A lakeside scene with a wooden dock, a blue canoe, and a rocky shoreline.

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Check availability on Middlebury Historic Hotels

This weekend
Jul 31 - Aug 2
Next weekend
Aug 7 - Aug 9

Our top choices for Middlebury historic hotels

Exterior

Middlebury Inn

Middlebury Inn
3.0 star property
Middlebury
9.0 out of 10, Wonderful, (1,016 reviews)
"Beautiful hotel"
United States
Jon
The price is ￥24,922
￥27,414 total
includes taxes & fees
Aug 16 - Aug 17
Middlebury Inn
Coffee/tea maker, fridge, microwave, oven

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, (80 reviews)
"Lovely property. Will stay again."
United States
Patricia Y.
Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably
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 ￥49,335
￥66,489 total
includes taxes & fees
Aug 6 - Aug 7
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
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 ￥52,910
￥70,945 total
includes taxes & fees
Aug 6 - Aug 7
Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Foosball, books

Basin Harbor

Basin Harbor
3.5 star property
Vergennes
8.4 out of 10, Very Good, (199 reviews)
"Love love. Wish I could stay for the whole summer."
United States
Haydee
The price is ￥54,425
￥59,324 total
includes taxes & fees
Aug 28 - Aug 29
Basin Harbor
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 ￥52,910
￥70,578 total
includes taxes & fees
Aug 3 - Aug 4
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
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 ￥49,371
￥65,987 total
includes taxes & fees
Jul 30 - Jul 31
Cozy and pristine timberframe cabin
Smart TV

1830 Enchanting, Light-Filled Farmhouse Apartment

1830 Enchanting, Light-Filled Farmhouse Apartment
Waitsfield
9.8 out of 10, Exceptional, (40 reviews)
"Good communication. Great location to Sugarbush, and had all the amenities needed."
United States
Julia W.
The price is ￥28,030
￥57,097 total
includes taxes & fees
Aug 12 - Aug 13
1830 Enchanting, Light-Filled Farmhouse Apartment
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, (7 reviews)
"Welcoming, charming, and very clean cabin with excellent communication with team and fun access to trails, hot tub and game room."
United States
Kelly I.
The price is ￥52,910
￥70,394 total
includes taxes & fees
Jul 30 - Jul 31
Inviting timber frame cabin in Vermont's Green Mountains
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 ￥49,371
￥66,538 total
includes taxes & fees
Aug 6 - Aug 7
Adorable cabin with screened porch and private fire pit
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

8/10 Good
"The room was clean, comfortable, and quiet, which made for a pleasant stay. One thing to be aware of is that the property does not offer breakfast, and the pool and hot tub are no longer available. I was told they have been closed for over three years, although the listing photos still show a pool, which was a bit misleading. Updating the photos would help set the right expectations for future guests."
Maria 2-night trip
Posted 22 hours ago
Courtyard Middlebury

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 24 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 Henry Sheldon Museum of Vermont History, National Museum of the Morgan Horse, and Town Hall Theater. A couple of additional sights to add to your agenda are UVM Morgan Horse Farm and Green Mountain National Forest.
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.