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Check availability on Middlebury Historic Hotels

Our top choices for Middlebury historic hotels

Exterior

Middlebury Inn

Middlebury Inn
3.0 star property
Middlebury
9.0 out of 10, Wonderful, (1,001 reviews)
"Best breakfast "
United States
David
The price is AED 413
AED 455 total
includes taxes & fees
22 Feb - 23 Feb
Middlebury Inn
Property grounds

Ultimate relaxing vacation

Ultimate relaxing vacation
Orwell
9.8 out of 10, Exceptional, (219 reviews)
"Very cozy cabin with lots of activities and a beautiful view!"
United States
Elizabeth F.
The price is AED 514
AED 658 total
includes taxes & fees
23 Feb - 24 Feb
Ultimate relaxing vacation
Property grounds

5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush

5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush
granville
9.4 out of 10, Exceptional, (85 reviews)
"Nice place to stay"
United States
Bob G.
5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush
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 AED 940
AED 1,240 total
includes taxes & fees
3 Mar - 4 Mar
Adorable cabin with screened porch and private fire pit
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 AED 940
AED 1,265 total
includes taxes & fees
1 Mar - 2 Mar
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
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 AED 940
AED 1,265 total
includes taxes & fees
1 Mar - 2 Mar
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
2 bedrooms, travel crib, 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, (42 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 AED 825
AED 1,537 total
includes taxes & fees
10 Mar - 11 Mar
Go Skiing or Hiking from an Enchanting, Light-Filled Home
Smart TV

1830 Enchanting, Light-Filled Farmhouse Apartment

1830 Enchanting, Light-Filled Farmhouse Apartment
Waitsfield
9.8 out of 10, Exceptional, (38 reviews)
"We skied at Sugarbush. The location was great. Very nice place to stay!"
United States
Laurie K.
The price is AED 912
AED 1,701 total
includes taxes & fees
10 Mar - 11 Mar
1830 Enchanting, Light-Filled Farmhouse Apartment
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 AED 940
AED 1,265 total
includes taxes & fees
1 Mar - 2 Mar
Cozy and pristine timberframe cabin
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 AED 940
AED 1,265 total
includes taxes & fees
1 Mar - 2 Mar
Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
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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Top Middlebury Hotel Reviews

Courtyard Middlebury

Courtyard Middlebury

10/10 Excellent
"Very clean and comfortable room. Helpful staff. "
Elizabeth 1-night trip
Posted 8 days ago
Courtyard Middlebury
Swift House Inn

Swift House Inn

10/10 Excellent
"Our room was amazing - loved the decor, very spacious & super comfortable bed. The staff were all wonderful. Breakfast was delish as was the dinner we had at Jessica's. Wonderful stay! "
Sarah 2-night trip
Posted 8 days ago
Swift House Inn

Frequently asked questions

What should I expect on my historical trip to Middlebury?
You're already probably planning a visit to places with historical relevance during your trip to Middlebury. Why not absorb the local color with a visit to the restaurants?
What's the best accommodation in Middlebury to absorb the 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 will I find in Middlebury?
In Middlebury, there are 28 hotels and other accommodations bookable on Expedia though you won't find many designated historic hotels.
What are the most important 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 Town Hall Theater, Henry Sheldon Museum of Vermont History, and Kevin P. Mahaney '84 Center for the Arts. A couple of additional sights to add to your agenda are Middlebury Falls and UVM Morgan Horse Farm.
What is a historic hotel like in Middlebury?
Guests who book a historic hotel can stay in a place that has an officially recognized national historic designation. A castle, a palace or even a pub or an old police station can be identified as a historic hotel as long as it's of special interest. Traditional architecture and period features are typically preserved in the public spaces and guestrooms of historic hotels in Middlebury, bringing the history to life.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" in Asia and Europe, while "historic hotel" is more common in the U.S. overall though the terms are similar. The architecture and actual building of historic hotels tend to be what's most important. For a heritage hotel, it's mainly the cultural value along with how it shaped the community.
Do historic hotels in Middlebury have modern facilities?
Hotels include modern conveniences and safety features you might expect, but every effort is made to preserve treasured traditions and historic facades. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the usual amenities found at a contemporary hotel will be available in a historic hotel. When you choose a historic hotel in Middlebury, don't worry that you'll be staying at a place that's uncomfortable or rundown.