Historic Hotels & Resorts in Middlebury from NZ$267

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Middlebury Historic Hotels

Tonight
7 Apr - 8 Apr
Tomorrow
8 Apr - 9 Apr
This weekend
10 Apr - 12 Apr
Next weekend
17 Apr - 19 Apr

Our top choices for Middlebury historic hotels

Exterior

Middlebury Inn

Middlebury Inn
3.0 star property
Middlebury
9.0 out of 10, Wonderful, (1,004 reviews)
"Beautiful old hotel. Staff was very helpful. We enjoyed a delicious brunch."
United States
Mary
The price is NZ$267
includes taxes & fees
4 May - 5 May
Middlebury Inn
2 bedrooms, travel cot, WiFi, bed sheets

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, (45 reviews)
"Very nice updated home with charming amenities, close to Waitsfield central. Clean and spacious for our party of 3 adults. "
United States
Leann
The price is NZ$601
includes taxes & fees
20 Apr - 21 Apr
Go Skiing or Hiking from an Enchanting, Light-Filled Home
Exterior

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)
"Excellent facilities enjoyed staying there very much"
United States
Linda
The price is NZ$603
includes taxes & fees
20 Apr - 21 Apr
Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Smart TV

1830 Enchanting, Light-Filled Farmhouse Apartment

1830 Enchanting, Light-Filled Farmhouse Apartment
Waitsfield
9.8 out of 10, Exceptional, (39 reviews)
"We skied at Sugarbush. The location was great. Very nice place to stay!"
United States
Laurie K.
The price is NZ$615
includes taxes & fees
8 Apr - 9 Apr
1830 Enchanting, Light-Filled Farmhouse Apartment
Smart TV, fireplace, DVD player, books

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)
"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. "
United States
Susan
The price is NZ$603
includes taxes & fees
20 Apr - 21 Apr
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
Interior

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, (12 reviews)
"Our group booked this place for a ski trip to sugarbush. A remote area, but the cabin was very cool and our host were the best. The warm cinnamon twists in the morning were a big hit and the hot tub was perfect after a day of skiing. Would definitely look into booking this in the summer/fall. "
United States
John H.
The price is NZ$603
includes taxes & fees
20 Apr - 21 Apr
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
Exterior

Cozy and pristine timberframe cabin

Cozy and pristine timberframe cabin
Ripton
10.0 out of 10, Exceptional, (4 reviews)
"It is a gorgeous property with lots of fun amenities...perfect for a winter getaway"
United States
Karen H.
The price is NZ$595
includes taxes & fees
8 Apr - 9 Apr
Cozy and pristine timberframe cabin
Exterior

Adorable cabin with screened porch and private fire pit

Adorable cabin with screened porch and private fire pit
Ripton
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful place to stay tucked away in the woods. The owners are extremely thoughtful and personable. Can’t wait to go back. "
United States
Sorin
The price is NZ$603
includes taxes & fees
20 Apr - 21 Apr
Adorable cabin with screened porch and private fire pit
Exterior

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, (6 reviews)
"This is a very special place. Close to Middleburyyetfar away. "
United States
Jim P.
Inviting timber frame cabin in Vermont's Green Mountains
Exterior

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)
"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!"
United States
Sara S.
The price is NZ$603
includes taxes & fees
20 Apr - 21 Apr
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.
View all properties

Top Middlebury Hotel Reviews

Middlebury Inn

Middlebury Inn

10/10 Excellent
"Friendly staff. Clean room."
Maryann 1-night trip
Posted 11 hours ago
Middlebury Inn

Frequently asked questions

What should a history enthusiast expect from a trip to Middlebury?
You'll probably want to seek out the historical sites while you're staying in Middlebury. Why not absorb the local colour with a visit to the restaurants?
What's the best accommodation in Middlebury to learn about local history?
Based on our travel expertise, Middlebury Inn is a top historic hotel bookable on Expedia and it features a full-service spa. Halpin Covered Bridge is a short 10-minute drive away.
How many historical hotels are located in Middlebury?
In Middlebury, there are 27 hotels and other accommodation options bookable on Expedia though you won't find many designated historic hotels.
What are the must-see historical sites and other places to visit in Middlebury?
Landmarks like Halpin Covered Bridge and Pulp Mill Covered Bridge in Middlebury might be worth a visit. Cultural venues include Henry Sheldon Museum of Vermont History, Kevin P. Mahaney '84 Center for the Arts and Town Hall Theater. A couple of additional sights to add to your itinerary are UVM Morgan Horse Farm and Cornwall Swamp Wildlife Management Area.
What is a historic hotel like in Middlebury?
By booking a historic hotel, guests can stay someplace that has an official historic designation. A palace, castle, stately home or even a lodge, pub or skyscraper can be identified as a historic hotel as long as it's of special interest. Traditional architecture and period features are typically found in the guestrooms or communal spaces of historic hotels in Middlebury, giving a historical feel.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is more common in Asia and Europe, while "historic hotel" is a term often used in the U.S. overall though the terms are similar. The architecture and actual building of historic hotels are generally the most significant aspect. For a heritage hotel, mainly, it's cultural value along with how it shaped the community.
Do historic hotels in Middlebury have modern facilities?
Hotels have the safety features and modern conveniences you might expect, but every effort is made to preserve treasured traditions and historic facades. Smart TVs, WiFi, updated bathroom facilities and the popular amenities found in most hotels will be available in a historic hotel. Rest assured that when you select a historic hotel in Middlebury, you won't be staying at a place that's uncomfortable or rundown.