Middlebury Hotel Guide - Historic Hotels in Middlebury, Vermont

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Check availability on Middlebury Historic Hotels

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, (1,001 reviews)
"Love the ambience of this historic inn. Staff was helpful and friendly."
United States
Michael
The price is €123
includes taxes & fees
13 Jan - 14 Jan
Middlebury Inn
Standard Room, 1 Bedroom, Non Smoking (two full)
Circle Court Motel

Circle Court Motel

Circle Court Motel
2.5 star property
Ticonderoga
8.6 out of 10, Excellent, (370 reviews)
"Lovely friendly and helpful staff. Great convenient location. "
United States
James
The price is €86
includes taxes & fees
13 Jan - 14 Jan
Circle Court Motel
Ultimate relaxing vacation

Ultimate relaxing vacation

Ultimate relaxing vacation
Orwell
9.8 out of 10, Exceptional, (216 reviews)
"Great stay! Right on the lake with a great dock to relax and enjoy the summer days."
United States
Harry S.
The price is €158
includes taxes & fees
13 Jan - 14 Jan
Ultimate relaxing vacation
Exterior
Adorable cabin with screened porch and private fire pit

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 €304
includes taxes & fees
15 Jan - 16 Jan
Adorable cabin with screened porch and private fire pit
2 bedrooms, travel cot, WiFi, bed sheets
Go Skiing or Hiking from an Enchanting, Light-Filled Home

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, (40 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 €303
includes taxes & fees
13 Jan - 14 Jan
Go Skiing or Hiking from an Enchanting, Light-Filled Home
Smart TV
1830 Enchanting, Light-Filled Farmhouse Apartment

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 €316
includes taxes & fees
13 Jan - 14 Jan
1830 Enchanting, Light-Filled Farmhouse Apartment
Property grounds
5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush

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, (84 reviews)
"Nice place to stay"
United States
Bob G.
The price is €393
includes taxes & fees
18 Jan - 19 Jan
5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush
Interior
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest

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 €305
includes taxes & fees
19 Jan - 20 Jan
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

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 €305
includes taxes & fees
22 Jan - 23 Jan
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
Exterior
Cozy and pristine timberframe cabin

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 €305
includes taxes & fees
20 Jan - 21 Jan
Cozy and pristine timberframe cabin
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
"Clean roo.s, great staff and a good breakfast"
Michael 2-night trip
Posted 7 days ago
Best Western Plus Ticonderoga Inn & Suites

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. Halpin Covered Bridge is a short 10-minute drive away.
How many historical hotels are located in Middlebury?
In Middlebury, there are 26 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 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, Town Hall Theater and Henry Sheldon Museum of Vermont History. Additionally, you'll find Sugarbush Ski Resort in the area.
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.