Title: Middlebury Vacation Packages & Trips 2026 from CA $1,102 | 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/8852/71ace87a-58c6-438c-8ced-476f3ffde6bc.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 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. ## Top Middlebury Vacation Deals Price found within the past 48 hours. Click for updated prices. ![The Waitsfield Inn](https://images.trvl-media.com/lodging/17000000/16090000/16084600/16084589/50cb101b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Waitsfield Inn CA $1,102 per person May 22 - May 25 found 24 hours ago Roundtrip non-stop flight included Calgary (YYC) to Burlington (BTV) 9/10 Wonderful! (352 reviews) This is a wonderful place to stay in Waitsfield. My son and I stayed three nights and skied four days. It’s very clean and comfortable. The common spaces are very warm and inviting. The innkeeper, Tracy, is extremely helpful and friendly. I strongly recommend this inn. Reviewed on Feb 28, 2026 ![Green Mountain Inn](https://images.trvl-media.com/lodging/1000000/50000/41700/41683/w2998h1827x2y2-df5ea860_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Green Mountain Inn Stowe Village Historic District CA $1,195 per person May 22 - May 25 found 24 hours ago Roundtrip non-stop flight included Calgary (YYC) to Burlington (BTV) 9.4/10 Exceptional! (1,013 reviews) Lots of history to this place and its gorgeous. Our favorite stay thus far in Vermont. Staff was super friendly. Beautiful room, huge jet tub and shower, lovely electric fireplace, and so quaint! Downside was that there were no curtains over the blinds on our windows, so we woke up with the sun. Reviewed on Mar 25, 2026 ![Bluebird Cady Hill Lodge](https://images.trvl-media.com/lodging/1000000/580000/576700/576658/96b66328_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bluebird Cady Hill Lodge CA $1,151 per person May 22 - May 25 found 24 hours ago Roundtrip non-stop flight included Calgary (YYC) to Burlington (BTV) 9.2/10 Wonderful! (657 reviews) Great spot to stay for hitting the slopes at Stowe. Big indoor hot tub and the cool fire pit for s’mores! Reviewed on Mar 15, 2026 ![Hampton Inn Colchester](https://images.trvl-media.com/lodging/1000000/30000/24900/24897/2c61db1a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hampton Inn Colchester CA $1,209 per person May 22 - May 25 found 24 hours ago Roundtrip non-stop flight included Calgary (YYC) to Burlington (BTV) 8.8/10 Excellent! (1,337 reviews) Suite was spacious and kitchen area stocked. the bathroom was clean and had good water pressure. Room was quiet. Reviewed on Mar 25, 2026 ![Smugglers' Notch Resort](https://images.trvl-media.com/lodging/2000000/1060000/1050600/1050525/15df8fa4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Smugglers' Notch Resort CA $1,369 per person May 22 - May 25 found 24 hours ago Roundtrip non-stop flight included Calgary (YYC) to Burlington (BTV) 7.8/10 Good! (137 reviews) Everything with the room itself was great. It was clean and in a great location. My issue with this reservation was the amenities. They are not inlcluded. So even though the listing says they have pools and hot tubs, don't expect to be able to use them unless you pay more when you get there. This should be made clear to anyone that books at this resort. Reviewed on Feb 6, 2026 ## 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 $165 CA $181 total Mar 29 - Mar 30 includes taxes & fees 9/10 Wonderful! (1,000 reviews) A wonderful historical place to stay. Wonderful staff and facilities. Reviewed on Mar 21, 2026 [](https://expedia.ca/Hotel-Search?startDate=29%2F03%2F2026&endDate=30%2F03%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 $185 CA $204 total Apr 20 - Apr 21 includes taxes & fees 8.8/10 Excellent! (560 reviews) There was no housekeepiing service to our room. Reviewed on Mar 1, 2026 [](https://expedia.ca/Hotel-Search?startDate=20%2F04%2F2026&endDate=21%2F04%2F2026&selected=969917&PinnedHotelID=969917&HadPinnedHotel=true®ionId=8852) ![Swift House Inn](https://images.trvl-media.com/lodging/4000000/3910000/3907800/3907798/2596810e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Swift House Inn 57 North Pleasant Street Middlebury VT CA $285 CA $313 total Apr 21 - Apr 22 includes taxes & fees 9.6/10 Exceptional! (334 reviews) This property was great! Me and my partner stayed here for Valetinej Reviewed on Mar 17, 2026 [](https://expedia.ca/Hotel-Search?startDate=21%2F04%2F2026&endDate=22%2F04%2F2026&selected=3907798&PinnedHotelID=3907798&HadPinnedHotel=true®ionId=8852) [See all 972 properties in Middlebury](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=28%2F03%2F2026&endDate=29%2F03%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