television, and a large window.

7. 4BR Killington Home Perfect for Families, Pet-Friendly

4BR Killington Home Perfect for Families, Pet-Friendly
North Sherburne
10.0 out of 10, Exceptional, (24 reviews)
The price is AED 898
AED 2,735 total
includes taxes & fees
30 Oct - 31 Oct
4BR Killington Home Perfect for Families, Pet-Friendly
A wooden structure with a black door labeled "KILLINGTON HAUS GUEST ENTRANCE" and a sign saying "WELCOME GUESTS!".

8. Killington Haus

Killington Haus
2.0 star property
Killington
9.0 out of 10, Wonderful, (70 reviews)
The price is AED 444
AED 489 total
includes taxes & fees
30 Oct - 31 Oct
Killington Haus
A building with a modern design, featuring large windows and a covered outdoor seating area.

9. The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (1,030 reviews)
  • cleanliness
    Mountain retreat offers direct shuttle to Killington's slopes, with a heated pool for après-ski relaxation and game room for family fun.
The price is AED 493
AED 569 total
includes taxes & fees
1 Nov - 2 Nov
The Mountain Inn at Killington
A sign for 'Apres Inn' in KILLINGTON, VT, with a modern building featuring large windows and a balcony.

10. Après Inn Killington

Après Inn Killington
2.0 star property
Killington
9.4 out of 10, Exceptional, (206 reviews)
  • cleanliness
    Embrace Killington's winter charm at this skier's haven with dedicated gear storage and mountain views.
The price is AED 507
AED 558 total
includes taxes & fees
31 Oct - 1 Nov
Après Inn Killington
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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Choose what matters most at ski hotels in Pittsfield

Resort
4 stars

Top Pittsfield Hotel Reviews

The Jackson

The Jackson

10/10 Excellent
"Lovely place! Easy check in and out! I will recommend it 100%"
Janet 1-night trip
Posted 4 hours ago
The Jackson

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