𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Pittsfield (2026)

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

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Our top choices for Pittsfield hotels

A calm lake surrounded by autumn-colored trees and a clear blue sky.

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 bar area with wooden stools, pendant lighting, and a rustic ceiling.

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

1. Mountain Meadows Lodge

Killington

Kathy

₹13,472

₹17,193 total

includes taxes & fees

10 Nov - 11 Nov

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 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.

2. Greenbrier Inn

Killington

Jeff

₹16,607

₹19,139 total

includes taxes & fees

27 Oct - 28 Oct

A spacious living room with a fireplace, leather sofas, a wooden coffee table, and a view of the outdoors.

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

A snow-covered road with a sign reading 'Welcome to Killington.'

A bathroom with a large freestanding bathtub, a mirror, and a wooden vanity.

3. North Star Lodge and Resort

Killington

SUSAN

₹11,215

₹12,336 total

includes taxes & fees

2 Nov - 3 Nov

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

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

A large, two-story log cabin with a stone foundation, multiple windows, and a balcony.

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

4. The Mountain Top Inn & Resort

Chittenden

Allison

₹24,647

₹31,522 total

includes taxes & fees

9 Nov - 10 Nov

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

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

5. Mountain Sports Inn

Killington

Andrew

₹10,349

₹11,384 total

includes taxes & fees

22 Nov - 23 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 cozy cabin interior with a stone 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."

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

6. Snowed Inn

Killington

Melissa

₹12,058

₹14,590 total

includes taxes & fees

28 Oct - 29 Oct

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

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

7. The Mountain Inn at Killington

Killington

Petra

₹11,762

₹13,584 total

includes taxes & fees

29 Oct - 30 Oct

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

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

A modern hotel lobby with a dining area, stone wall, and a view of the outside.

8. Best Western Inn & Suites Rutland-Killington

Rutland

Bryce

₹15,296

₹16,826 total

includes taxes & fees

2 Nov - 3 Nov

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

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.

A reception desk with a stone wall backdrop and wooden accents, a person with a suitcase, and a television screen above the desk.

9. Killington Grand Hotel

Base Area

robert

₹22,046

₹25,860 total

includes taxes & fees

30 Oct - 31 Oct

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

10. Killington Haus

Killington

Ivan

₹10,339

₹11,373 total

includes taxes & fees

30 Oct - 31 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 kitchen with a stove, oven, microwave, sink, and cabinets.

11. Après Inn Killington

Killington

Kylie

₹13,102

₹14,412 total

includes taxes & fees

28 Oct - 29 Oct

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

A modern lounge area with a fireplace, seating, and large windows offering views of 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 'Hampton Inn.'

12. Hampton Inn Rutland

Rutland

Brent

₹12,831

₹14,115 total

includes taxes & fees

8 Nov - 9 Nov

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

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

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

Leila

₹11,766

₹12,943 total

includes taxes & fees

15 Nov - 16 Nov

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

A hotel with a pool, multiple balconies, and a snow-covered ground.

14. Killington Mountain Lodge, Tapestry Collection by Hilton

Killington

Richard

₹13,154

₹14,469 total

includes taxes & fees

8 Nov - 9 Nov

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

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

15. Emrose Luxury Cabins

Brandon

Karol

₹17,090

₹19,311 total

includes taxes & fees

27 Oct - 28 Oct

A garden entrance with a white pergola covered in ivy, a sign indicating the pool is open, and outdoor seating with umbrellas.

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.

16. Brandon Inn

Brandon

Amy

₹11,879

₹13,067 total

includes taxes & fees

1 Nov - 2 Nov

A spacious living area with a fireplace, leather sofas, and a dining area with wooden furniture.

A reception desk with a wooden finish, a black textured wall, and a blue mat with 'Days Inn' text.

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.

17. Days Inn by Wyndham Rutland/Killington Area

Rutland

William

₹11,217

₹12,339 total

includes taxes & fees

29 Oct - 30 Oct

A spacious living room with a chandelier, multiple armchairs, a coffee table, and a rug.

A two-story house with a balcony, surrounded by lush greenery and a pond.

A two-story house with a snow-covered roof and a front porch.

A kitchen with white tiled backsplash, wooden crates, and hanging pendant lights.

18. On The River Inn

West Woodstock

Joseph

₹15,493

₹18,941 total

includes taxes & fees

15 Nov - 16 Nov

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.

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

19. The Suites at Killington Center

Killington

₹21,576

₹44,621 total

includes taxes & fees

28 Oct - 29 Oct

A covered outdoor seating area with stone pillars and wooden beams, surrounded by a grassy lawn and trees.

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

A modern restaurant with a bar area, seating arrangements, and a kitchen in the background.

20. My Place Hotel-Randolph VT

Randolph Center

Timothy

₹8,844

₹9,640 total

includes taxes & fees

22 Nov - 23 Nov

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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

My Place Hotel-Randolph VT

10/10 Excellent

"Very nice!"

The Shire Woodstock

10/10 Excellent

"Friendly staff, large room with beautiful property & riverview."

Killington Mountain Lodge, Tapestry Collection by Hilton

10/10 Excellent

"Beautiful property. Staff is very friendly and helpful"

On The River Inn

10/10 Excellent

"Great place would stay again"

Woodstock Inn & Resort

10/10 Excellent

"Amazing venue for our wedding!"

The Jackson

10/10 Excellent

"It was very nice and quaint. The gentleman Sean, I believe his name that served wine and cheese was a very friendly person and and funny. The restaurant was good. The only thing we were on the third floor and that was hard for us since we were 78 years old. Oh"

Après Inn Killington

8/10 Good

"All was good except for the water pressure"

Mountain Sports Inn

10/10 Excellent

"Great place to stay. This is a family run place that offers a hot breakfast every morning. The staff were amazing and helpful with suggestions of places to visit. Highly recommend. We plan to stay again when we return to Vermont"

Comfort Inn Rutland - Killington

8/10 Good

"This was a good hotel for a decent price."