Title: Book the Best ROMANTIC Hotels in Middlebury, IN from CA $140 - 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) ![](https://mediaim.expedia.com/destination/2/73ca020adaed7bfd75295c96145c874a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Ann Sair # Find Romantic Hotels in Middlebury, IN from CA $140 - ![](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 [Nov 1 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=69064&startDate=2025-11-01&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Nov 2 - Nov 3](https://www.expedia.ca/Hotel-Search?regionId=69064&startDate=2025-11-02&endDate=2025-11-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=69064&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=69064&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Top Middlebury Romantic Hotels ![Porch](https://images.trvl-media.com/lodging/6000000/5770000/5765800/5765762/007e0950.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) ![Deluxe Room, 1 King Bed, Jetted Tub](https://images.trvl-media.com/lodging/6000000/5770000/5765800/5765762/4e019b99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brook Pointe Inn Syracuse 8.4/10 Very good (403) "A very clean and quiet room. A lot of areas on the property to relax and enjoy the evening " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jerome [](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) ![Classic Double Room, 1 King Bed, Jetted Tub](https://images.trvl-media.com/lodging/3000000/2470000/2461800/2461788/d1ce7ef9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/3000000/2470000/2461800/2461788/408c7307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/3000000/2470000/2461800/2461788/6e80915d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amish Inn Nappanee 8.6/10 Excellent (385) "Excellent stay for the weekend" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Meghan CA $125 CA $140 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/South-Bend-Hotels-Amish-Inn.h2461788.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/7000000/6630000/6623200/6623158/b226e6c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/7000000/6630000/6623200/6623158/73c72db5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/7000000/6630000/6623200/6623158/a55ee07a.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) ### Oakwood Resort Syracuse 9.2/10 Wonderful (397) "Very peaceful setting. Enjoyed the evening sitting by the water. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maryanna [](https://www.expedia.ca/Warsaw-Hotels-Oakwood-Resort.h6623158.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) ![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104290000/104286900/104286850/w2498h3570x0y16-e5726682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Suite](https://images.trvl-media.com/lodging/105000000/104290000/104286900/104286850/42f67c8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Suite | Living area](https://images.trvl-media.com/lodging/105000000/104290000/104286900/104286850/034e6412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn Between the Lakes Three Rivers 10/10 Exceptional (4) "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 $224 CA $349 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Three-Rivers-Hotels-Inn-Between-The-Lakes.h104286850.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/51000000/50880000/50878800/50878733/7dd7e56b.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) ![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) ![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) ### Hot Tub, Couples Hideaway, Private, Coziness, Country, Birds, Wildlife, Quiet Vandalia 10/10 Exceptional (64) "We only stayed for one night, but it the bungalow was beautiful and very clean! We enjoyed the evening by the campfire!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Abbie J. CA $189 CA $320 total includes taxes & fees Nov 4 - Nov 5 [](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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72290000/72288700/72288699/c7a09d63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/73000000/72290000/72288700/72288699/bad0202b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, memory foam beds, desk, iron/ironing board](https://images.trvl-media.com/lodging/73000000/72290000/72288700/72288699/e9f8c6df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riverhaven! Gorgeous A-Frame On St Joe River!! Bristol 9.8/10 Exceptional (24) "Very clean, beautifully decorated, most importantly the beds were very comfortable. The river was amazing. That’s what attracted to me to this property. A very nice stay while we had our coach repaired in Nappanee." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vanessa R. CA $301 CA $684 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Bristol-Hotels-Riverhaven-Gorgeous-A-Frame-On-St-Joe-River.h72288699.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30020000/30011900/30011853/4a114eb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/31000000/30020000/30011900/30011853/a2678e00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30020000/30011900/30011853/595ecd32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30020000/30011900/30011853/554c5722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Waterfront Home on Baugo Bay Osceola 9.4/10 Exceptional (37) "Nice property along the river. Great for a long weekend in South Bend with quick access to the campus. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brock N. CA $701 CA $920 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Osceola-Hotels-Beautiful-Waterfront-Home-On-Baugo-Bay.h30011853.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=2025-11-16&endDate=2025-11-17®ionId=69064&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Middlebury Hotel Reviews ![Blue Gate Garden Inn](//images.trvl-media.com/lodging/12000000/11810000/11803600/11803570/c721d5a1_y.jpg) ### Blue Gate Garden Inn 10/10 Excellent "It was very relaxing and yet fun at the same time! So many things to do at the hotel or just relaxing in the many spaces with couches and chairs and the outside fire pit was wonderful!" [](https://expedia.ca/Shipshewana-Hotels-Blue-Gate-Garden-Inn.h11803570.Hotel-Information) ![Microtel Inn & Suites by Wyndham Elkhart](//images.trvl-media.com/lodging/3000000/2470000/2463300/2463257/e46af1ba_y.jpg) ### Microtel Inn & Suites by Wyndham Elkhart 10/10 Excellent "Nice abd warm rooms " [](https://expedia.ca/South-Bend-Hotels-Microtel-Inn-Suites-By-Wyndham-Elkhart.h2463257.Hotel-Information) ![The Wellington Cottage](//images.trvl-media.com/lodging/20000000/19500000/19498400/19498338/c6abc38f_y.jpg) ### The Wellington Cottage 10/10 Excellent "Wonderful views " [](https://expedia.ca/Middlebury-Hotels-The-Wellington-Cottage.h19498338.Hotel-Information) ## Frequently asked questions ### Searching for romantic hotels in Middlebury? > Are you and your partner looking for a romantic getaway? Our guests also enjoy Middlebury for its restaurants. If you want to explore the area, you might head to Deutsch Kase Haus, Stone Lake, or Meadow Valley Golf Club. If you're interested in staying near a certain attraction, you can sort by neighborhood or distance to top landmarks, so you and your partner will get to see everything on your list. ### When is the best time of year for a romantic getaway to Middlebury? > If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Middlebury: The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 30°F. Average annual precipitation for Middlebury is 45 inches. ### What is there to do in Middlebury? > There's nothing better than seeing a new place with your sweetheart, so consider taking time to discover all that Middlebury has to offer. If you and your partner are interested in sampling the area's cuisine, you'll enjoy Middlebury for its restaurants. A visit to Deutsch Kase Haus, Stone Lake, or Meadow Valley Golf Club might be just the ticket when you're checking out the sights. ### What's the best way to get to Middlebury and around town during my romantic getaway? > This information about transportation options in Middlebury might help your romantic getaway go off without a hitch: To get to Middlebury, book a flight to Goshen, IN (GSH-Goshen Municipal), which is the closest major airport, located 11.5 mi (18.5 km) from the city center. 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