Rocky Lakeside Shore on a Calm Summer Day

Find Historic Hotels in Middlebury, VT from CA $227

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Check availability on Middlebury Historic Hotels

Our top choices for Middlebury historic hotels

Exterior

Middlebury Inn

Middlebury Inn
3.0 star property
Middlebury
9.0 out of 10, Wonderful, (1,005 reviews)
"Very quaint Inn with clean rooms"
United States
Larry
The price is CA $206
CA $227 total
includes taxes & fees
Jul 5 - Jul 6
Middlebury Inn
2 bedrooms, travel crib, WiFi, bed sheets

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, (47 reviews)
"Excellent Location ! "
United States
Luke A.
The price is CA $214
CA $487 total
includes taxes & fees
Jun 11 - Jun 12
Go Skiing or Hiking from an Enchanting, Light-Filled Home
Smart TV

1830 Enchanting, Light-Filled Farmhouse Apartment

1830 Enchanting, Light-Filled Farmhouse Apartment
Waitsfield
9.8 out of 10, Exceptional, (39 reviews)
"Good communication. Great location to Sugarbush, and had all the amenities needed."
United States
Julia W.
The price is CA $227
CA $505 total
includes taxes & fees
Jun 11 - Jun 12
1830 Enchanting, Light-Filled Farmhouse Apartment
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 CA $420
CA $567 total
includes taxes & fees
Jun 21 - Jun 22
Adorable cabin with screened porch and private fire pit
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 CA $420
CA $567 total
includes taxes & fees
Jun 21 - Jun 22
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
TV

Beatiful Custom Log Home " Bear Lodge"

Beatiful Custom Log Home " Bear Lodge"
Elizabethtown N.Y.
10.0 out of 10, Exceptional, (73 reviews)
"Great home base for a family vacation."
United States
Judy P.
The price is CA $339
CA $588 total
includes taxes & fees
Jun 12 - Jun 13
Beatiful Custom Log Home " Bear Lodge"
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 CA $420
CA $567 total
includes taxes & fees
Jun 21 - Jun 22
Cozy and pristine timberframe cabin
Terrace/patio

Lake George Water Front Cabin Spectacular Views

Lake George Water Front Cabin Spectacular Views
Ticonderoga
9.6 out of 10, Exceptional, (35 reviews)
"Super pretty views and a very quiet and tranquil stay :)"
United States
Mackenzie C.
The price is CA $815
CA $1,623 total
includes taxes & fees
Jun 13 - Jun 14
Lake George Water Front Cabin Spectacular Views
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 CA $451
CA $604 total
includes taxes & fees
Jun 21 - Jun 22
Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Exterior

Immaculate mountain cabin with awe inspiring sunrise and mountain views

Immaculate mountain cabin with awe inspiring sunrise and mountain views
Ripton
10.0 out of 10, Exceptional, (3 reviews)
"Our cabin was lovely—artfully built, well-stocked, perfectly clean, and very comfortable. We awoke to silence and a beautiful view of the mountains from our screened porch. We are already planning our return!"
United States
Sara S.
The price is CA $420
CA $567 total
includes taxes & fees
Jun 21 - Jun 22
Immaculate mountain cabin with awe inspiring sunrise and mountain views
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

Middlebury Sweets Motel

Middlebury Sweets Motel

10/10 Excellent
"Was what was promised - clean room, nice staff, convenient access, good communications about what to expect. Cool option of the "largest candy shop in VT". Home made chocolates were great. My only concern had to do with Expedia, which didn't share my phone number to text, rather than email, my access code."
Elizabeth 1-night trip
Posted 1 day 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 25 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 Pulp Mill Covered Bridge and Halpin Covered Bridge in Middlebury might be worth a visit. Cultural venues include Henry Sheldon Museum of Vermont History, Town Hall Theater, and Kevin P. Mahaney '84 Center for the Arts. 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.

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