Title: Book the Best ROMANTIC Hotels in Middlebury, IN from CA $91 - Middlebury Romantic Getaways | Expedia.ca [Hotels in Middlebury](https://expedia.ca/Middlebury-Hotels.d69064.Travel-Guide-Hotels)[Vacation Rentals in Middlebury](https://expedia.ca/Middlebury-Vacation-Rentals.d69064.Travel-Guide-VacationRentals)[Middlebury Car Rentals](https://expedia.ca/Car-Rentals-In-Middlebury.d69064.Car-Rental-Guide)[Middlebury Vacation Packages](https://expedia.ca/Middlebury.d69064.Destination-Travel-Guides) ![Such a pretty setting. We didn’t eat or stay here but took the time to checkout the stores and bakery.](https://images.trvl-media.com/place/69064/8cb5c9f7-7aa4-45a7-bace-f5dc7c7d3ce6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Ann Sair ![](https://images.trvl-media.com/place/69064/8cb5c9f7-7aa4-45a7-bace-f5dc7c7d3ce6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Romantic Hotels Tonight [Jan 17 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=69064&startDate=2026-01-17&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Jan 18 - Jan 19](https://www.expedia.ca/Hotel-Search?regionId=69064&startDate=2026-01-18&endDate=2026-01-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=69064&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=69064&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Our top choices for Middlebury romantic hotels ![Deluxe Cabin, 1 Bedroom | Bathroom](https://images.trvl-media.com/lodging/6000000/5770000/5765800/5765762/cc7ad641.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/6000000/5770000/5765800/5765762/f8e159ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/6000000/5770000/5765800/5765762/86e55956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/6000000/5770000/5765800/5765762/977e6fff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brook Pointe Inn [](https://www.expedia.ca/Warsaw-Hotels-Brook-Pointe-Inn.h5765762.Hotel-Information) Syracuse 8.4/10 Very good (403 reviews) "The room was clean, the breakfast food was great, the pool is awesome, the staff are friendly and great, and the area is safe and beautiful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric [](https://www.expedia.ca/Warsaw-Hotels-Brook-Pointe-Inn.h5765762.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/3000000/2470000/2461800/2461788/4a15a96b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2470000/2461800/2461788/0a1b1d0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Ground Floor](https://images.trvl-media.com/lodging/3000000/2470000/2461800/2461788/0143c04d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/3000000/2470000/2461800/2461788/bb976ab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amish Inn [](https://www.expedia.ca/South-Bend-Hotels-Amish-Inn.h2461788.Hotel-Information) Nappanee 8.6/10 Excellent (409 reviews) "Excellent stay for the weekend" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Meghan CA $111 CA $125 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/South-Bend-Hotels-Amish-Inn.h2461788.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/7000000/6630000/6623200/6623158/045e4884.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/7000000/6630000/6623200/6623158/365db3ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Lake View](https://images.trvl-media.com/lodging/7000000/6630000/6623200/6623158/05c62e29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6630000/6623200/6623158/a22d7806.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oakwood Resort [](https://www.expedia.ca/Warsaw-Hotels-Oakwood-Resort.h6623158.Hotel-Information) Syracuse 9.2/10 Wonderful (410 reviews) "Wonderful breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sue [](https://www.expedia.ca/Warsaw-Hotels-Oakwood-Resort.h6623158.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/860000/856300/856276/13cd9868.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/860000/856300/856276/6db741dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry room](https://images.trvl-media.com/lodging/1000000/860000/856300/856276/6552b0d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/860000/856300/856276/58ab85f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Goshen [](https://www.expedia.ca/South-Bend-Hotels-Super-8-By-Wyndham-Goshen.h856276.Hotel-Information) Goshen 7.4/10 Good (178 reviews) "Great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Benito CA $81 CA $91 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/South-Bend-Hotels-Super-8-By-Wyndham-Goshen.h856276.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/105000000/104290000/104286900/104286850/388a821e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Corey Lake Private Suite](https://images.trvl-media.com/lodging/105000000/104290000/104286900/104286850/6e812e18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Land view from property](https://images.trvl-media.com/lodging/105000000/104290000/104286900/104286850/a39e5337.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104290000/104286900/104286850/w740h1059x0y3-388e1307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn Between the Lakes [](https://www.expedia.ca/Three-Rivers-Hotels-Inn-Between-The-Lakes.h104286850.Hotel-Information) Three Rivers 10/10 Exceptional (5 reviews) "It was a lovely stay and we got a warm welcome when we got there. The room was clean, modern and had everything one can need - including a kitchenette. Will stay there again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peteris CA $247 CA $373 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Three-Rivers-Hotels-Inn-Between-The-Lakes.h104286850.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/51000000/50880000/50878800/50878733/de2c7d6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/51000000/50880000/50878800/50878733/0ad04f62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/51000000/50880000/50878800/50878733/w6225h5474x0y5-de555dcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/51000000/50880000/50878800/50878733/c47bb814.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hot Tub, Couples Hideaway, Private, Gazebo, Serene, Country, Birds, Wildlife [](https://www.expedia.ca/Vandalia-Hotels-Serenity-YOU-Will-Remember.h50878733.Hotel-Information) Vandalia 10/10 Exceptional (67 reviews) "Very nice, and very clean, we enjoyed our stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve CA $188 CA $318 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Vandalia-Hotels-Serenity-YOU-Will-Remember.h50878733.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/73000000/72290000/72288700/72288699/9a15778a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/73000000/72290000/72288700/72288699/971c7965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/73000000/72290000/72288700/72288699/2aea91e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/73000000/72290000/72288700/72288699/ad5900d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riverhaven! Gorgeous A-Frame On St Joe River!! [](https://www.expedia.ca/Bristol-Hotels-Riverhaven-Gorgeous-A-Frame-On-St-Joe-River.h72288699.Hotel-Information) Bristol 9.8/10 Exceptional (24 reviews) "Convenient, pet friendly, responsive host, great location on the river" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole S. CA $333 CA $726 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Bristol-Hotels-Riverhaven-Gorgeous-A-Frame-On-St-Joe-River.h72288699.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=2026-01-31&endDate=2026-02-01®ionId=69064&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Middlebury Hotel Reviews ![Blue Gate Garden Inn](https://images.trvl-media.com/lodging/12000000/11810000/11803600/11803570/c721d5a1_y.jpg) ### Blue Gate Garden Inn 10/10 Excellent "Beautiful property, clean and spacious room, and friendly staff!" [](https://expedia.ca/Shipshewana-Hotels-Blue-Gate-Garden-Inn.h11803570.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Middlebury? ### When is the best time of year for a romantic getaway to Middlebury? ### What is there to do in Middlebury? ### What's the best way to get to Middlebury and around town during my romantic getaway? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Hotels near Blue Gate Performing Arts Center ](https://www.expedia.ca/Blue-Gate-Performing-Arts-Center-Hotels.0-l692264073517436928-0.Travel-Guide-Filter-Hotels) - [Hotels near Blue Gate Theater ](https://www.expedia.ca/Blue-Gate-Theater-Hotels.0-l553248621532658994-0.Travel-Guide-Filter-Hotels) - [B&B in Bristol ](https://www.expedia.ca/Bristol-Bed-And-Breakfast.d3000435803-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Bristol ](https://www.expedia.ca/Bristol-Chalets.d3000435803-aaChalets.Travel-Guide-Accommodation) - 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