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

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14
No exact matches found, but these alternatives could be just right

Recommended hotels in Pittsfield

An outdoor deck with a fire pit and wicker furniture.

1. 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, Vermont
North Sherburne
10.0 out of 10, Exceptional, (1 review)
"Peak Hill, is a lovely and very clean home, with a fully stocked kitchen and comfy beds. This home is exactly as the pictures that are shown. We had a very small issue with the door lock (battery), called and it was fixed right away, wonderful service. The owner, Geri, we had the opportunity to meet and she is very kind and a pleasure to speak with. We travel alot and l bring pretty much my own kitchen, pillow...... with me where ever l go. However, l would of been fine using all at this...
United States
Essa R.
The price is CA $277
CA $890 total
includes taxes & fees
Oct 25 - Oct 26
Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
A hot tub on a wooden deck with a view of a forested area.

2. 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)
"On our 30th Anniversary trip to Vermont, New Hampshire and Maine we fell in love with Killington, Vermont. So much so we left the coast of Maine and last minute booked our remaining two nights back in Killington at the Poweder Run Lodge. The lodge was a wonderful experience! The location was beautiful, spacious, clean, had a fully stocked kitchen and spectacular views. The hosts were kind and easy to communicate with. We are older and need a continuous running fan and a little softer bed when we...
United States
Heidi P.
The price is CA $321
CA $948 total
includes taxes & fees
Oct 25 - Oct 26
NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking
A large building with a covered entrance and multiple windows, surrounded by a grassy area and trees with autumn foliage.

3. The Trailside Inn

The Trailside Inn
3.0 star property
North Sherburne
9.2 out of 10, Wonderful, (165 reviews)
"Such a welcoming and friendly place for a stay"
United States
Marc
The price is CA $256
CA $282 total
includes taxes & fees
Oct 26 - Oct 27
The Trailside Inn
A wooden dock with two Adirondack chairs and a blanket, overlooking a calm lake with dense forest in the background.

4. Mountain Meadows Lodge

Mountain Meadows Lodge
3.5 star property
Killington
9.6 out of 10, Exceptional, (351 reviews)
"This place is awesome, Clean, beautiful, great location, great staff, super breakfast."
United States
Kathy
The price is CA $192
CA $247 total
includes taxes & fees
Nov 17 - Nov 18
Mountain Meadows Lodge
A large wooden lodge with a balcony and multiple windows, surrounded by snow.

5. Mountain Sports Inn

Mountain Sports Inn
2.0 star property
Killington
8.8 out of 10, Excellent, (1,002 reviews)
"Good location convenient to restaurants Room was clean and quiet."
United States
Andrew
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.

6. Greenbrier Inn

Greenbrier Inn
2.0 star property
Killington
9.4 out of 10, Exceptional, (702 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 $282 total
includes taxes & fees
Oct 25 - Oct 26
Greenbrier Inn
A multi-story building with a pool and a covered patio area.

7. North Star Lodge and Resort

North Star Lodge and Resort
2.0 star property
Killington
8.6 out of 10, Excellent, (1,002 reviews)
"We found this lodge to be the perfect last minute stay while passing through Killington. The front desk attendant was very helpful , room perfect . Had everything we needed. Great restaurant next door also."
United States
SUSAN
The price is CA $165
CA $182 total
includes taxes & fees
Nov 1 - Nov 2
North Star Lodge and Resort
A large, stone and wood lodge with a sign reading 'The Snowed Inn,' surrounded by snow-covered trees and a snow-covered driveway.

8. Snowed Inn

Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (430 reviews)
"A+ stay, everything was great about our stay here"
United States
Melissa
The price is CA $178
CA $215 total
includes taxes & fees
Oct 26 - Oct 27
Snowed Inn
A wooden deck with a hot tub, a table, and chairs.

9. 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, (16 reviews)
"We had a great time!"
United States
Matthew R.
The price is CA $158
CA $558 total
includes taxes & fees
Oct 25 - Oct 26
Fabulous 4-bedroom chalet in tranquil Killington getaway with Hot tub two Kings
A hotel with multiple buildings, a parking area, and a sign indicating availability.

10. Après Inn Killington

Après Inn Killington
2.0 star property
Killington
9.6 out of 10, Exceptional, (205 reviews)
"modern and clean, wifi worked great"
United States
Kylie
The price is CA $193
CA $213 total
includes taxes & fees
Oct 25 - Oct 26
Après Inn Killington
A building with a modern design, featuring large windows and a covered outdoor seating area.

11. The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (1,018 reviews)
"Great hotel!"
United States
Petra
The price is CA $188
CA $217 total
includes taxes & fees
Oct 25 - Oct 26
The Mountain Inn at Killington
A large, two-story log cabin with a stone foundation, multiple windows, and a balcony.

12. The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
3.5 star property
Chittenden
9.2 out of 10, Wonderful, (131 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 $343
CA $374 total
includes taxes & fees
Nov 1 - Nov 2
The Mountain Top Inn & Resort
A rustic cabin with a wooden deck, surrounded by dense greenery and a rocky landscape.

13. 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 $300
CA $696 total
includes taxes & fees
Oct 27 - Oct 28
Gnome Home Mountain Ski Chalet w/Sauna Killington
A large, multi-story hotel with a prominent entrance and a staircase leading to the upper levels.

14. 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, (1,000 reviews)
"Great hotel with an amazing staff."
United States
Richard
The price is CA $193
CA $212 total
includes taxes & fees
Nov 1 - Nov 2
Killington Mountain Lodge, Tapestry Collection by Hilton
A large, red, L-shaped building with multiple windows and a snow-covered roof, surrounded by a snowy landscape and mountains in the background.

15. Killington Haus

Killington Haus
2.0 star property
Killington
9.0 out of 10, Wonderful, (69 reviews)
"Clean room, clean place, warm and cozy inside. A great place to stay in Killington!"
United States
Ivan
The price is CA $152
CA $168 total
includes taxes & fees
Nov 1 - Nov 2
Killington Haus
A multi-story building with a central entrance, a covered walkway, and a fenced area with trees and shrubs.

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 $516 total
includes taxes & fees
Oct 25 - Oct 26
Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.
A brick building with a sign reading 'Southside Steakhouse' and the number '170' above the entrance.

17. Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington
2.5 star property
Rutland
8.0 out of 10, Very good, (1,002 reviews)
"Clean room,polite and helpful staff,good breakfast"
United States
krishna
The price is CA $173
CA $190 total
includes taxes & fees
Nov 15 - Nov 16
Comfort Inn Rutland - Killington
An aerial view of a residential area with houses, a swimming pool, and a lake surrounded by forested hills.

18. Modern Killington Farmhouse Condo: Close to it all! 412

Modern Killington Farmhouse Condo: Close to it all! 412
Killington
10.0 out of 10, Exceptional, (61 reviews)
"Fantastic spot for hitting mountains as a family. Incredibly clean, convenience, and comfortable. Couldn’t be better! EV charging on site was the icing on the cake "
United States
Tyler L.
The price is CA $169
CA $516 total
includes taxes & fees
Oct 25 - Oct 26
Modern Killington Farmhouse Condo: Close to it all! 412
An aerial view of a residential area with houses, a swimming pool, and a parking lot.

19. 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 $400 total
includes taxes & fees
Oct 26 - Oct 27
Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
A two-story building with balconies, a car parked in front, and a dirt road leading to it.

20. Killington condo 5 min to killington resort

Killington condo 5 min to killington resort
Killington
9.4 out of 10, Exceptional, (9 reviews)
"Great location!!"
United States
Nicholas C.
The price is CA $214
CA $541 total
includes taxes & fees
Oct 25 - Oct 26
Killington condo 5 min to killington resort
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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Top Pittsfield Hotel Reviews

Mountain Meadows Lodge

Mountain Meadows Lodge

10/10 Excellent
"This property was easily accessible off Route 4, set overlooking Kent Pond. The accommodations were clean, the staff friendly and provided a tour of the amenities. Breakfast was delicious."
James 1-night trip
Posted 1 hour ago
Mountain Meadows Lodge

Find out more about Pittsfield

Pittsfield Villas information

Number of reviews
4,932
Accommodation
3 Villas
Lowest Price
CA $168
Highest Price
CA $948

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