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

Pittsfield Hotels from S$129

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10 Oct - 11 Oct
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11 Oct - 12 Oct
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16 Oct - 18 Oct
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23 Oct - 25 Oct

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Our top choices for Pittsfield hotels

A spacious living room with a stone fireplace, wooden furniture, and a large potted plant.
A cozy living room with a fireplace, a white sofa, a coffee table with candles, and a bag with the text "Love is All Around".
A large building with a covered entrance and multiple windows, surrounded by a grassy area and trees with autumn foliage.
A cozy living room with a stone fireplace, wooden furniture, and a television.

1. The Trailside Inn

The Trailside Inn
North Sherburne
United States
Niall
S$224
includes taxes & fees
18 Oct - 19 Oct
The Trailside Inn
A calm lake surrounded by autumn-colored trees and a clear blue sky.
A bar area with wooden stools, pendant lighting, and a rustic ceiling.
A room with wooden cabinets, potted plants, and hanging light fixtures.
A cozy living room with a stone fireplace, leather sofas, a round coffee table, and a large window offering a view of the outdoors.

2. Mountain Meadows Lodge

Mountain Meadows Lodge
Killington
United States
Kathy
S$254
includes taxes & fees
28 Oct - 29 Oct
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.
A kitchen with wooden cabinets, a refrigerator, a stove, a microwave, and a sink.
A spacious living room with a wooden dining table, a sofa, and a coffee table. There is a large rug on the floor and a fireplace in the background.
A wooden cabin with a white door labeled "Outer Limits," a covered porch, and a snow-covered deck.

3. Mountain Sports Inn

Mountain Sports Inn
Killington
United Kingdom
judith
S$196
includes taxes & fees
13 Oct - 14 Oct
Mountain Sports Inn
A table with a checkered placemat, a red vase with greenery and berries, and a clear plastic bag with items.
A spacious living room with a high ceiling, wooden beams, a staircase, and a large window.
A sign for Greenbrier Inn and a gift shop, with a snow-covered ground.
A wooden interior with a staircase, a dining area, and a living room with a sofa and a lamp.

4. Greenbrier Inn

Greenbrier Inn
Killington
United States
Jeff
S$258
includes taxes & fees
18 Oct - 19 Oct
Greenbrier Inn
A spacious living room with a fireplace, leather sofas, a wooden coffee table, and a view of the outdoors.
A bar area with a star sign, bicycles, and a patterned carpet.
A snow-covered road with a sign reading 'Welcome to Killington.'
A bathroom with a large freestanding bathtub, a mirror, and a wooden vanity.

5. North Star Lodge and Resort

North Star Lodge and Resort
Killington
United States
Corey
S$186
includes taxes & fees
20 Oct - 21 Oct
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.
A wooden interior with a dining area featuring a round table and benches, large windows with a view of greenery, and a sign that reads "Grateful."
A cozy cabin interior with a stone fireplace, wooden furniture, and a stone wall.
A golf course with a winding road, surrounded by trees and mountains.

6. Snowed Inn

Snowed Inn
Killington
United States
Melissa
S$197
includes taxes & fees
26 Oct - 27 Oct
Snowed Inn
A cozy living room with a stone fireplace, a television, and a coffee table with a vase of flowers.
A cozy, warmly lit room with wooden walls, a wooden reception desk, a floral sofa, and a Christmas tree.
A cozy, rustic room with a wooden dining table, benches, and a sofa.
A rustic lodge with a stone chimney, surrounded by autumn foliage.

7. Turn of River Lodge

Turn of River Lodge
Killington
United States
Jaime
S$169
includes taxes & fees
14 Oct - 15 Oct
Turn of River Lodge
A building with a modern design, featuring large windows and a covered outdoor seating area.
A swimming pool surrounded by snow, with a building in the background.
A lobby with a stone wall, wooden staircase, and a reception desk.
A hotel room with two beds, a wooden headboard, a desk, and a window with a view of greenery.

8. The Mountain Inn at Killington

The Mountain Inn at Killington
Killington
Canada
Daniel
S$198
includes taxes & fees
19 Oct - 20 Oct
The Mountain Inn at Killington
A cozy living room with a stone fireplace, a round wooden coffee table, and a beige sofa.
A rustic interior with a stone hot tub, wooden furniture, and a mountain mural.
A pool area with lounge chairs and umbrellas, surrounded by landscaped gardens and a building with large windows.
An outdoor seating area with tables and chairs, a stone planter with flowers, and a building with a sloped roof and large windows.

9. Summit Lodge

Summit Lodge
Killington
United States
Alex
S$279
includes taxes & fees
11 Oct - 12 Oct
Summit Lodge
A spacious room with large windows, a stone wall, and a wooden ceiling.
A large, two-story log cabin with a stone foundation, multiple windows, and a balcony.
A spacious living room with a stone fireplace, wooden ceiling beams, and a cozy seating area.
A cozy living room with a stone fireplace, leather sofa, and a patterned rug.

10. The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
Chittenden
United States
Allison
S$412
includes taxes & fees
1 Nov - 2 Nov
The Mountain Top Inn & Resort
A sign for 'Apres Inn' in KILLINGTON, VT, with a modern building featuring large windows and a balcony.
A sign for a hotel named 'Aprรจs Inn' in Killington, VT, indicating a vacancy.
A hotel room with two beds, a TV, a desk with a chair, and a window with curtains.
A kitchen with a stove, oven, microwave, sink, and cabinets.

11. Aprรจs Inn Killington

Aprรจs Inn Killington
Killington
Canada
Christian
S$206
includes taxes & fees
2 Nov - 3 Nov
Aprรจs Inn Killington
A wooden structure with a black door labeled "KILLINGTON HAUS GUEST ENTRANCE" and a sign saying "WELCOME GUESTS!".
A room with a wooden cabinet containing a television and a vintage-style mini-fridge.
A bedroom with a red bed, white bedding, a window with blinds, a desk with a chair, and a wall-mounted lamp.
A modern interior with a kitchen area, seating, and a fireplace.

12. Killington Haus

Killington Haus
Killington
United States
Timothy
S$153
includes taxes & fees
20 Oct - 21 Oct
Killington Haus
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.
A Best Western Inn & Suites with a well-maintained lawn, a parking area, and a building with a porch.
A modern hotel lobby with a dining area, stone wall, and a view of the outside.
A modern kitchen with white cabinets, a stainless steel dishwasher, and a microwave.

13. Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington
Rutland
Canada
Christian
S$227
includes taxes & fees
2 Nov - 3 Nov
Best Western Inn & Suites Rutland-Killington
A large, multi-story hotel with a prominent entrance and a staircase leading to the upper levels.
A stone fireplace with a modern seating area, including a sofa and chairs, a coffee table, and a decorative bowl.
A hotel with a pool, multiple balconies, and a snow-covered ground.
A patio area with a fire pit, outdoor seating, and a swimming pool.

14. Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton
Killington
United States
Richard
S$202
includes taxes & fees
2 Nov - 3 Nov
Killington Mountain Lodge, Tapestry Collection by Hilton
Front of property
A large house with a swimming pool, a fenced yard, and a well-lit entrance.
A paved patio with outdoor furniture, a decorative garden bed, and a white fence.
A garden entrance with a white pergola covered in ivy, a sign indicating the pool is open, and outdoor seating with umbrellas.

15. Brandon Inn

Brandon Inn
Brandon
Canada
Amelia
S$174
includes taxes & fees
5 Nov - 6 Nov
Brandon Inn
A bench with snow accumulation, a fire pit with visible flames, and a wooden fence in the background.
A reception desk with a stone wall backdrop and wooden accents, a person with a suitcase, and a television screen above the desk.
A pool area with lounge chairs and a view of a mountainous landscape.
A spacious lobby with leather seating, a stone fireplace, and a staircase leading to an upper level.

16. Killington Grand Hotel

Killington Grand Hotel
Base Area
United States
robert
S$349
includes taxes & fees
13 Oct - 14 Oct
Killington Grand Hotel
A hotel lobby with a reception desk, seating area, and a coffee table with a fruit basket.
A brick building with a sign reading 'Southside Steakhouse' and the number '170' above the entrance.
A hotel room with two beds, a desk, a chair, a lamp, and a trash can.
A modern hotel lobby with a blue sofa, a round coffee table, and abstract art on the walls.

17. Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington
Rutland
United States
Izatullah
S$174
includes taxes & fees
1 Nov - 2 Nov
Comfort Inn Rutland - Killington
A large parking lot with multiple rows of parking spaces, a hotel building, and a small outdoor seating area.
A hotel room with a bed, a desk, a chair, a kitchenette, and a framed picture on the wall.
A multi-story hotel with a parking lot, surrounded by autumn-colored trees and mountains in the background.
A modern restaurant with a bar area, seating arrangements, and a kitchen in the background.

18. My Place Hotel-Randolph VT

My Place Hotel-Randolph VT
Randolph Center
United States
Regis
S$129
includes taxes & fees
8 Nov - 9 Nov
My Place Hotel-Randolph VT
A wooden deck with a hot tub, outdoor seating, and a view of a forested hillside.
A cozy living room with a stone fireplace, a couch, a coffee table, and a Christmas tree.
A bedroom with a bed, a desk, and a view of the outdoors.
A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a stove.

19. Killington Cabin, Hot Tub & Foliage Views!

Killington Cabin, Hot Tub & Foliage Views!
Stockbridge
S$944
includes taxes & fees
12 Oct - 13 Oct
Killington Cabin, Hot Tub & Foliage Views!
A spacious living area with a fireplace, leather sofas, and a dining area with wooden furniture.
A hotel room with two beds, a large beach mural on the wall, and a wooden floor.
A spacious dining area with wooden tables and chairs, large windows offering a view of the outdoors, and a modern interior design with a wooden ceiling.
A reception desk with a wooden finish, a black textured wall, and a blue mat with 'Days Inn' text.

20. Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area
Rutland
United Kingdom
William
S$166
includes taxes & fees
29 Oct - 30 Oct
Days Inn by Wyndham Rutland/Killington Area
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Stay near popular Pittsfield attractions

Pittsfield Town Hall

After visiting Pittsfield Town Hall, make a plan to see the other sights and activities in Pittsfield.
See properties

Roger Clark Memorial Central Library

After visiting Roger Clark Memorial Central Library, make a plan to see the other sights and activities in Pittsfield.
See properties

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 Pittsfield Hotel Reviews

Greenbrier Inn

Greenbrier Inn

10/10 Excellent
"I would highly recommend this inn. Its small"
Vincent 3-night trip
Posted less than an hour ago
Greenbrier Inn
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

8/10 Good
"Nice stop during our roadtrip. Loved the layout of the room and we really appreciate the staff's help. They are incredibly friendly and accommodating to customers."
Kathryn 1-night trip
Posted 1 hour ago
Killington Mountain Lodge, Tapestry Collection by Hilton
Mountain Sports Inn

Mountain Sports Inn

8/10 Good
"Room warm and would have been too warm if it was summer. No thermostat in the room and only a box fan to cool it down."
Charlene 1-night trip
Posted 2 hours ago
Mountain Sports Inn
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

8/10 Good
"Blah blah blah blah, I don't like writing reviews."
Dennis 1-night trip
Posted 2 hours ago
My Place Hotel-Randolph VT
Killington Grand Hotel

Killington Grand Hotel

8/10 Good
"Clean spacious room but lacks microwave and refrigerate."
Hong 1-night trip
Posted 14 hours ago
Killington Grand Hotel
The Mountain Inn at Killington

The Mountain Inn at Killington

10/10 Excellent
"perfect!"
Kim 1-night trip
Posted 23 hours ago
The Mountain Inn at Killington
North Star Lodge and Resort

North Star Lodge and Resort

8/10 Good
"Room was clean, beds are comfortable, coffee was good. Lodge is comfortable. Parts of it are a bit dated. Overall it is a good value and conveniently located."
Amy 1-night trip
Posted 1 day ago
North Star Lodge and Resort
Brandon Inn

Brandon Inn

10/10 Excellent
"Very clean room, very good breakfast. Cozy Inn. The bed was not too good but was ok for one night. Staff very polite and helpful."
Ananda 1-night trip
Posted 1 day ago
Brandon Inn
Turn of River Lodge

Turn of River Lodge

10/10 Excellent
"Cleanliness, staff"
Nader 1-night trip
Posted 2 days ago
Turn of River Lodge

More cheap stays in Pittsfield

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2440 Vermont 66 Randolph Center VT
S$129
8 Nov - 9 Nov
includes taxes & fees
9.4/10 Exceptional! (587 reviews)
My Place Hotel-Randolph VT
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

401 US-7 Rutland VT
S$166
29 Oct - 30 Oct
includes taxes & fees
7/10 Good! (1,000 reviews)
Days Inn by Wyndham Rutland/Killington Area
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

19 Allen St Rutland VT
S$174
1 Nov - 2 Nov
includes taxes & fees
8/10 Very good! (1,001 reviews)
Comfort Inn Rutland - Killington
North Star Lodge and Resort

North Star Lodge and Resort

78 Weathervane Dr Killington VT
S$186
20 Oct - 21 Oct
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
North Star Lodge and Resort
Mountain Sports Inn

Mountain Sports Inn

813 Killington Road Killington VT
S$196
13 Oct - 14 Oct
includes taxes & fees
8.8/10 Excellent! (1,011 reviews)
Mountain Sports Inn
The Mountain Inn at Killington

The Mountain Inn at Killington

47 Old Mill Rd Killington VT
S$198
19 Oct - 20 Oct
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
The Mountain Inn at Killington

Frequently asked questions

Where is the best place to stay in Pittsfield?
Located 9.8 mi (15.8 km) from the heart of Pittsfield, The Mountain Inn at Killington is a top choice for your stay, based on our traveller data. Two other choices for your trip to the area are Woodstock Inn & Resort and Killington Mountain Lodge, Tapestry Collection by Hilton. See all available top hotels, or vacation rentals in Pittsfield.
If I need to cancel my hotel reservation in Pittsfield, will I receive a refund?
Yes, you'll find most hotel reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If your reservation is non-refundable, you might be able to still cancel and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Pittsfield.
What's the best dog-friendly accommodation option in Pittsfield?
Clear River Inn is a top dog-friendly inn, and offers a restaurant and a nightclub for its human guests. See more pet-friendly hotel accommodations in Pittsfield.
What are some accommodation options with pools in Pittsfield?
The Mountain Inn at Killington: Hotel, 1-minute walk from Killington Resort. Offers daily, an outdoor pool and free self parking. Woodstock Inn & Resort and Emrose Luxury Cabins are a couple of other choices that feature an on-site pool. View all hotels with pools in Pittsfield.
How is it to stay in Pittsfield?
Visitors can enjoy all that Pittsfield has to offer, including the bars and restaurants. This city also attracts tourists with its welcoming locals. In Pittsfield, there are 34 hotels and other accommodation options to choose from. Find out more about Pittsfield.
What are the top places to visit in Pittsfield?
Favourite places to visit include Green Mountain National Forest, Pittsfield Town Hall and Roger Clark Memorial Central Library. You'll also find Green Mountain National Golf Course and Gifford Woods State Park in the area. Take a look at what more there is to see and do in Expedia's Pittsfield guide.
What's the seasonal weather in Pittsfield?
The hottest months are usually July and August, with an average temperature of 17ยฐC, while the coldest months are January and February, with an average of -5ยฐC. The snowiest months in Pittsfield are January, March, February and December, with each month seeing an average of 26 cm of snowfall.

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