Title: Middlebury Vacation Packages & Trips 2026 | 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) ![](https://images.trvl-media.com/place/69064/435a50cc-9cf2-4183-90ba-24769ddb25b3.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Middlebury Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place #### Your Middlebury Vacation When a city adventure is calling, answer it with a Middlebury vacation package. With all your travel needs under control before you go, all you have to do here is focus on having a ball. During your trip to Middlebury, give yourself enough time for sightseeing. A fantastic place to begin is [Deutsch Kase Haus](https://www.expedia.ca/Deutsch-Kase-Haus-Middlebury.d553248621532658987.Vacation-Attraction). Browse Expedia's extensive range of travel options and book your ideal vacation to Middlebury today. ## Ready to book your vacation to Middlebury? Choose your dates ## Middlebury Hotel Deals ![Essenhaus Inn & Conference Center](https://images.trvl-media.com/lodging/30000000/29080000/29078500/29078481/50aa982d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Essenhaus Inn & Conference Center 240 Hwy 20 Middlebury IN Fully refundableReserve now, pay when you stay CA $136 CA $153 total Apr 5 - Apr 6 includes taxes & fees 9.6/10 Exceptional! (1,000 reviews) Good Reviewed on Mar 30, 2026 [](https://expedia.ca/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=29078481&PinnedHotelID=29078481&HadPinnedHotel=true®ionId=69064) ![Hampton Inn & Suites Middlebury](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480290/be2d8fc6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn & Suites Middlebury 105 Crystal Heights Blvd Middlebury IN Fully refundableReserve now, pay when you stay CA $148 CA $166 total Apr 19 - Apr 20 includes taxes & fees 8.4/10 Very Good! (1,002 reviews) The breakfast was hot and had a good variety, the hot tub was nice and warm. We enjoyed our stay. Reviewed on Mar 27, 2026 [](https://expedia.ca/Hotel-Search?startDate=19%2F04%2F2026&endDate=20%2F04%2F2026&selected=4480290&PinnedHotelID=4480290&HadPinnedHotel=true®ionId=69064) ![Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury](https://images.trvl-media.com/lodging/108000000/107590000/107587300/107587283/6b515748_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury Middlebury IN CA $160 CA $201 total Apr 6 - Apr 7 includes taxes & fees 10/10 Exceptional! (44 reviews) Very restful place to stay in the quiet Amish countryside. Quick, easy access to Shipshewana, Das Dutchman Essenhaus and the Indiana toll road. We experienced dramatic bad weather one night and the host was immediately there to provide assistance. Reviewed on Mar 13, 2026 [](https://expedia.ca/Hotel-Search?startDate=06%2F04%2F2026&endDate=07%2F04%2F2026&selected=107587283&PinnedHotelID=107587283&HadPinnedHotel=true®ionId=69064) [See all 574 properties in Middlebury](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=02%2F04%2F2026&endDate=03%2F04%2F2026®ionId=69064) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app