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Find Historic Hotels in Middlebury, VT

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Check availability on Middlebury Historic Hotels

Tonight
Dec 30 - Dec 31
Tomorrow
Dec 31 - Jan 1
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Middlebury historic hotels

Exterior
Middlebury Inn

Middlebury Inn

Middlebury Inn
3.0 star property
Middlebury
9.0 out of 10, Wonderful, (1003)
"Big clean room, nice staff"
United States
susan
The price is ₩185,287
₩203,816 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Middlebury Inn
Standard Room, 1 Bedroom, Non Smoking (two full) | Free WiFi, bed sheets
Circle Court Motel

Circle Court Motel

Circle Court Motel
2.5 star property
Ticonderoga
8.6 out of 10, Excellent, (369)
"Lovely friendly and helpful staff. Great convenient location. "
United States
James
The price is ₩127,242
₩143,783 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Circle Court Motel
Classic Room, 1 Queen Bed, Non Smoking | Desk, free WiFi, bed sheets
The Deers Head Inn

The Deers Head Inn

The Deers Head Inn
3.0 star property
Elizabethtown
8.8 out of 10, Excellent, (177)
"Quiet, well kept rooms, helpful staff"
United States
Steve
The Deers Head Inn
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

Best Western Plus Ticonderoga Inn & Suites

Best Western Plus Ticonderoga Inn & Suites

10/10 Excellent
"Room was great. "
Craig D 1-night trip
Posted 8 days ago
Best Western Plus Ticonderoga Inn & Suites
Middlebury Inn

Middlebury Inn

10/10 Excellent
"I didn’t have breakfast. The coolness of my room was fine."
Sam 1-night trip
Posted 12 days ago
Middlebury 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 26 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 Kevin P. Mahaney '84 Center for the Arts, National Museum of the Morgan Horse, and Town Hall Theater. Additionally, you'll find Sugarbush Ski Resort in the area.
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.