TOP Historic Hotels in Middlebury - Warren, VT for 2026

Historic Hotels in Middlebury - Warren
Vermont
United States of America
Historic Hotels
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A yellow house with a stone tower, surrounded by a gravel driveway and green grass.

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Our top choices for Middlebury - Warren historic hotels

A snow-covered house with a brick exterior and white shutters, a snow-covered yard, and a church steeple in the background.

A four-poster bed with a laptop on a wooden desk, a chair, and a bedside table with a lamp.

A formal dining room with a fireplace, chandeliers, and string lights.

A bar area with wooden chairs, a round table, and a bar stocked with bottles.

1. Middlebury Inn

Middlebury Inn

3.0 star property

Middlebury

9.0 out of 10, Wonderful, (1,002 reviews)

9.0/10

Wonderful

(1,002 reviews)

"Very nice historic Inn."

Bret

The price is £114

£114

includes taxes & fees

1 Nov - 2 Nov

Middlebury Inn

A wooden cabin with a snow-covered roof, a porch with a green door, and a small window on the side.

A wooden sign for Robert Frost Mountain Cabins with a mountain and house graphic.

A cozy cabin interior with a wooden bench, a fireplace, and a window with flowers.

A bedroom with a wooden ceiling, a large bed with a floral quilt, two bedside lamps, a nightstand with books, and a window with a view.

2. Inviting timber frame cabin in Vermont's Green Mountains

Inviting timber frame cabin in Vermont's Green Mountains

Ripton

10.0 out of 10, Exceptional, (7 reviews)

10/10

Exceptional

(7 reviews)

"Welcoming, charming, and very clean cabin with excellent communication with team and fun access to trails, hot tub and game room."

Kelly I.

The price is £269

£269

includes taxes & fees

9 Nov - 10 Nov

Inviting timber frame cabin in Vermont's Green Mountains

A wooden table with a bottle of wine, glasses, and grapes.

A cozy cabin interior with a fireplace, wooden furniture, and a television mounted on the wall.

A log cabin with a green door, two windows, and a porch.

A grassy outdoor area with a path, two blue Adirondack chairs, and a small table.

3. Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest

Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest

Ripton

9.4 out of 10, Exceptional, (13 reviews)

9.4/10

Exceptional

(13 reviews)

"It is a beautiful location in a fully equipped cabin off the beaten path."

Steven

The price is £269

£269

includes taxes & fees

4 Nov - 5 Nov

Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest

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

A cozy bedroom with a wooden ceiling, a large bed with a patterned quilt, two bedside lamps, a nightstand, and a window with a view.

A kitchen with wooden cabinets, a stove, and a refrigerator. There is a dining table with chairs and a fruit bowl.

4. Charming and meticulously cleaned cabin with panoramic view of the Green Mtns

Charming and meticulously cleaned cabin with panoramic view of the Green Mtns

Ripton

10.0 out of 10, Exceptional, (17 reviews)

10/10

Exceptional

(17 reviews)

"Beautiful place. Lots to do around the cabin and in the area. The hosts are very helpful. The cabin has everything you could want for a great stay. "

Susan

The price is £269

£269

includes taxes & fees

4 Nov - 5 Nov

Charming and meticulously cleaned cabin with panoramic view of the Green Mtns

A large, two-story cabin with a covered porch and a small deck, surrounded by dense forest.

A cozy cabin interior with a wooden dining table, white chairs, a sofa, and a fireplace.

A kitchen with wooden cabinets, a refrigerator, a stove, and a dining table with chairs.

A grassy outdoor area with two blue Adirondack chairs and a small table, surrounded by trees and a distant mountain range.

5. Cozy and pristine timberframe cabin

Cozy and pristine timberframe cabin

Ripton

10.0 out of 10, Exceptional, (4 reviews)

10/10

Exceptional

(4 reviews)

"It is a gorgeous property with lots of fun amenities...perfect for a winter getaway"

Karen H.

The price is £269

£269

includes taxes & fees

4 Nov - 5 Nov

Cozy and pristine timberframe cabin

A modern kitchen with a central island, stainless steel appliances, and a large window.

A spacious living room with a large sofa, wooden flooring, and a dining area with a kitchen in the background.

A house with a covered deck, a large window, and a sliding glass door.

A bedroom with a large window, a bed, a ceiling fan, and a desk.

6. Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably

Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably

Middlebury

10.0 out of 10, Exceptional, (85 reviews)

10/10

Exceptional

(85 reviews)

"A perfect spot for our Middlebury reunion gathering - with great living/gathering space indoors and outdoors. The home is comfortable, clean, convenient, with really nice cozy touches. Thank you!"

Page E.

The price is £590

£590

includes taxes & fees

1 Nov - 2 Nov

Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably

A living room with a sofa, a coffee table, and a patterned rug. There is a dining area with a table and chairs. The kitchen is visible with white cabinets and a refrigerator.

A wooden dresser with a flat-screen TV mounted above it, a lamp, a small potted plant, a fan, and various items on the dresser's surface.

A bedroom with a bed, two bedside tables, a mirror, a window, and a sign on the wall.

A kitchen with white cabinets, a stainless steel stove, a microwave, and a refrigerator. There is a table with a green and white table runner and a salt shaker on it.

7. 1830 Enchanting, Light-Filled Farmhouse Apartment

1830 Enchanting, Light-Filled Farmhouse Apartment

Waitsfield

9.8 out of 10, Exceptional, (43 reviews)

9.8/10

Exceptional

(43 reviews)

"Loved your place close to familyLove the historic house!"

Heather W.

The price is £298

£298

includes taxes & fees

28 Oct - 29 Oct

1830 Enchanting, Light-Filled Farmhouse Apartment

A neatly made bed with striped bedding, a beige throw blanket, and patterned pillows. There are two bedside lamps on wooden nightstands.

A two-story house with a white exterior, a covered porch, and a lawn with two wicker chairs and a small table.

A living room with a grey sofa, patterned cushions, a wooden coffee table, a lamp, and a window with curtains.

A living room with a grey sofa, a wooden coffee table, and a television on a wooden cabinet.

8. Go Skiing or Hiking from an Enchanting, Light-Filled Home

Go Skiing or Hiking from an Enchanting, Light-Filled Home

Waitsfield

9.8 out of 10, Exceptional, (53 reviews)

9.8/10

Exceptional

(53 reviews)

"Excellent Location ! "

Luke A.

The price is £283

£283

includes taxes & fees

1 Nov - 2 Nov

Go Skiing or Hiking from an Enchanting, Light-Filled Home

A log cabin with a gravel driveway leading to it, surrounded by dense forest.

A grassy outdoor area with a path leading through it, surrounded by trees and a few scattered chairs.

A wooden interior with a dining table, chairs, a refrigerator, and a rocking chair.

A cozy cabin interior with a fireplace, wooden furniture, a television, and a window with blinds.

9. Private pet-friendly cabin in the woods w/ private campfire pit & screened porch

Private pet-friendly cabin in the woods w/ private campfire pit & screened porch

Ripton

10.0 out of 10, Exceptional, (12 reviews)

10/10

Exceptional

(12 reviews)

"Excellent facilities enjoyed staying there very much"

Linda

The price is £269

£269

includes taxes & fees

9 Nov - 10 Nov

Private pet-friendly cabin in the woods w/ private campfire pit & screened porch

A kitchen with wooden cabinets, a refrigerator, a stove, and a sink.

A wooden table with a book, a pen, and a vase with flowers.

A cozy bedroom with a wooden ceiling, a large bed with a quilt, two bedside lamps, a nightstand, and a dresser.

10. Immaculate mountain cabin with awe inspiring sunrise and mountain views

Immaculate mountain cabin with awe inspiring sunrise and mountain views

Ripton

10.0 out of 10, Exceptional, (3 reviews)

10/10

Exceptional

(3 reviews)

"Our cabin was lovely—artfully built, well-stocked, perfectly clean, and very comfortable. We awoke to silence and a beautiful view of the mountains from our screened porch. We are already planning our return!"

Sara S.

The price is £269

£269

includes taxes & fees

9 Nov - 10 Nov

Immaculate mountain cabin with awe inspiring sunrise and mountain views

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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