Title: Middlebury Vacation Packages & Trips 2026 | 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) ![](https://images.trvl-media.com/place/8852/2867e1dd-f148-47aa-bf00-bdf3fe337574.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Middlebury Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by David Alpert - ## 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 Our vacation packages to Middlebury let you customize your own adventure. Tailor your journey to your interests and needs and make the most of your time in this fabulous city. You'll want to do some exploring during your trip to Middlebury. Make time for major attractions such as [Middlebury College](https://www.expedia.ca/Middlebury-College-Middlebury.d6295218.Vacation-Attraction), [National Museum of the Morgan Horse](https://www.expedia.ca/National-Museum-Of-The-Morgan-Horse-Middlebury.d6270721.Vacation-Attraction) and [UVM Morgan Horse Farm](https://www.expedia.ca/UVM-Morgan-Horse-Farm-Middlebury.d553248621532665514.Vacation-Attraction). A couple of clicks is all it takes to build the perfect Middlebury vacation on Expedia. ## Ready to book your vacation to Middlebury? Choose your dates ## Middlebury Hotel Deals ![Middlebury Inn](https://images.trvl-media.com/lodging/1000000/40000/39900/39852/052ba05a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Middlebury Inn 14 Court Square Middlebury VT Fully refundableReserve now, pay when you stay CA $176 CA $194 total Feb 8 - Feb 9 includes taxes & fees 8.8/10 Excellent! (1,003 reviews) Check-in experience: welcoming and easy. Suite: spacious and well stocked kitchenette Reviewed on Jan 20, 2026 [](https://expedia.ca/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=39852&PinnedHotelID=39852&HadPinnedHotel=true®ionId=8852) ![Courtyard Middlebury](https://images.trvl-media.com/lodging/1000000/970000/970000/969917/587431c4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Courtyard Middlebury 309 Court Street Middlebury VT Fully refundableReserve now, pay when you stay CA $173 CA $190 total Jan 29 - Jan 30 includes taxes & fees 8.8/10 Excellent! (551 reviews) The hotel is convenient to Middlebury and comfortable, but a little worn. A limited breakfast is available for purchase (expensive) at the hotel, but there is a better breakfast place - - Rosie's - - about a 5 minute drive south of the hotel on Rt. 7. Reviewed on Jan 5, 2026 [](https://expedia.ca/Hotel-Search?startDate=29%2F01%2F2026&endDate=30%2F01%2F2026&selected=969917&PinnedHotelID=969917&HadPinnedHotel=true®ionId=8852) ![Middlebury Sweets Motel](https://images.trvl-media.com/lodging/12000000/11490000/11480100/11480085/5dc2814c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Middlebury Sweets Motel 1395 Rt 7 South Middlebury VT Fully refundableReserve now, pay when you stay CA $135 CA $148 total Jan 26 - Jan 27 includes taxes & fees 8.4/10 Very Good! (389 reviews) Clean spacious room and comfortable beds. Reviewed on Jan 10, 2026 [](https://expedia.ca/Hotel-Search?startDate=26%2F01%2F2026&endDate=27%2F01%2F2026&selected=11480085&PinnedHotelID=11480085&HadPinnedHotel=true®ionId=8852) [See all 956 properties in Middlebury](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=24%2F01%2F2026&endDate=25%2F01%2F2026®ionId=8852) 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