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

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your current months are November, 2026 and December, 2026.

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Top Stockbridge Hotel Reviews

A stone fireplace with a sign above it reading "Trailside Lodge."

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 large building with a covered entrance and multiple windows, surrounded by a grassy area and trees with autumn foliage.

The Trailside Inn

North Sherburne

10/10 Excellent

Lots of space and generous continental breakfast was included. Clean and quiet. Friendly owners. Thank you!

Grainne

Reviewed December 8, 2024Reviewed December 8, 2024

The Trailside Inn

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

Greenbrier Inn

Killington

10/10 Excellent

Loved the atmosphere

Gerald

Reviewed October 14, 2024Reviewed October 14, 2024

Greenbrier Inn

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 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."

A cozy cabin interior with a stone fireplace, wooden furniture, and a stone wall.

Snowed Inn

Killington

10/10 Excellent

Warm and cozy. Smelled amazing. Breakfast was great. Our room was very comfortable, clean and decorated so nicely.

Laurie

Reviewed September 25, 2026Reviewed September 25, 2026

Snowed Inn

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.

Mountain Sports Inn

Killington

10/10 Excellent

Très bon déjeuner complet

Michel

Reviewed September 30, 2026Reviewed September 30, 2026

Mountain Sports Inn

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

The Mountain Inn at Killington

Killington

10/10 Excellent

Best place to stay

Daniel

Reviewed October 7, 2026Reviewed October 7, 2026

The Mountain Inn at Killington

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 kitchen with a stove, oven, microwave, sink, and cabinets.

Après Inn Killington

Killington

10/10 Excellent

Great access to the mountain resort, restaurants and storage for by bicycle.

Christian

Reviewed September 10, 2026Reviewed September 10, 2026

Après Inn Killington

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

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

North Star Lodge and Resort

Killington

10/10 Excellent

Absence de personnel au desk lors de notre départ à 7h le matin. Restaurant ouvert seulement les vendredis et samedis.

Julie

Reviewed July 22, 2026Reviewed July 22, 2026

North Star Lodge and Resort

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

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

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.

Sleep Woodstock Motel

Woodstock

10/10 Excellent

This hotel was such a nice surprise! The room was very clean and decorated nicely! Super quiet A/C units and a short drive to town.

Dave

Reviewed October 18, 2026Reviewed October 18, 2026

Sleep Woodstock Motel

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

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

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.

My Place Hotel-Randolph VT

Randolph Center

10/10 Excellent

Hébergement facile à accéder. Parfait pour passer la nuit si vous faites un voyage en plusieurs jours. Stationnement gratuit. Chambres très propres, lits confortables. La vue matinale est magnifique

Kseniia

Reviewed September 15, 2026Reviewed September 15, 2026

My Place Hotel-Randolph VT

A two-story building with a porch, outdoor seating, and flags.

A dining area with wooden tables and chairs, a view of the outdoors through large windows, and various framed pictures on the walls.

A cozy bar area with a stone fireplace, bar stools, and a wooden ceiling.

A cozy living room with a green sofa, wooden chairs, a bookshelf, and a large clock.

Green Trails Inn

Brookfield

10/10 Excellent

Beautiful bed & breakfast! Located not far from Norwich University! Super clean & welcoming! Cute pub with absolutely amazing food! We enjoyed all our breakfasts & LOVED the dinner that we ordered! Small but quaint town! Would stay again!

Corrie

Reviewed October 27, 2026Reviewed October 27, 2026

Green Trails Inn

A large estate with a main building surrounded by a well-maintained lawn and a river.

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

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

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

On The River Inn

West Woodstock

10/10 Excellent

Beautiful building and setting

Mary

Reviewed March 21, 2025Reviewed March 21, 2025

On The River Inn

A spacious living room with a stone fireplace, leather sofas, a coffee table, and large arched windows offering views of the outdoors.

A hotel bathroom with a granite countertop, a sink, a mirror, and a wicker basket with towels.

An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.

A bathroom with a vanity, sink, mirror, and a towel rack.

Align Inn Vermont

Quechee

10/10 Excellent

Perfect

Benoit

Reviewed August 3, 2026Reviewed August 3, 2026

Align Inn Vermont

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

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

The Mountain Top Inn & Resort

Chittenden

10/10 Excellent

Beautiful location and nice restaurant on property

Bryan

Reviewed October 21, 2024Reviewed October 21, 2024

The Mountain Top Inn & Resort

A spacious room with a large bed, a sofa, and a chair, featuring large windows and a view of greenery outside.

A large, white, two-story house with a symmetrical facade, surrounded by a well-maintained lawn and tall trees.

A living room with a green wall, two windows, a beige sofa, a floral rug, and a black armchair.

A grassy field with a wooden pergola and trees in the background.

Lincoln Inn & Gallery

Woodstock

10/10 Excellent

This is a really nice property with parking and a river across. It’s beautiful with a lot of outdoor space. Rooms were decent and staff was nice and helpful.

Simran

Reviewed September 15, 2026Reviewed September 15, 2026

Lincoln Inn & Gallery

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

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

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

A room with a high ceiling, wooden beams, and a carpeted floor. There are several wooden tables and chairs arranged for dining.

Inn at Neshobe River

Brandon

10/10 Excellent

A beer tasting at the affiliated brewery, friendly,personable owners, a fine old inn and a fine breakfast in the morning - from beginning to end, it was a great experience. I easily and gladly recommend this Inn to fellow travellers.

Anonymous traveller

Reviewed August 21, 2016Reviewed August 21, 2016

Inn at Neshobe River

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.

Best Western Inn & Suites Rutland-Killington

Rutland

10/10 Excellent

Great place!

Christian

Reviewed September 20, 2026Reviewed September 20, 2026

Best Western Inn & Suites Rutland-Killington

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Find Hotels by Hilton Hotels in Stockbridge from CA $105

Change your mind

Treat yourself

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Top Stockbridge Hotel Reviews

The Trailside Inn

10/10 Excellent

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