Title: Book the Best HISTORIC Hotels in Middlebury in 2025 | Expedia.ca [Hotels in Middlebury](https://expedia.ca/Middlebury-Hotels.d8852.Travel-Guide-Hotels)[Vacation Rentals in Middlebury](https://expedia.ca/Middlebury-Vacation-Rentals.d8852.Travel-Guide-VacationRentals)[Middlebury Car Rentals](https://expedia.ca/Car-Rentals-In-Middlebury.d8852.Car-Rental-Guide)[Middlebury Vacation Packages](https://expedia.ca/Middlebury.d8852.Destination-Travel-Guides) ![Riverfront walk with views of Middelbury Falls](https://images.trvl-media.com/place/8852/2867e1dd-f148-47aa-bf00-bdf3fe337574.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by David Alpert # Find Historic Hotels in Middlebury, VT from CA $141 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Middlebury Historic Hotels Tonight [Nov 27 - Nov 28](https://www.expedia.ca/Hotel-Search?regionId=8852&startDate=2025-11-27&endDate=2025-11-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 28 - Nov 29](https://www.expedia.ca/Hotel-Search?regionId=8852&startDate=2025-11-28&endDate=2025-11-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=8852&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=8852&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Middlebury Historic Hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/39900/39852/052ba05a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/1000000/40000/39900/39852/e4150639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/40000/39900/39852/0e855dbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/39900/39852/45be34d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Middlebury Inn Middlebury 9.0/10 Wonderful (1013) "Perfect New England Inn right in the heart of town." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) LaTascha CA $158 CA $174 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Middlebury-Hotels-Middlebury-Inn.h39852.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103530000/103524000/103523992/d9cce635.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103530000/103524000/103523992/c75bf9e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103530000/103524000/103523992/d2523814.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103530000/103524000/103523992/5aeee5ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \*Downtown Middlebury Waterfall Studio Apartment\* Middlebury 10/10 Exceptional (7) "fantastic!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Diana L. CA $200 CA $513 total includes taxes & fees Nov 28 - Nov 29 [](https://www.expedia.ca/Middlebury-Hotels-Downtown-Middlebury-Waterfall-Studio-Apartment.h103523992.Hotel-Information) ![Standard Room, 1 Bedroom, Non Smoking (two full)](https://images.trvl-media.com/lodging/76000000/75870000/75864300/75864210/f8fc6a98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Studio Suite, 1 Bedroom, Non Smoking (queen)](https://images.trvl-media.com/lodging/76000000/75870000/75864300/75864210/12ecb6b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Bedroom, Non Smoking (two full)](https://images.trvl-media.com/lodging/76000000/75870000/75864300/75864210/911db42a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/76000000/75870000/75864300/75864210/94dc8c5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Circle Court Motel Ticonderoga 8.6/10 Excellent (365) "Staff was very friendly and helpful. definitely will stay here again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dawn CA $125 CA $141 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Ticonderoga-Hotels-Circle-Court-Motel.h75864210.Hotel-Information) ![Classic Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/24000000/23520000/23513000/23512941/5d99a4bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23520000/23513000/23512941/74b2338e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room | Living room](https://images.trvl-media.com/lodging/24000000/23520000/23513000/23512941/bc302da7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Towels](https://images.trvl-media.com/lodging/24000000/23520000/23513000/23512941/b0473044.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Deers Head Inn Elizabethtown 8.8/10 Excellent (174) "Charming inn built in 1808. The restaurant downstairs was great, too. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pamela [](https://www.expedia.ca/Elizabethtown-Hotels-The-Deers-Head-Inn.h23512941.Hotel-Information) ![](https://images.trvl-media.com/lodging/31000000/30370000/30366700/30366693/99ad3a9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/31000000/30370000/30366700/30366693/5bda74d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30370000/30366700/30366693/c2cd01fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, internet](https://images.trvl-media.com/lodging/31000000/30370000/30366700/30366693/f99f4dd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ultimate relaxing vacation Orwell 9.8/10 Exceptional (214) "The cabin was wonderful and the view is to die for. Walking down to the dock and then taking it all in was a wonderful experience. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) J CA $197 CA $252 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Fair-Haven-Hotels-Ultimate-Relaxing-Vacation.h30366693.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/50000000/49320000/49311000/49310976/w1272h943x0y3-c60b1b4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/50000000/49320000/49311000/49310976/33ffd873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/50000000/49320000/49311000/49310976/db7cac43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/50000000/49320000/49311000/49310976/a0e880a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Go Skiing or Hiking from an Enchanting, Light-Filled Home Waitsfield 9.8/10 Exceptional (38) "Very nice updated home with charming amenities, close to Waitsfield central. Clean and spacious for our party of 3 adults. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leann CA $216 CA $490 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Waitsfield-Hotels-Go-Skiing-Or-Hiking-From-An-Enchanting.h49310976.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/50000000/49320000/49311500/49311481/29362c69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/50000000/49320000/49311500/49311481/2fb67614.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/50000000/49320000/49311500/49311481/09327027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/50000000/49320000/49311500/49311481/bf4ad2c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1830 Enchanting, Light-Filled Farmhouse Apartment Waitsfield 9.8/10 Exceptional (38) "We skied at Sugarbush. The location was great. Very nice place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laurie K. CA $228 CA $504 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Waitsfield-Hotels-1830-Enchanting.h49311481.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22480000/22479200/22479176/1340ba74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22480000/22479200/22479176/32b5bf72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22480000/22479200/22479176/04c513a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/23000000/22480000/22479200/22479176/b5820dd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush granville 9.4/10 Exceptional (83) "Great place! Comfortable and conveniently located. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Violet R. CA $190 CA $513 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Hancock-Hotels-52-Old-Farmhome-Beautiful-Valley-Views-Near-Skiing-Sugarbush.h22479176.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/36000000/35700000/35697600/35697555/8e768b98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/36000000/35700000/35697600/35697555/a8e21c1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/36000000/35700000/35697600/35697555/db71194d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/36000000/35700000/35697600/35697555/8ef7731e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adorable cabin with screened porch and private fire pit Ripton 10/10 Exceptional (5) "Wonderful place to stay tucked away in the woods. The owners are extremely thoughtful and personable. Can’t wait to go back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sorin CA $359 CA $487 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Ripton-Hotels-Adorable-Cabin-With-Screened-Porch-And-Private-Fire-Pit.h35697555.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/40000000/40000000/39991500/39991401/4a48704c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/40000000/40000000/39991500/39991401/2e2b7f94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/40000000/39991500/39991401/67b64f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/40000000/40000000/39991500/39991401/f1139705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming and meticulously cleaned cabin with panoramic view of the Green Mtns Ripton 10/10 Exceptional (17) "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](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan CA $359 CA $487 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Ripton-Hotels-Charming-And-Meticulously-Cleaned-Cabin-With-Panoramic-View-Of-The-Green-Mtns.h39991401.Hotel-Information) 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](https://expedia.ca/Hotel-Search?startDate=2025-12-11&endDate=2025-12-12®ionId=8852&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_8852) ## Top Middlebury Hotel Reviews ![Middlebury Inn](https://images.trvl-media.com/lodging/1000000/40000/39900/39852/052ba05a_y.jpg) ### Middlebury Inn 10/10 Excellent "Staff was lovely, got upgraded to a beautiful room on the second floor of the main building. We were able to walk to town. Everything was great!" [](https://expedia.ca/Middlebury-Hotels-Middlebury-Inn.h39852.Hotel-Information) ![White Horse Lodge](https://images.trvl-media.com/lodging/1000000/900000/894000/893959/76ec0de0_y.jpg) ### White Horse Lodge 10/10 Excellent "Very nice closet rooms to Mt.Ellen" [](https://expedia.ca/Waitsfield-Hotels-White-Horse-Inn.h893959.Hotel-Information) ![Super 8 by Wyndham Ticonderoga](https://images.trvl-media.com/lodging/1000000/40000/39800/39735/8891b154_y.jpg) ### Super 8 by Wyndham Ticonderoga 10/10 Excellent "Nothing really " [](https://expedia.ca/Lake-George-Hotels-Super-8-By-Wyndham-Ticonderoga.h39735.Hotel-Information) ![Courtyard Middlebury](https://images.trvl-media.com/lodging/1000000/970000/970000/969917/587431c4_y.jpg) ### Courtyard Middlebury 10/10 Excellent "Clean room" [](https://expedia.ca/Middlebury-Hotels-Courtyard-Middlebury.h969917.Hotel-Information) ![Middlebury Sweets Motel](https://images.trvl-media.com/lodging/12000000/11490000/11480100/11480085/5dc2814c_y.jpg) ### Middlebury Sweets Motel 10/10 Excellent "Nice little room for a quick stay. We were in the Reese themed room. Thoughtful amenities, the dark makeup washcloth was a nice touch! Clean room and bathroom. Responsive front desk. Will stay again when visiting family in the area." [](https://expedia.ca/Middlebury-Hotels-Middlebury-Sweets-Motel.h11480085.Hotel-Information) ![Best Western Plus Ticonderoga Inn & Suites](https://images.trvl-media.com/lodging/3000000/2080000/2078400/2078398/564a6dd2_y.jpg) ### Best Western Plus Ticonderoga Inn & Suites 10/10 Excellent "Great " [](https://expedia.ca/Lake-George-Hotels-Best-Western-Plus-Ticonderoga-Inn-Suites.h2078398.Hotel-Information) ## 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](https://www.expedia.ca/Middlebury-Hotels-Middlebury-Inn.h39852.Hotel-Information) 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 Town Hall Theater, Henry Sheldon Museum of Vermont History, and Kevin P. Mahaney '84 Center for the Arts. 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. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [5 Star Hotels in Middlebury - Warren](https://www.expedia.ca/5Star-Middlebury-Warren-Hotels.s50-0-d6057392.Travel-Guide-Filter-Hotels) - [B&B in Addison](https://www.expedia.ca/Addison-Bed-And-Breakfast.d3000422555-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Addison](https://www.expedia.ca/Addison-Chalets.d3000422555-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Addison](https://www.expedia.ca/Addison-Guest-Houses.d3000422555-aaGuestHouses.Travel-Guide-Accommodation) - [Cheap Hotels in Addison](https://www.expedia.ca/Addison-Hotels-Cheap-Hotels.0-0-d3000422555-tCheapHotels.Travel-Guide-Filter-Hotels) - [Addison Hotels](https://www.expedia.ca/Addison-Hotels.d3000422555.Travel-Guide-Hotels) - [Inns in Addison](https://www.expedia.ca/Addison-Inns.d3000422555-aaInns.Travel-Guide-Accommodation) - 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