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

3 Star Hotels in Pittsfield

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3 Star Hotels in Pittsfield

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.

1. Mountain Meadows Lodge

Killington

$156

$197 total

includes taxes & fees

Oct 26 - Oct 27

A spacious living room with a stone fireplace, wooden furniture, and a large potted plant.

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".

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

2. The Trailside Inn

North Sherburne

$159

$175 total

includes taxes & fees

Oct 18 - Oct 19

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

3. Snowed Inn

Killington

$140

$169 total

includes taxes & fees

Oct 25 - Oct 26

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

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

4. The Mountain Top Inn & Resort

Chittenden

$276

$301 total

includes taxes & fees

Oct 1 - Oct 2

A cozy living room with a stone fireplace, a round wooden coffee table, and a beige sofa.

An outdoor seating area with tables and chairs, a stone planter with flowers, and a building with a sloped roof and large windows.

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.

5. Summit Lodge

Killington

$194

$240 total

includes taxes & fees

Oct 16 - Oct 17

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

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

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

6. Brandon Inn

Brandon

$137

$150 total

includes taxes & fees

Oct 22 - Oct 23

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

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

A patio area with a fire pit, outdoor seating, and a swimming pool.

A stone fireplace with a modern seating area, including a sofa and chairs, a coffee table, and a decorative bowl.

7. Killington Mountain Lodge, Tapestry Collection by Hilton

Killington

$203

$223 total

includes taxes & fees

Oct 31 - Nov 1

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

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

8. Killington Grand Hotel

Base Area

$245

$287 total

includes taxes & fees

Oct 12 - Oct 13

A two-story house with a porch, surrounded by trees.

A small outdoor structure with a metal roof, a chimney, and a stack of wood.

A bedroom with a large bed, two bedside tables, a small table, and a window with curtains.

A golf cart on a golf course with a sign that reads "BREWER WINERY".

9. Inn at Neshobe River

Brandon

$175

$193 total

includes taxes & fees

Oct 20 - Oct 21

A living room with a grey sectional sofa, a potted plant, and a radiator.

A dining area with a white table, two white chairs, a small vase with flowers, and a framed artwork on the wall.

A neatly made bed with a white duvet, two bedside tables with lamps, and a decorative plate on the wall.

10. The Vesper

Woodstock

$165

$182 total

includes taxes & fees

Oct 25 - Oct 26

A large, two-story house with a central courtyard, surrounded by a well-maintained lawn and trees.

A dining area with wooden chairs and tables, large windows with arched tops, and a ceiling fan.

A large, two-story house with a well-maintained lawn and garden.

A reception area with a decorative elephant sculpture, a framed picture, a clock, and a vase with flowers.

11. The Lilac Inn

Brandon

$239

$263 total

includes taxes & fees

Oct 1 - Oct 2

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

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.

12. The Suites at Killington Center

Killington

$227

$470 total

includes taxes & fees

Oct 19 - Oct 20

A rectangular swimming pool with a metal ladder, surrounded by white and brown lounge chairs, and a white fence.

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

13. Cozy Hotel Room Style Studio Condo With Pool

Killington

$197

$332 total

includes taxes & fees

Oct 4 - Oct 5

A wooden cabin with a snow-covered roof, surrounded by trees and snow.

A hot tub with a view of mountains and autumn trees.

A cozy living room with a wooden ceiling, a fireplace, a television, and a comfortable seating area.

A cozy cabin interior with a wooden dining table, chairs, a fireplace, a television mounted on the wall, and a large window with blinds.

14. Robert Frost Mountain Cabins

Ripton

$319

$348 total

includes taxes & fees

Oct 1 - Oct 2

An aerial view of a residential area with houses, a river, and surrounding hills.

An outdoor setting with a table and chairs, a small pond, and a wooden board game.

A four-poster bed with a fireplace, large windows, and a desk with a lamp.

A lakeside view of a multi-story building with balconies, surrounded by lush greenery and a calm lake.

15. The Shire Woodstock

Woodstock

$281

$333 total

includes taxes & fees

Oct 29 - Oct 30

A large, multi-story hotel with a covered entrance and multiple windows.

A digital display in a hotel lobby showing the local weather and news.

A hotel room with a fireplace, a bed with red bedding, a red armchair, a wooden coffee table, and a kitchenette.

A lobby with a sofa, armchairs, and a coffee table. There is a painting on the wall and a door in the background.

16. Courtyard Middlebury

Middlebury

$170

$187 total

includes taxes & fees

Oct 20 - Oct 21

A modern fitness center with exercise equipment, mirrors, and a reception area.

A two-story building with a porch, a sign reading "STAY AT JIMMY'S", and a pathway leading to it.

A room with a 'RELAX' sign, a black leather sofa, and a patterned floor.

A modern interior with a black wall-mounted sign reading "HANGOUT".

17. Stay At Jimmy's

Woodstock

$299

$329 total

includes taxes & fees

Oct 29 - Oct 30

A cozy living room with a fireplace, wicker chairs, and a coffee table with snacks.

A wooden deck with a hot tub, a wooden chair, and a broom leaning against the wall.

A room with a wooden desk, a lamp, and two leather sofas with patterned cushions.

A two-story house with a covered porch and a well-maintained garden.

18. Deer Brook Inn

Woodstock

$431

$474 total

includes taxes & fees

Oct 12 - Oct 13

A house with a red roof, a porch with white railings, and a blue door.

A living room with a sofa, armchair, coffee table, bookshelf, and a ceiling fan.

A wooden dining table with a woven tray, a vase with dried flowers, a small potted plant, and two candles.

A cozy living room with a Christmas tree, a sofa, a coffee table, and a fireplace.

19. Woodbridge Inn

Woodstock

$550

$605 total

includes taxes & fees

Oct 20 - Oct 21

A two-story house with a front porch, a central entrance, and a garden with various plants and flowers.

A brick oven pizza station with a chef preparing dough.

A bar area with wooden bar stools, hanging light fixtures, and a bartender at the counter.

A two-story brick house with a white porch and a small garden in front.

20. Kedron Valley Inn

South Woodstock

$558

$614 total

includes taxes & fees

Oct 26 - Oct 27

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