𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Stockbridge (2026)

A snowy ski slope with skiers, a cabin, and a mountain range in the background.

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Go beyond your typical stay in Stockbridge

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Our top choices for Stockbridge hotels

A wooden deck with a hot tub, outdoor seating, and a view of a forested hillside.

A wooden interior with a piano, a sofa, a table, and a staircase.

A bedroom with a bed, a desk, and a view of the outdoors.

A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a stove.

1. Killington Cabin, Hot Tub & Foliage Views!

Stockbridge

S$942

includes taxes & fees

12 Oct - 13 Oct

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

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

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.

2. Mountain Meadows Lodge

Killington

Matthew

S$198

includes taxes & fees

27 Oct - 28 Oct

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 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.

3. The Trailside Inn

North Sherburne

Niall

S$224

includes taxes & fees

18 Oct - 19 Oct

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

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 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.

4. Mountain Sports Inn

Killington

Sarah

S$195

includes taxes & fees

12 Oct - 13 Oct

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

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

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

S$186

includes taxes & fees

14 Oct - 15 Oct

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

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

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.

6. Greenbrier Inn

Killington

Norman

S$258

includes taxes & fees

19 Oct - 20 Oct

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 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.

7. Snowed Inn

Killington

Melissa

S$196

includes taxes & fees

25 Oct - 26 Oct

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

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.

A two-story lodge with a stone facade, wooden balconies, and a well-maintained lawn.

8. Summit Lodge

Killington

Alex

S$273

includes taxes & fees

16 Oct - 17 Oct

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 grassy area with two red Adirondack chairs and a white truck parked in front of a wooden building with a mountain backdrop.

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

9. Turn of River Lodge

Killington

Jaime

S$169

includes taxes & fees

14 Oct - 15 Oct

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

A lobby with a stone wall, wooden staircase, and a reception desk.

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.

10. The Mountain Inn at Killington

Killington

Daniel

S$194

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 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.

A hotel room with two beds, a TV, a desk with a chair, and a window with curtains.

11. Après Inn Killington

Killington

Christian

S$206

includes taxes & fees

2 Nov - 3 Nov

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

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.

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

12. Killington Haus

Killington

Matthew

S$153

includes taxes & fees

19 Oct - 20 Oct

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

13. The Mountain Top Inn & Resort

Chittenden

Allison

S$349

includes taxes & fees

5 Nov - 6 Nov

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.

14. Killington Mountain Lodge, Tapestry Collection by Hilton

Killington

Richard

S$202

includes taxes & fees

2 Nov - 3 Nov

A spacious room with a stone fireplace, leather furniture, and large windows offering a view of greenery.

A two-story house with a porch, American flags, and a well-maintained garden.

A bedroom with a large window, a bed, a chair, and a lamp.

A cozy room with a wooden bench, a chair, and a sofa. There are large windows with wooden frames and a chandelier hanging from the ceiling.

15. The Jackson

West Woodstock

Ava

S$173

includes taxes & fees

4 Nov - 5 Nov

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.

16. My Place Hotel-Randolph VT

Randolph Center

Regis

S$132

includes taxes & fees

8 Nov - 9 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 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 modern kitchen with white cabinets, a stainless steel dishwasher, and a microwave.

17. Best Western Inn & Suites Rutland-Killington

Rutland

Christian

S$226

includes taxes & fees

26 Oct - 27 Oct

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.

18. Sleep Woodstock Motel

Woodstock

michelle

S$195

includes taxes & fees

27 Oct - 28 Oct

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

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

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

A spacious living room with a large American flag, a fireplace, and a chandelier.

19. On The River Inn

West Woodstock

SARAH

S$257

includes taxes & fees

1 Nov - 2 Nov

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.

20. Brandon Inn

Brandon

Amelia

S$174

includes taxes & fees

3 Nov - 4 Nov

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Stay near popular Stockbridge attractions

Les Newell Wildlife Management Area

You can take time to visit Les Newell Wildlife Management Area during your travels to Stockbridge.

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Belcher Library

After visiting Belcher Library, make a plan to see the other sights and activities in Gaysville.

See properties

Learn more about Stockbridge

Covered bridges span the White River, offering perfect photo spots when fall colours transform the surrounding Green Mountains. Hike the Appalachian Trail through Stockbridge's section or visit nearby Killington for skiing in winter months.

See all hotels in Stockbridge

A forest with a moss-covered rock and a stream.

Top Stockbridge Hotel Reviews

Comfort Inn Rutland - Killington

8/10 Good

"Clean room, good staff, good breakfast"

Woodstock Inn & Resort

10/10 Excellent

"Lovely feel to the hotel with friendly staff. Room was comfortable and location is excellent. Love Woodstock as a destination. I am never the biggest fan of breakfast, but really enjoyed it for once"

My Place Hotel-Randolph VT

10/10 Excellent

"It was very clean and spacious. The shower was great! We didn’t use the kitchen amenities but it would have been very useful if needed. The noise from the rooms above were loud but fortunately they went to bed earlier than us. The beds were comfortable but the pillows were “fat”… we prefer thinner pillows but just a preference. Otherwise, all else was great and a beautiful location."

Emrose Luxury Cabins

10/10 Excellent

"Was wonderful"

The Shire Woodstock

8/10 Good

"No heater or couldn't find it. Front door needs adjusted in the jamb area, couldn't push it hard enough to get it into a locked position but other than that it was good"

Align Inn Vermont

10/10 Excellent

"We stayed one night . Very nice."

Mountain Meadows Lodge

8/10 Good

"The farmhouse room was small and not to the standards of the lodge room. Our group all booked at the same time and our similar priced room was did not include a deck or the other amenities. The staff was superior and the general facility was incredible. Not sure why we were placed in a room that would have otherwise cost $100 less."

Mountain Sports Inn

8/10 Good

"The staff was very good and the breakfast was excellent thanks to all."

White River Inn and Suites

10/10 Excellent

"Great location to visit Quechee gorgeous. Goidbreakfast & clean, comfortable rooms"

More cheap stays in Stockbridge