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

Pittsfield hotels from RM440

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4 Sept - 5 Sept
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5 Sept - 6 Sept
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4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

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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 cozy living room with a stone fireplace, wooden furniture, and a television.
A cozy living room with wooden furniture, a fireplace, and a television.

1. The Trailside Inn

The Trailside Inn
North Sherburne
United States
Niall
RM644
RM708 total
includes taxes & fees
14 Sept - 15 Sept
The Trailside Inn
A calm lake surrounded by autumn-colored trees and a clear blue sky.
A wooden dock with two Adirondack chairs and a blanket, overlooking a calm lake with dense forest in the background.
A bar area with wooden stools, pendant lighting, and a rustic ceiling.
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
Brian
RM597
RM758 total
includes taxes & fees
13 Sept - 14 Sept
Mountain Meadows Lodge
A spacious living room with a fireplace, leather sofas, a wooden coffee table, and a view of the outdoors.
A bathroom with a large freestanding bathtub, a mirror, and a wooden vanity.
A bar area with a star sign, bicycles, and a patterned carpet.
A snow-covered road with a sign reading 'Welcome to Killington.'

3. North Star Lodge and Resort

North Star Lodge and Resort
Killington
United States
Corey
RM560
RM616 total
includes taxes & fees
6 Sept - 7 Sept
North Star Lodge and Resort
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.

4. Mountain Sports Inn

Mountain Sports Inn
Killington
United States
Davis
RM441
RM485 total
includes taxes & fees
6 Sept - 7 Sept
Mountain Sports Inn
A building with a modern design, featuring large windows and a covered outdoor seating area.
A spacious dining area with high ceilings and large windows, featuring wooden tables and chairs, a piano, and a view of the outside.
A hotel room with two beds, a wooden headboard, a desk, and a window with a view of greenery.
A lobby with a stone wall, wooden staircase, and a reception desk.

5. The Mountain Inn at Killington

The Mountain Inn at Killington
Killington
United States
Allison
RM452
RM522 total
includes taxes & fees
6 Sept - 7 Sept
The Mountain Inn at Killington
A table with a checkered placemat, a red vase with greenery and berries, and a clear plastic bag with items.
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.
A spacious loft-style living area with a high ceiling, wooden beams, and a cozy fireplace. A staircase with a wooden railing leads to an upper level.

6. Greenbrier Inn

Greenbrier Inn
Killington
United States
David
RM589
RM679 total
includes taxes & fees
6 Sept - 7 Sept
Greenbrier Inn
A modern interior with a wooden counter, seating area, and large windows.
A hotel room with a bed, a TV, a fireplace, a desk, and a chair.
A modern lounge area with orange upholstered chairs, a fireplace, and large windows offering a view of autumn trees.
A hotel entrance with a covered walkway, stone pillars, and a sign reading "Haywood Inn."

7. Hampton Inn Rutland

Hampton Inn Rutland
Rutland
United States
Brent
RM607
RM668 total
includes taxes & fees
10 Sept - 11 Sept
Hampton Inn Rutland
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 modern hotel lobby with a dining area, stone wall, and a view of the outside.
A Best Western Inn & Suites with a well-maintained lawn, a parking area, and a building with a porch.
A kitchen with wooden cabinets, a stainless steel refrigerator, a stove, and two bar stools.

8. Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington
Rutland
United States
KATHLEEN
RM724
RM796 total
includes taxes & fees
10 Sept - 11 Sept
Best Western Inn & Suites Rutland-Killington
A spacious room with large windows, a stone wall, and a wooden ceiling.
A lodge with a fire pit, outdoor seating, and a covered area with string lights.
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.

9. The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
Chittenden
United States
Kristen
RM1,117
RM1,217 total
includes taxes & fees
7 Sept - 8 Sept
The Mountain Top Inn & Resort
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.
An indoor swimming pool with clear blue water, surrounded by white tiles and blue pillars.
A modern hotel lobby with a blue sofa, a round coffee table, and abstract art on the walls.

10. Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington
Rutland
United States
Andrew C
RM562
RM618 total
includes taxes & fees
7 Sept - 8 Sept
Comfort Inn Rutland - Killington
A cozy living room with a stone fireplace, a round wooden coffee table, and a beige sofa.
A two-story lodge with a stone facade, wooden balconies, and a well-maintained lawn.
A pool area with lounge chairs and umbrellas, surrounded by landscaped gardens and a building with large windows.
A rustic interior with a stone hot tub, wooden furniture, and a mountain mural.

11. Summit Lodge

Summit Lodge
Killington
United States
Alex
RM588
RM747 total
includes taxes & fees
12 Sept - 13 Sept
Summit Lodge
A large, stone and wood lodge with a sign reading 'The Snowed Inn,' surrounded by snow-covered trees and a snow-covered driveway.
A cozy cabin interior with a stone fireplace, wooden furniture, and a stone wall.
A cozy living room with a fireplace, wooden furniture, and a stone wall.
A golf course with a winding road, surrounded by trees and mountains.

12. Snowed Inn

Snowed Inn
Killington
United States
James
RM513
RM621 total
includes taxes & fees
9 Sept - 10 Sept
Snowed Inn
A covered outdoor seating area with stone pillars and wooden beams, surrounded by a grassy lawn and trees.
A modern restaurant with a bar area, seating arrangements, and a kitchen in the background.
A hotel room with a bed, a desk, a chair, a kitchenette, and a framed picture on the wall.

13. My Place Hotel-Randolph VT

My Place Hotel-Randolph VT
Randolph Center
United States
Holly
RM724
RM789 total
includes taxes & fees
6 Sept - 7 Sept
My Place Hotel-Randolph VT
A sign for 'Apres Inn' in KILLINGTON, VT, with a modern building featuring large windows and a balcony.
A hotel room with two beds, a TV, a desk with a chair, and a window with curtains.
A room with a bed, a wooden wall-mounted bike rack, a microwave, a coffee maker, and a small refrigerator.
A kitchen with a stove, oven, microwave, sink, and cabinets.

14. Aprรจs Inn Killington

Aprรจs Inn Killington
Killington
United States
Margaret
RM558
RM614 total
includes taxes & fees
6 Sept - 7 Sept
Aprรจs Inn Killington
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 rustic lodge with a stone chimney, surrounded by autumn foliage.
A grassy area with two red Adirondack chairs and a white truck parked in front of a wooden building with a mountain backdrop.

15. Turn of River Lodge

Turn of River Lodge
Killington
United States
Anne
RM400
RM440 total
includes taxes & fees
10 Sept - 11 Sept
Turn of River Lodge
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 patio area with a fire pit, outdoor seating, and a swimming pool.
A hotel with a pool, multiple balconies, and a snow-covered ground.

16. Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton
Killington
United States
Mason
RM561
RM617 total
includes taxes & fees
10 Sept - 11 Sept
Killington Mountain Lodge, Tapestry Collection by Hilton
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.
An indoor swimming pool with a high ceiling, multiple ceiling fans, and a seating area with chairs and tables.
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.

17. Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area
Rutland
United States
Charlotte
RM495
RM544 total
includes taxes & fees
7 Sept - 8 Sept
Days Inn by Wyndham Rutland/Killington Area
A wooden structure with a black door labeled "KILLINGTON HAUS GUEST ENTRANCE" and a sign saying "WELCOME GUESTS!".
A bedroom with a red bed, white bedding, a window with blinds, a desk with a chair, and a wall-mounted lamp.
A room with a wooden cabinet containing a television and a vintage-style mini-fridge.
A wall with a colorful mural featuring the text "Greetings from KELINGTON, VERMONT."

18. Killington Haus

Killington Haus
Killington
United States
Samir
RM412
RM453 total
includes taxes & fees
14 Sept - 15 Sept
Killington Haus
A modern bedroom with a curved wall, a bed, a sofa, a small table with flowers, and a walk-in closet.
A modern living room with a sofa, two round tables, a fireplace, and a television.
A campground with several wooden cabins, a central fire pit area, and a well-maintained lawn.
A modern gym with a large window, wooden paneling, and illuminated vertical lights.

19. Emrose Luxury Cabins

Emrose Luxury Cabins
Brandon
United States
Michael
RM655
RM740 total
includes taxes & fees
13 Sept - 14 Sept
Emrose Luxury Cabins
A modern kitchen with a central island, stainless steel appliances, and a dining area with chairs.
A row of cabins with a river in the foreground, surrounded by trees and a snowy landscape.
A hotel room with two beds, a desk, and a chair. The room has a wooden floor and red walls with framed pictures.
A modern kitchen with a wooden dining table, stainless steel appliances, and a view of the outdoors through the window.

20. Sleep Woodstock Motel

Sleep Woodstock Motel
Woodstock
United States
John
RM407
RM448 total
includes taxes & fees
13 Sept - 14 Sept
Sleep Woodstock Motel
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Stay near popular Pittsfield attractions

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

Pittsfield Town Hall

After visiting Pittsfield Town Hall, 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

Emrose Luxury Cabins

Emrose Luxury Cabins

10/10 Excellent
"Kids loved the pool it was nice and warm Staff super friendly and helpful"
David 1-night trip
Posted 3 hours ago
Emrose Luxury Cabins
Sleep Woodstock Motel

Sleep Woodstock Motel

10/10 Excellent
"Clean room."
Richard 2-night trip
Posted 20 hours ago
Sleep Woodstock Motel
Mountain Meadows Lodge

Mountain Meadows Lodge

10/10 Excellent
"Terrific beds & amazing views."
Brian 2-night trip
Posted 23 hours ago
Mountain Meadows Lodge
Woodstock Inn & Resort

Woodstock Inn & Resort

10/10 Excellent
"Beautiful as is the town"
Kevin 1-night trip
Posted 1 day ago
Woodstock Inn & Resort
Hampton Inn Rutland

Hampton Inn Rutland

10/10 Excellent
"Great hotel, not there long enough to use amenities. Very expensive for area we thought. But definitely nice!"
Raymond 1-night trip
Posted 3 days ago
Hampton Inn Rutland
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

10/10 Excellent
"Very nice hotel. We would stay there again."
Judith 1-night trip
Posted 3 days ago
My Place Hotel-Randolph VT
North Star Lodge and Resort

North Star Lodge and Resort

8/10 Good
"Room alittle dates. Some updating should be done throughout. But all around nice place."
Tanya 3-night trip
Posted 3 days ago
North Star Lodge and Resort
The Jackson

The Jackson

10/10 Excellent
"Love this B&B - very well located, the food is amazing and the bedrooms are very comfy! Highly recommend!"
Yanil 1-night trip
Posted 3 days ago
The Jackson
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

8/10 Good
"A good solid hotel."
Andrew C 2-night trip
Posted 3 days ago
Comfort Inn Rutland - Killington

More cheap stays in Pittsfield

Mountain Sports Inn

Mountain Sports Inn

813 Killington Road Killington VT
RM441
RM485 total
6 Sept - 7 Sept
includes taxes & fees
Mountain Sports Inn
The Mountain Inn at Killington

The Mountain Inn at Killington

47 Old Mill Rd Killington VT
RM452
RM522 total
6 Sept - 7 Sept
includes taxes & fees
The Mountain Inn at Killington
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

401 US-7 Rutland VT
RM495
RM544 total
7 Sept - 8 Sept
includes taxes & fees
Days Inn by Wyndham Rutland/Killington Area
North Star Lodge and Resort

North Star Lodge and Resort

78 Weathervane Dr Killington VT
RM560
RM616 total
6 Sept - 7 Sept
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
North Star Lodge and Resort
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

19 Allen St Rutland VT
RM562
RM618 total
7 Sept - 8 Sept
includes taxes & fees
Comfort Inn Rutland - Killington
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2440 Vermont 66 Randolph Center VT
RM724
RM789 total
6 Sept - 7 Sept
includes taxes & fees
9.4/10 Exceptional! (538 reviews)
My Place Hotel-Randolph VT

Frequently asked questions

Where is the best place to stay in Pittsfield?
Located 14.4 mi (23.2 km) from the heart of Pittsfield, Comfort Inn Rutland - Killington is a top choice for your stay, based on our traveller data. Two other choices for your trip to the area are The Mountain Inn at Killington and Woodstock Inn & Resort. 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?
Comfort Inn Rutland - Killington: Offers continental, an indoor pool and free self parking. The Mountain Inn at Killington and Woodstock Inn & Resort 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 40 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, Roger Clark Memorial Central Library and Pittsfield Town Hall. You'll also find Liberty Hill Farm and Green Mountain National Golf Course 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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