Title: Book the Best Middlebury Hotels with FREE PARKING in 2025 | 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 Hotels with Free Parking in Middlebury, IN from CA $80 - ![](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 Hotels with Free Parking Tonight [Nov 2 - Nov 3](https://www.expedia.ca/Hotel-Search?regionId=69064&startDate=2025-11-02&endDate=2025-11-03&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 3 - Nov 4](https://www.expedia.ca/Hotel-Search?regionId=69064&startDate=2025-11-03&endDate=2025-11-04&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=69064&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) 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&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Middlebury Hotels with Free Parking ![Exterior](https://images.trvl-media.com/lodging/38000000/37910000/37900600/37900505/fe75e066.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/38000000/37910000/37900600/37900505/2a3751ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/38000000/37910000/37900600/37900505/564477fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/38000000/37910000/37900600/37900505/84ecd33f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express & Suites Elkhart North by IHG Elkhart 9.4/10 Exceptional (907) "Great stay! Friendly staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bridget CA $127 CA $143 total includes taxes & fees Nov 28 - Nov 29 [](https://www.expedia.ca/South-Bend-Hotels-Holiday-Inn-Express-Suites-Elkhart-North.h37900505.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480290/be2d8fc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Two queen studio suite.](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480290/670d61c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480290/978fd874.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480290/f786ecfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Middlebury Middlebury 8.4/10 Very good (1007) "Great hotel, clean, great location , close to everything , would definitely recommend to others " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darlene CA $133 CA $149 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Middlebury-Hotels-Hampton-Inn-Suites-Middlebury.h4480290.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/42500/42491/6211a837.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/50000/42500/42491/afc47d45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 6:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/50000/42500/42491/64082608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42500/42491/abc65e01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Elkhart Elkhart 7.6/10 Good (1009) "Nice stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kirsten CA $86 CA $96 total includes taxes & fees Nov 29 - Nov 30 [](https://www.expedia.ca/South-Bend-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Elkhart.h42491.Hotel-Information) ![Staircase](https://images.trvl-media.com/lodging/1000000/60000/58000/57931/180-f50343b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/60000/58000/57931/56300138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/1000000/60000/58000/57931/7bef6104.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/58000/57931/861d4b62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Travelodge by Wyndham Elkhart Elkhart 9.0/10 Wonderful (1048) "Front desk staff always cordial, cleaning staff very friendly. I never has issues here, and I stay here nearly every trip." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $71 CA $80 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/South-Bend-Hotels-Travelodge-By-Wyndham-Elkhart.h57931.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/30000000/29080000/29078500/29078481/eb61a233.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/30000000/29080000/29078500/29078481/bef135b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/30000000/29080000/29078500/29078481/50aa982d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gallery Room, 2 Queen Beds](https://images.trvl-media.com/lodging/30000000/29080000/29078500/29078481/855ac8a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Essenhaus Inn & Conference Center Middlebury 9.8/10 Exceptional (1010) "Wonderful place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edward [](https://www.expedia.ca/Middlebury-Hotels-Essenhaus-Inn-Conference-Center.h29078481.Hotel-Information) ![Family Cottage, 3 Bedrooms, Non Smoking, Lake View | Lake view](https://images.trvl-media.com/lodging/20000000/19500000/19498400/19498338/c6abc38f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19500000/19498400/19498338/138e356d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Cottage, 3 Bedrooms, Non Smoking, Lake View | Private kitchenette](https://images.trvl-media.com/lodging/20000000/19500000/19498400/19498338/d69cbb98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Cottage, 3 Bedrooms, Non Smoking, Lake View | Private kitchen](https://images.trvl-media.com/lodging/20000000/19500000/19498400/19498338/e3d50931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Wellington Cottage Middlebury 10/10 Exceptional (4) "Wonderful views " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darwin [](https://www.expedia.ca/Middlebury-Hotels-The-Wellington-Cottage.h19498338.Hotel-Information) ![House, 3 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/112000000/111930000/111929700/111929659/a88d62e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/112000000/111930000/111929700/111929659/1b79e214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms | Property grounds](https://images.trvl-media.com/lodging/112000000/111930000/111929700/111929659/e4c25535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms](https://images.trvl-media.com/lodging/112000000/111930000/111929700/111929659/5ed4c68d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Loft 3BR Apartment with Scenic Deck Middlebury CA $218 CA $654 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Middlebury-Hotels-Charming-3br-Apartment-W-Scenic-Deck-3-Bedroom-Home.h111929659.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287363/9cdc8411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 King Whirlpool](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287363/cea06086.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287363/eb5703cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287363/af9cc9f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Van Buren Hotel Shipshewana 9.2/10 Wonderful (1286) "Nice place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janet R. [](https://www.expedia.ca/Shipshewana-Hotels-Van-Buren-Hotel.h4287363.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/43000000/42100000/42092000/42091967/fa22cb4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/43000000/42100000/42092000/42091967/0f324c89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/43000000/42100000/42092000/42091967/2d01b261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42100000/42092000/42091967/08c281ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tru by Hilton Elkhart, IN Elkhart 9.2/10 Wonderful (682) "Very convenient location, Great Staff, super clean rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marcus CA $104 CA $116 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/South-Bend-Hotels-Tru-By-Hilton-Elkhart.h42091967.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/210000/202400/202325/84f14fd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/210000/202400/202325/9724f1ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/210000/202400/202325/102d0c87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/1000000/210000/202400/202325/92fe5428.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Howe by IHG Howe 9.0/10 Wonderful (577) "Been in a lot of motels and I was really impressed by the cleanliness of the eating area and the whole entire motel. Going to stay there again when visiting family in Sturgis!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebecca CA $142 CA $163 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Howe-Hotels-Holiday-Inn-Express-Howe.h202325.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&amenities=FREE_PARKING&sort=RECOMMENDED&openPlayBack=true) ## Top Middlebury Hotel Reviews ![Van Buren Hotel](//images.trvl-media.com/lodging/5000000/4290000/4287400/4287363/9cdc8411_y.jpg) ### Van Buren Hotel 10/10 Excellent "Rooms were very clean. Beds were comfortable and I loved the pillows. It was very quiet and the breakfast buffet was really good. Staff was courteous. Towels were luxurious. " [](https://expedia.ca/Shipshewana-Hotels-Van-Buren-Hotel.h4287363.Hotel-Information) ![Travelodge by Wyndham Elkhart](//images.trvl-media.com/lodging/1000000/60000/58000/57931/180-f50343b8_y.jpg) ### Travelodge by Wyndham Elkhart 10/10 Excellent "Front desk staff always cordial, cleaning staff very friendly. I never has issues here, and I stay here nearly every trip." [](https://expedia.ca/South-Bend-Hotels-Travelodge-By-Wyndham-Elkhart.h57931.Hotel-Information) ![Farmstead Inn & Conference Center](//images.trvl-media.com/lodging/13000000/12450000/12444100/12444054/9ec530b9_y.jpg) ### Farmstead Inn & Conference Center 10/10 Excellent "Great location and nice property. The rooms were big and comfortable. The fitness room needs equipment to be fixed. The breakfast was okay." [](https://expedia.ca/Shipshewana-Hotels-Farmstead-Inn-Conference-Center.h12444054.Hotel-Information) ![Hampton Inn & Suites Middlebury](//images.trvl-media.com/lodging/5000000/4490000/4480300/4480290/be2d8fc6_y.jpg) ### Hampton Inn & Suites Middlebury 10/10 Excellent "Everything was good " [](https://expedia.ca/Middlebury-Hotels-Hampton-Inn-Suites-Middlebury.h4480290.Hotel-Information) ![Staybridge Suites Elkhart by IHG](//images.trvl-media.com/lodging/1000000/130000/123900/123892/6aa63dde_y.jpg) ### Staybridge Suites Elkhart by IHG 10/10 Excellent "Everyone was very friendly and the room was very clean and neat" [](https://expedia.ca/South-Bend-Hotels-Staybridge-Suites-Elkhart.h123892.Hotel-Information) ![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) ![La Quinta Inn & Suites by Wyndham Elkhart](//images.trvl-media.com/lodging/1000000/50000/42500/42491/6211a837_y.jpg) ### La Quinta Inn & Suites by Wyndham Elkhart 10/10 Excellent "Convenient location off highway." [](https://expedia.ca/South-Bend-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Elkhart.h42491.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) ![Amish Inn](//images.trvl-media.com/lodging/3000000/2470000/2461800/2461788/4a15a96b_y.jpg) ### Amish Inn 10/10 Excellent "Friendly employees, pitiful breakfast, wimpy pillows." 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