Search Lodges in Pittsfield from CA $106

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Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
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Dec 4 - Dec 6
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Jan 1 - Jan 3
No exact matches found, but these alternatives could be just right

Recommended hotels in Pittsfield

A stone fireplace with a sign above it reading "Trailside Lodge."

1. The Trailside Inn

The Trailside Inn
3.0 star property
North Sherburne
9.2 out of 10, Wonderful, (167 reviews)
"Such a welcoming and friendly place for a stay"
United States
Marc
The price is CA $223
CA $246 total
includes taxes & fees
Nov 29 - Nov 30
The Trailside Inn
A covered outdoor deck with wicker furniture, a table, and a built-in grill.

2. Mountain Meadows Lodge

Mountain Meadows Lodge
3.5 star property
Killington
9.6 out of 10, Exceptional, (371 reviews)
"This place is awesome, Clean, beautiful, great location, great staff, super breakfast."
United States
Kathy
The price is CA $193
CA $247 total
includes taxes & fees
Nov 9 - Nov 10
Mountain Meadows Lodge
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, (1,004 reviews)
"Would definitely stay again"
United States
Pamela
The price is CA $153
CA $168 total
includes taxes & fees
Nov 22 - Nov 23
Mountain Sports Inn
A spacious living room with a high ceiling, wooden beams, a staircase, and a large window.

4. Greenbrier Inn

Greenbrier Inn
2.0 star property
Killington
9.4 out of 10, Exceptional, (706 reviews)
"Very friendly staff with easy check in and out. Breakfast was fast and convenient and great location!"
United States
Jeff
The price is CA $245
CA $283 total
includes taxes & fees
Nov 15 - Nov 16
Greenbrier Inn
A spacious living room with a fireplace, leather sofas, a wooden coffee table, and a view of the outdoors.

5. North Star Lodge and Resort

North Star Lodge and Resort
2.0 star property
Killington
8.6 out of 10, Excellent, (1,001 reviews)
"Perfect service and friendly staff!!"
United States
Toghrul
The price is CA $166
CA $182 total
includes taxes & fees
Nov 8 - Nov 9
North Star Lodge and Resort
A large, red, L-shaped building with multiple windows and a snow-covered roof, surrounded by a snowy landscape and mountains in the background.

6. Killington Haus

Killington Haus
2.0 star property
Killington
9.2 out of 10, Wonderful, (71 reviews)
"Clean room, clean place, warm and cozy inside. A great place to stay in Killington!"
United States
Ivan
The price is CA $170
CA $187 total
includes taxes & fees
Nov 8 - Nov 9
Killington Haus
A spacious room with large windows, a stone wall, and a wooden ceiling.

7. The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
3.5 star property
Chittenden
9.0 out of 10, Wonderful, (132 reviews)
"Oh wow!! I would stay here again tomorrow! Beautiful property, restaurant has amazing food and convenient location. We stayed in the Long View Barn, the 60 mile view was even more spectacular than we imagined!"
United States
Allison
The price is CA $414
CA $519 total
includes taxes & fees
Nov 8 - Nov 9
The Mountain Top Inn & Resort
A building with a modern design, featuring large windows and a covered outdoor seating area.

8. The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (1,004 reviews)
"Great hotel!"
United States
Petra
The price is CA $188
CA $217 total
includes taxes & fees
Nov 8 - Nov 9
The Mountain Inn at Killington
A large, stone and wood lodge with a sign reading 'The Snowed Inn,' surrounded by snow-covered trees and a snow-covered driveway.

9. Snowed Inn

Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (436 reviews)
"It was a fantastic stay and all that we wanted in a charming inn on the mountain."
United States
Marleen
The price is CA $184
CA $222 total
includes taxes & fees
Dec 6 - Dec 7
Snowed Inn
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, (208 reviews)
"modern and clean, wifi worked great"
United States
Kylie
The price is CA $193
CA $213 total
includes taxes & fees
Nov 11 - Nov 12
Après Inn Killington
A rustic cabin with a wooden deck, surrounded by dense greenery and a rocky landscape.

11. Gnome Home Mountain Ski Chalet w/Sauna Killington

Gnome Home Mountain Ski Chalet w/Sauna Killington
Stockbridge
10.0 out of 10, Exceptional, (7 reviews)
"Nice property in a beautiful location. Host was very responsive and informative. Thanks for the stay!"
United States
Gerald S.
The price is CA $307
CA $638 total
includes taxes & fees
Nov 8 - Nov 9
Gnome Home Mountain Ski Chalet w/Sauna Killington
A two-story building with a dark brown exterior, a covered porch, and a number '303' sign.

12. Fabulous 4-bedroom chalet in tranquil Killington getaway with Hot tub two Kings

Fabulous 4-bedroom chalet in tranquil Killington getaway with Hot tub two Kings
North Sherburne
8.0 out of 10, Very good, (17 reviews)
"We had a great time!"
United States
Matthew R.
The price is CA $159
CA $514 total
includes taxes & fees
Nov 8 - Nov 9
Fabulous 4-bedroom chalet in tranquil Killington getaway with Hot tub two Kings
A large, multi-story hotel with a prominent entrance and a staircase leading to the upper levels.

13. 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, (1,001 reviews)
"Great hotel with an amazing staff."
United States
Richard
The price is CA $211
CA $232 total
includes taxes & fees
Nov 9 - Nov 10
Killington Mountain Lodge, Tapestry Collection by Hilton
A spacious indoor area with a large dining table, several chairs, and a sofa. There is a glass door leading outside, and the room has a wooden ceiling structure.

14. Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington
2.5 star property
Rutland
8.8 out of 10, Excellent, (1,000 reviews)
"clean, staff welcoming, and breakfast was solid."
United States
Bryce
The price is CA $226
CA $248 total
includes taxes & fees
Nov 12 - Nov 13
Best Western Inn & Suites Rutland-Killington
An aerial view of a residential area with houses, a swimming pool, and a parking lot.

15. Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.

Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
Killington
9.4 out of 10, Exceptional, (10 reviews)
"Beautiful place . My sister was visiting USA/ Vermont for the first time . We went to the Breakfast cafe next door it was amazing . "
United States
Asad B.
The price is CA $135
CA $371 total
includes taxes & fees
Nov 8 - Nov 9
Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
A living room with a sofa, a dining table with chairs, a kitchen area with wooden cabinets, and a bar.

16. Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.

Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.
Killington
9.8 out of 10, Exceptional, (14 reviews)
"We had such a great time staying here. It was clean, cozy and so convenient to walk right out the door to the slopes! "
United States
Susanne B.
The price is CA $169
CA $447 total
includes taxes & fees
Nov 8 - Nov 9
Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.
A modern kitchen with a microwave, stove, and red stools. A living area with a fireplace and a TV is visible in the background.

17. Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332

Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
Killington
9.4 out of 10, Exceptional, (12 reviews)
"Quick trip but would stay here again"
United States
John O.
The price is CA $211
CA $600 total
includes taxes & fees
Nov 8 - Nov 9
Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
A modern living room with a glass coffee table, a sofa, a TV mounted on the wall, a fireplace, and a blue accent wall.

18. Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington

Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
Killington
9.6 out of 10, Exceptional, (5 reviews)
"Great room!"
United States
Carla M.
The price is CA $106
CA $362 total
includes taxes & fees
Nov 8 - Nov 9
Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
A hotel room with two beds, a desk, a chair, a lamp, and a trash can.

19. Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington
2.5 star property
Rutland
8.0 out of 10, Very good, (1,002 reviews)
"This was a good hotel for a decent price."
United States
Leila
The price is CA $175
CA $193 total
includes taxes & fees
Nov 12 - Nov 13
Comfort Inn Rutland - 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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Learn more about Pittsfield

Nestled in Vermont's Green Mountains, Pittsfield offers excellent hiking on the Long Trail and thrilling mountain biking at Green Mountain Trails. Riverside picnics along the Tweed River provide peaceful breaks between seasonal activities at nearby Killington Resort.

See all hotels in Pittsfield
A lake surrounded by autumn-colored trees and a rocky shoreline.

Top reviews in Pittsfield

A stone fireplace with a sign above it reading "Trailside Lodge."
The Trailside Inn

The Trailside Inn

The Trailside Inn
North Sherburne

10/10 Excellent

Lots of space and generous continental breakfast was included. Clean and quiet. Friendly owners. Thank you!
Canada
Grainne
Reviewed December 8, 2024
The Trailside Inn

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