Pittsfield Hotels from €90 - 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 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 fireplace, a white sofa, a coffee table with candles, and a bag with the text "Love is All Around".

1. The Trailside Inn

North Sherburne

Barbara

€156

includes taxes & fees

18 Oct - 19 Oct

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 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.

2. Mountain Meadows Lodge

Killington

Kathy

€162

includes taxes & fees

8 Nov - 9 Nov

A large, stone and wood lodge with a sign reading 'The Snowed Inn,' surrounded by snow-covered trees and a snow-covered driveway.

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.

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."

3. Snowed Inn

Killington

Melissa

€137

includes taxes & fees

25 Oct - 26 Oct

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 spacious living room with a high ceiling, wooden beams, a staircase, and a large window.

A wooden interior with a staircase, a dining area, and a living room with a sofa and a lamp.

4. Greenbrier Inn

Killington

Jeff

€180

includes taxes & fees

18 Oct - 19 Oct

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

5. North Star Lodge and Resort

Killington

Corey

€130

includes taxes & fees

18 Oct - 19 Oct

A building with a modern design, featuring large windows and a covered outdoor seating area.

A hotel room with two beds, a wooden headboard, a desk, and a window with a view of greenery.

A swimming pool surrounded by snow, with a building in the background.

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

6. The Mountain Inn at Killington

Killington

Petra

€138

includes taxes & fees

19 Oct - 20 Oct

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.

7. Après Inn Killington

Killington

Kylie

€138

includes taxes & fees

26 Oct - 27 Oct

A wooden structure with a black door labeled "KILLINGTON HAUS GUEST ENTRANCE" and a sign saying "WELCOME GUESTS!".

A wall with a colorful mural featuring the text "Greetings from KELINGTON, VERMONT."

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.

8. Killington Haus

Killington

Timothy

€107

includes taxes & fees

19 Oct - 20 Oct

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 spacious living room with a stone fireplace, wooden ceiling beams, and a cozy seating area.

A lodge with a fire pit, outdoor seating, and a covered area with string lights.

9. The Mountain Top Inn & Resort

Chittenden

Allison

€287

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.

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.

10. The Suites at Killington Center

Killington

€326

includes taxes & fees

20 Oct - 21 Oct

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.

11. Killington Mountain Lodge, Tapestry Collection by Hilton

Killington

Richard

€138

includes taxes & fees

1 Nov - 2 Nov

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

A modern kitchen with white cabinets, a stainless steel dishwasher, and a microwave.

A Best Western Inn & Suites with a well-maintained lawn, a parking area, and a building with a porch.

12. Best Western Inn & Suites Rutland-Killington

Rutland

Christian

€158

includes taxes & fees

27 Oct - 28 Oct

A hotel lobby with a reception desk, seating area, and a coffee table with a fruit basket.

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

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.

13. Comfort Inn Rutland - Killington

Rutland

krishna

€116

includes taxes & fees

25 Oct - 26 Oct

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.

14. Brandon Inn

Brandon

Amelia

€132

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with a central island, stainless steel appliances, and a dining area with chairs.

A red car parked at a charging station in front of a building with a 'OPEN' sign.

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.

15. Sleep Woodstock Motel

Woodstock

Kelly

€124

includes taxes & fees

15 Nov - 16 Nov

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.

16. Days Inn by Wyndham Rutland/Killington Area

Rutland

William

€116

includes taxes & fees

25 Oct - 26 Oct

A two-story house with a gabled roof, a covered front porch, and a garage.

Two white doors with numbers 131 and 132, a carpeted floor, and a plain wall.

17. Cozy Hotel Room Style Studio Condo With Pool

Killington

€218

includes taxes & fees

19 Oct - 20 Oct

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 multi-story hotel with a parking lot, surrounded by autumn-colored trees and mountains in the background.

A hotel room with a bed, a desk, a chair, a kitchenette, and a framed picture on the wall.

18. My Place Hotel-Randolph VT

Randolph Center

Timothy

€90

includes taxes & fees

8 Nov - 9 Nov

A bench with snow accumulation, a fire pit with visible flames, and a wooden fence in the background.

A pool area with lounge chairs and a view of a mountainous landscape.

A sign for the Grand Hotel Spa in Killington, Vermont, with a mountain backdrop.

A spacious lobby with leather seating, a stone fireplace, and a staircase leading to an upper level.

19. Killington Grand Hotel

Base Area

robert

€243

includes taxes & fees

18 Oct - 19 Oct

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

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

A modern living room with a sofa, two round tables, a fireplace, and a television.

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

20. Emrose Luxury Cabins

Brandon

Mike

€181

includes taxes & fees

21 Oct - 22 Oct

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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.

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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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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

Mountain Meadows Lodge

10/10 Excellent

"We loved our stay! Mike was an amazing host and breakfast was delicious every morning. The lodge had everything you could ask for and more! Truly a gem."

Comfort Inn Rutland - Killington

10/10 Excellent

"It was the busiest time of the season and was a last minute opening, we got a room and the daytime front desk manager was awesome! I had a prior bad night and she was so kind. Thank you!"

Brandon Inn

10/10 Excellent

"The Brandon Inn was lovely- clean, comfortable and the staff were all amazingly helpful, cheerful and fun. To note, I have severe fragrance allergies but there were no scents or perfumes added to the linens or the rooms- I was so grateful! The only "issue" was the severe lack of water pressure and tepid temperature "hot' water in my 3rd floor suite. It was disappointing. They referred me to 22Park Eatery (next door) for dinner since their dining room was closed due to a private wedding (I didn't know that in advance) - and it was an excellent referral! So grateful. I'd stay here again without hesitation."

The Shire Woodstock

10/10 Excellent

"Great location and a beautiful property in fall"

Turn of River Lodge

8/10 Good

"Clean room and helpful staff"

Emrose Luxury Cabins

10/10 Excellent

"5 star stay"

Mountain Sports Inn

10/10 Excellent

"We enjoyed our stay at Mountain Sports Inn in Killington, Vermont. The room was comfortable and decent, and the staff were very friendly and welcoming. The price was reasonable, and parking was convenient. Our favorite part was the hot, made-to-order breakfast m, a great way to start the day! Overall, it was a good value for the money, and we appreciated the friendly service. 😊"

Après Inn Killington

10/10 Excellent

"modern and clean, wifi worked great"

The Mountain Inn at Killington

8/10 Good

"The staff was wonderfull. The room was clean but we were on the bottom floor so it was a little noisy above us with people walking around most of the night. Breakfast was delicious."

More cheap stays in Pittsfield

My Place Hotel-Randolph VT

2440 Vermont 66 Randolph Center VT

€90

8 Nov - 9 Nov

includes taxes & fees