Middlebury Hotel Guide - Historic Hotels in Middlebury, Vermont

Start date: Check-in selected.
To Date
End date: Check-out

    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

Top Middlebury Historic Hotels

Exterior
Middlebury Inn
Middlebury Inn
3.0 star property
9.0 out of 10, Wonderful, (1013)
"Enjoyed the stay"
The price is €118
includes taxes & fees
6 Nov - 7 Nov
Middlebury Inn
Miscellaneous
*Downtown Middlebury Waterfall Studio Apartment*
*Downtown Middlebury Waterfall Studio Apartment*
10.0 out of 10, Exceptional, (5)
"fantastic!"
The price is €259
includes taxes & fees
22 Oct - 23 Oct
*Downtown Middlebury Waterfall Studio Apartment*
Standard Room, 1 Bedroom, Non Smoking (two full)
Circle Court Motel
Circle Court Motel
2.5 star property
8.8 out of 10, Excellent, (352)
"Cool location "
The price is €91
includes taxes & fees
2 Nov - 3 Nov
Circle Court Motel
Classic Room, 1 Queen Bed, Non Smoking
The Deers Head Inn
The Deers Head Inn
3.0 star property
8.8 out of 10, Excellent, (168)
"Hidden gem! Make your reservation for dinner at the restaurant…locally sourced, fresh, unique options…sooo good! Amazing specialty drinks, too! Friendly and welcoming staff. Cozy accommodations. Who needs tv when there’s a turntable and an eclectic collection of vinyl to choose from? Sit on the floor and choose your favorites to be transported to your teen years…my husband and I had so much fun talking music after an enjoyable dinner. We’ll be back!!!"
The Deers Head Inn
IPod dock, MP3 dock
Basin Harbor
Basin Harbor
3.5 star property
8.4 out of 10, Very good, (189)
"Surprisingly a very nice upscale resort that the photos in Expedia did not do justice. Awesome accommodations and good dining options which can be rare in remote areas of VT"
The price is €469
includes taxes & fees
17 Oct - 18 Oct
Basin Harbor
Ultimate relaxing vacation
Ultimate relaxing vacation
9.8 out of 10, Exceptional, (206)
"The cottage was so cozy and comfy."
The price is €158
includes taxes & fees
22 Oct - 23 Oct
Ultimate relaxing vacation
Smart TV
Go Skiing or Hiking from an Enchanting, Light-Filled Home
Go Skiing or Hiking from an Enchanting, Light-Filled Home
9.8 out of 10, Exceptional, (37)
"Very nice updated home with charming amenities, close to Waitsfield central. Clean and spacious for our party of 3 adults. "
The price is €304
includes taxes & fees
20 Oct - 21 Oct
Go Skiing or Hiking from an Enchanting, Light-Filled Home
Property grounds
5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush
5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush
9.4 out of 10, Exceptional, (82)
"Cool old farm house with an old fashioned set-up. Good value for the money considering how many people the house sleeps. Bathrooms are updated, kitchen is from the 80s. Furniture is outdated and ready to be replaced. Beds were very soft, not supportive. "
The price is €283
includes taxes & fees
26 Oct - 27 Oct
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
10.0 out of 10, Exceptional, (4)
"Wonderful place to stay tucked away in the woods. The owners are extremely thoughtful and personable. Can’t wait to go back. "
The price is €302
includes taxes & fees
2 Nov - 3 Nov
Adorable cabin with screened porch and private fire pit
Smart TV
1830 Enchanting, Light-Filled Farmhouse Apartment
1830 Enchanting, Light-Filled Farmhouse Apartment
9.8 out of 10, Exceptional, (38)
"We skied at Sugarbush. The location was great. Very nice place to stay!"
The price is €312
includes taxes & fees
15 Oct - 16 Oct
1830 Enchanting, Light-Filled Farmhouse Apartment
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

Super 8 by Wyndham Ticonderoga

Super 8 by Wyndham Ticonderoga

10/10 Excellent
"Exactly as one would expect from a well managed Super 8."
Stephen 1-night trip
Posted 6 days ago
Super 8 by Wyndham Ticonderoga

Explore a world of travel with Expedia

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. Pulp Mill Covered Bridge is a short 3-minute drive away.
How many historical hotels are located in Middlebury?
In Middlebury, there are 28 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 Pulp Mill Covered Bridge and Halpin Covered Bridge in Middlebury might be worth a visit. Cultural venues include National Museum of the Morgan Horse, Holy Cow Inc. and Henry Sheldon Museum of Vermont History. A couple of additional sights to add to your itinerary are Otter Creek Brewing and UVM Morgan Horse Farm.
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.