Pittsfield Hotels from €94 - Fully Refundable Options

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

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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 stone fireplace, wooden furniture, and a television.

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 wooden furniture, a fireplace, and a television.

1. The Trailside Inn

North Sherburne

Niall

€151

includes taxes & fees

1 Sept - 2 Sept

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 spacious dining area with high ceilings and large windows, featuring wooden tables and chairs, a piano, and a view of the outside.

2. The Mountain Inn at Killington

Killington

Allison

€125

includes taxes & fees

1 Sept - 2 Sept

A dining area with a wooden table and chairs, a fireplace, and a cozy seating area with a couch and a TV.

A modern kitchen with a granite countertop, a built-in oven, and a bar area with stools.

A wooden cabin with a white door labeled "Outer Limits," a covered porch, and a snow-covered deck.

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.

3. Mountain Sports Inn

Killington

Davis

€113

includes taxes & fees

1 Sept - 2 Sept

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 multi-story building with a pool and a covered patio area.

A bar area with a star sign, bicycles, and a patterned carpet.

4. North Star Lodge and Resort

Killington

Corey

€113

includes taxes & fees

8 Sept - 9 Sept

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 golf course with a winding road, surrounded by trees and mountains.

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

5. Snowed Inn

Killington

James

€133

includes taxes & fees

7 Sept - 8 Sept

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 cozy living room with a stone fireplace, leather sofas, a round coffee table, and a large window offering a view of the outdoors.

A room with wooden cabinets, potted plants, and hanging light fixtures.

6. Mountain Meadows Lodge

Killington

Kenneth

€199

includes taxes & fees

7 Sept - 8 Sept

A cozy living room with a stone fireplace, a television, and a coffee table with a vase of flowers.

A rustic lodge with a stone chimney, surrounded by autumn foliage.

A cozy, rustic room with a wooden dining table, benches, and a sofa.

A cozy, warmly lit room with wooden walls, a wooden reception desk, a floral sofa, and a Christmas tree.

7. Turn of River Lodge

Killington

Anne

€94

includes taxes & fees

10 Sept - 11 Sept

A table with a checkered placemat, a red vase with greenery and berries, and a clear plastic bag with items.

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.

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.

8. Greenbrier Inn

Killington

David

€168

includes taxes & fees

6 Sept - 7 Sept

A spacious room with large windows, a stone wall, and a wooden ceiling.

A cozy living room with a stone fireplace, leather sofa, and a patterned rug.

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.

9. The Mountain Top Inn & Resort

Chittenden

Kristen

€306

includes taxes & fees

1 Sept - 2 Sept

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 modern interior with a kitchen area, seating, and a fireplace.

A room with a wooden cabinet containing a television and a vintage-style mini-fridge.

10. Killington Haus

Killington

Samir

€107

includes taxes & fees

1 Sept - 2 Sept

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 sign for a hotel named 'Après Inn' in Killington, VT, indicating a vacancy.

A room with a bed, a wooden wall-mounted bike rack, a microwave, a coffee maker, and a small refrigerator.

11. Après Inn Killington

Killington

Margaret

€131

includes taxes & fees

1 Sept - 2 Sept

A modern interior with a wooden counter, seating area, and large windows.

A modern lounge area with orange upholstered chairs, a fireplace, and large windows offering a view of autumn trees.

A covered outdoor area with a wooden ceiling, potted plants, and a bench.

A hotel entrance with a covered walkway, stone pillars, and a sign reading "Haywood Inn."

12. Hampton Inn Rutland

Rutland

Brent

€128

includes taxes & fees

7 Sept - 8 Sept

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 modern kitchen with a wooden dining table, stainless steel appliances, and a view of the outdoors through the window.

A hotel room with two beds, a desk, and a chair. The room has a wooden floor and red walls with framed pictures.

13. Sleep Woodstock Motel

Woodstock

John

€108

includes taxes & fees

1 Sept - 2 Sept

A large, multi-story hotel with a prominent entrance and a staircase leading to the upper levels.

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.

A spacious loft-style living area with high ceilings, exposed wooden beams, and a mezzanine level.

14. Killington Mountain Lodge, Tapestry Collection by Hilton

Killington

Joseph

€132

includes taxes & fees

7 Sept - 8 Sept

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 modern hotel lobby with a blue sofa, a round coffee table, and abstract art on the walls.

A hotel room with two beds, a desk, a chair, a lamp, and a trash can.

15. Comfort Inn Rutland - Killington

Rutland

Tracy

€130

includes taxes & fees

6 Sept - 7 Sept

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 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.

16. Summit Lodge

Killington

Alex

€183

includes taxes & fees

12 Sept - 13 Sept

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 kitchen with wooden cabinets, a stainless steel refrigerator, a stove, and two bar stools.

17. Best Western Inn & Suites Rutland-Killington

Rutland

Alex

€170

includes taxes & fees

7 Sept - 8 Sept

A paved patio with outdoor furniture, a decorative garden bed, and a white fence.

A long corridor with tables and chairs, large windows, and a ceiling fan.

A large house with a swimming pool, a fenced yard, and a well-lit entrance.

18. Brandon Inn

Brandon

Michael

€143

includes taxes & fees

1 Sept - 2 Sept

A modern bedroom with a bed, a sofa, a wooden coffee table, a TV, and a window with a view.

A compact living space with a kitchenette, a dining area, and a bedroom.

A swimming pool with lounge chairs and umbrellas, surrounded by a white fence and tall trees.

19. The Suites at Killington Center

Killington

€296

includes taxes & fees

2 Sept - 3 Sept

A modern bedroom with a curved wall, a bed, a sofa, a small table with flowers, and a walk-in closet.

A modern gym with a large window, wooden paneling, and illuminated vertical lights.

A campground with several wooden cabins, a central fire pit area, and a well-maintained lawn.

A swimming pool at dusk with surrounding lounge chairs and a covered area with lights.

20. Emrose Luxury Cabins

Brandon

Tiffany

€158

includes taxes & fees

13 Sept - 14 Sept

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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.

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Pittsfield Town Hall

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

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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

Top Pittsfield Hotel Reviews

Hampton Inn Rutland

8/10 Good

"Breakfast foods subpar."

Days Inn by Wyndham Rutland/Killington Area

10/10 Excellent

"Our room was very clean, bed sheets perfect, 3 pillows per bed (2 double beds), only thing a little bothering was the lack of pressure in the shower and the sink... but sufficient for my needs. Air conditionning was off when we came in but after a few minutes, the room was confortable, so very efficient A/C. I was surprised of the included continental breakfast, very complete with self-made waffles and 3 kinds of cereals, yogurt, toasts, bagels, muffins, pastries... coffee of course, tea, 4 different juices... I will return for shure."

The Mountain Inn at Killington

10/10 Excellent

"Super pleasant stay, great desk staff."

Mountain Meadows Lodge

10/10 Excellent

"Great pleasant day recommend anybody"

My Place Hotel-Randolph VT

10/10 Excellent

"Very pleasant experience from checking in to when we left. Very helpful front desk staff and hotel was very clean."

Comfort Inn Rutland - Killington

10/10 Excellent

"Everything was perfect. The staff was really nice and helpful"

Courtyard Middlebury

10/10 Excellent

"It was a very convenient location. There is a restaurant/bar, which was nice. The woman at the desk was incredibly friendly and helpful. We were very pleased with our stay and would stay there again."

On The River Inn

10/10 Excellent

"This was one of the nicest hotels I have ever stayed in! We had a river view room with rocking chairs on the balcony, s’mores kits were offered every night (pick up by the front desk) and 2 fire pits to choose from. Game room was cute (although the air hockey table’s fan wasn’t strong on one side), library was absolutely gorgeous. Loved having water refilling stations on 2 of the 3 floors and 24/7 coffee/tea stations, too. Queen beds were very comfy, and the room was so spacious. I’d love another piece of furniture with drawers to keep our stuff though - we lived out of our suitcases because there was only an armoire with 3 half drawers. And maybe another towel bar or hooks in the bathroom to hang the towels to dry, especially if you have 4 people in a room. Breakfast buffet (included with our Expedia stay but extra for others) was always hot & fresh. We had 4 breakfasts: French toast, pancakes, waffles, french toast again. There was always fresh homemade pastries and muffins, yogurt, and oatmeal. I would have loved some fresh fruit like berries to go with the yogurt instead of apples and oranges. Staff was always so nice and helpful, especially at breakfast. Housekeeping forgot twice to give us the 4 fresh towels (gave 3 instead) but we got replacements when we asked at the desk."

Killington Mountain Lodge, Tapestry Collection by Hilton

10/10 Excellent

"Bathroom was clean with lots of towels, the room was larger than I expected and everything was ok with it."

More cheap stays in Pittsfield

Sleep Woodstock Motel

4324 West Woodstock Road Woodstock VT

€108

1 Sept - 2 Sept

includes taxes & fees

9.6/10 Exceptional! (607 reviews)

Days Inn by Wyndham Rutland/Killington Area

401 US-7 Rutland VT

€124

7 Sept - 8 Sept

includes taxes & fees

6.8/10 (1,001 reviews)