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

Middlebury Hotel Guide - Historic Hotels in Middlebury, Vermont

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Check availability on Middlebury Historic Hotels

Tonight
25 Aug - 26 Aug
Tomorrow
26 Aug - 27 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Middlebury historic hotels

Exterior
Luxury Room, 2 Queen Beds
Indoor wedding
Reception

1. Middlebury Inn

Middlebury Inn
Middlebury
United States
Scott
€143
includes taxes & fees
30 Aug - 31 Aug
Middlebury Inn
Coffee/tea maker, fridge, microwave, oven
Smart TV, stereo
Dining
3 bedrooms, desk, iron/ironing board, free WiFi

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

Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably
Middlebury
United States
Patricia Y.
€665
includes taxes & fees
7 Sept - 8 Sept
Updated Middlebury Home! Walk to Town, Sleeps Groups Comfortably
Table football, books
Lake
Property grounds
Buffet

3. Basin Harbor

Basin Harbor
Vergennes
United States
Whitney
€203
includes taxes & fees
20 Sept - 21 Sept
Basin Harbor
Exterior
2 bedrooms, iron/ironing board, travel cot, free WiFi
Miscellaneous
Smart TV, fireplace, DVD player, books

4. Adorable cabin with screened porch and private fire pit

Adorable cabin with screened porch and private fire pit
Ripton
United States
Sorin
€333
includes taxes & fees
9 Sept - 10 Sept
Adorable cabin with screened porch and private fire pit
Smart TV, fireplace, DVD player, books
Exterior
2 bedrooms, iron/ironing board, travel cot, free WiFi
Coffee/tea maker, fridge, microwave, oven

5. 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
€381
includes taxes & fees
1 Sept - 2 Sept
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
Interior
Property grounds
Coffee/tea maker, fridge, microwave, oven
Exterior

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.
€350
includes taxes & fees
13 Sept - 14 Sept
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
Exterior
Coffee/tea maker, fridge, microwave, oven
2 bedrooms, iron/ironing board, travel cot, free WiFi
Smart TV, fireplace, DVD player, books

7. Cozy and pristine timberframe cabin

Cozy and pristine timberframe cabin
Ripton
United States
Karen H.
€333
includes taxes & fees
9 Sept - 10 Sept
Cozy and pristine timberframe cabin
2 bedrooms, travel cot, WiFi, bed sheets
Smart TV
Coffee/tea maker, fridge, microwave, oven
Smart TV

8. 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.
€313
includes taxes & fees
8 Sept - 9 Sept
Go Skiing or Hiking from an Enchanting, Light-Filled Home
Exterior
Interior
2 bedrooms, iron/ironing board, travel cot, free WiFi
Property grounds

9. 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.
€333
includes taxes & fees
9 Sept - 10 Sept
Immaculate mountain cabin with awe inspiring sunrise and mountain views
Exterior
2 bedrooms, iron/ironing board, travel cot, free WiFi
Coffee/tea maker, fridge, microwave, oven
Smart TV, fireplace, DVD player, books

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
€372
includes taxes & fees
8 Sept - 9 Sept
Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
View all properties

Top Middlebury Hotel Reviews

Best Western Plus Ticonderoga Inn & Suites

Best Western Plus Ticonderoga Inn & Suites

8/10 Good
"Very friendly staff......but side was unlocked.."
Russel 1-night trip
Posted 6 hours ago
Best Western Plus Ticonderoga Inn & Suites
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 3 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 2 weeks ago
Middlebury Sweets Motel

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 23 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 Town Hall Theater, Henry Sheldon Museum of Vermont History and Kevin P. Mahaney '84 Center for the Arts. A couple of additional sights to add to your itinerary are UVM Morgan Horse Farm and Green Mountain National Forest.
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.