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

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Check availability on Middlebury Historic Hotels

Tonight
1 Sep - 2 Sep
Tomorrow
2 Sep - 3 Sep
This weekend
4 Sep - 6 Sep
Next weekend
11 Sep - 13 Sep

Our top choices for Middlebury historic hotels

1. Middlebury Inn

Middlebury Inn
Middlebury
United States
Maryalice
AED 592
AED 651 total
includes taxes & fees
2 Sep - 3 Sep
Middlebury Inn

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

Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably
Middlebury
United States
Patricia Y.
AED 1,447
AED 2,818 total
includes taxes & fees
7 Sep - 8 Sep
Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably

3. Basin Harbor

Basin Harbor
Vergennes
United States
Whitney
AED 797
AED 869 total
includes taxes & fees
21 Sep - 22 Sep
Basin Harbor

4. Adorable cabin with screened porch and private fire pit

Adorable cabin with screened porch and private fire pit
Ripton
United States
Sorin
AED 1,027
AED 1,401 total
includes taxes & fees
9 Sep - 10 Sep
Adorable cabin with screened porch and private fire pit

5. Cozy and pristine timberframe cabin

Cozy and pristine timberframe cabin
Ripton
United States
Karen H.
AED 1,027
AED 1,401 total
includes taxes & fees
9 Sep - 10 Sep
Cozy and pristine timberframe cabin

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

Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
Ripton
United States
John H.
AED 1,107
AED 1,500 total
includes taxes & fees
13 Sep - 14 Sep
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest

7. 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
United States
Susan
AED 1,186
AED 1,599 total
includes taxes & fees
2 Sep - 3 Sep
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns

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

Immaculate mountain cabin with awe inspiring sunrise and mountain views
Ripton
United States
Sara S.
AED 1,027
AED 1,401 total
includes taxes & fees
9 Sep - 10 Sep
Immaculate mountain cabin with awe inspiring sunrise and mountain views

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

Go Skiing or Hiking from an Enchanting, Light-Filled Home
Waitsfield
United States
Luke A.
AED 564
AED 1,293 total
includes taxes & fees
8 Sep - 9 Sep
Go Skiing or Hiking from an Enchanting, Light-Filled Home

10. 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
United States
Linda
AED 1,186
AED 1,599 total
includes taxes & fees
8 Sep - 9 Sep
Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
View all properties

Top Middlebury Hotel Reviews

White Horse Lodge

White Horse Lodge

10/10 Excellent
"Extremely lovely hostess! She’ll take great care of you and make you feel right at home, extremely thoughtful with all the amenities-including a communal fridge and a breakfast station. There’s a laundry room for use and plenty of detergent and other toiletries in stock if you find yourself in need."
Vic 2-night trip
Posted 1 day ago
White Horse Lodge
Courtyard Middlebury

Courtyard Middlebury

10/10 Excellent
"It was a very convenient location. There is a restaurant/bar, which was nice. The woman at the desk was incredibly friendly and helpful. We were very pleased with our stay and would stay there again."
Nancy 2-night trip
Posted 2 days ago
Courtyard Middlebury
Middlebury Inn

Middlebury Inn

10/10 Excellent
"We love the location of the Inn and also that there is a lovely dinner with live music on the property so we didnt need to go anywhere after a long day of travel."
Maryalice 1-night trip
Posted 2 days ago
Middlebury Inn
Basin Harbor

Basin Harbor

10/10 Excellent
"Stayed here for two weeknights mid-ish August 2026. Service was really great. Very professional and courteous. The rooms were nice enough. Ours was pretty spacious with a balcony with not much of a view (guess that is what you get for only $400/night). Pretty pricey during summer time. That said, the setting and grounds are spectacular. As they stress, a very traditional NE summer resort. We did not eat there at all and didn't partake of much of the entertainment they had to offer, but my daughters loved the ambiance, the historical buildings, the sunsets, and scenery. While we didn't partake of much of the entertainment, we could see it all around us. Regret is not spending enough time here (we treated it more like a hotel than a resort)."
James 2-night trip
Posted 9 days ago
Basin Harbor
Middlebury Sweets Motel

Middlebury Sweets Motel

10/10 Excellent
"It was clean and comfortable. I saw no staff except the cleaning lady in the morning but everything was just fine."
Carol 1-night trip
Posted 3 weeks ago
Middlebury Sweets Motel

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 27 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, Kevin P. Mahaney '84 Center for the Arts, and National Museum of the Morgan Horse. A couple of additional sights to add to your agenda are Vermont Folklife Center 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.