Title: Middlebury Vacation Packages 2026 from $845 | Expedia.com [Middlebury Travel Guide](https://expedia.com/Middlebury.dx69064)[Hotels in Middlebury](https://expedia.com/Middlebury-Hotels.d69064.Travel-Guide-Hotels)[Vacation Rentals in Middlebury](https://expedia.com/Middlebury-Vacation-Rentals.d69064.Travel-Guide-VacationRentals)[Flights to Middlebury](https://expedia.com/Cheap-Flights-To-Middlebury.d69064.Travel-Guide-Flights)[Car Rentals in Middlebury](https://expedia.com/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 Vacations from $845 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 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.com/Deutsch-Kase-Haus-Middlebury.d553248621532658987.Vacation-Attraction). Browse Expedia's extensive range of travel options and book your ideal vacation to Middlebury today. ## The Latest Middlebury vacation packages Price found within the past 48 hours. Click for updated prices. ![Farmstead Inn & Conference Center](https://images.trvl-media.com/lodging/13000000/12450000/12444100/12444054/a41aeb13_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Farmstead Inn & Conference Center $845 per person May 21 - May 25 found 7 hours ago Roundtrip non-stop flight included San Juan (SJU) to South Bend (SBN) 9.6/10 Exceptional! (1,001 reviews) Room clean and staff friendly Reviewed on Feb 23, 2026 ![Oakwood Resort](https://images.trvl-media.com/lodging/7000000/6630000/6623200/6623158/b226e6c9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oakwood Resort $1,138 per person May 21 - May 25 found 7 hours ago Roundtrip non-stop flight included San Juan (SJU) to South Bend (SBN) 9.2/10 Wonderful! (402 reviews) The rooms are always comfortable. I especially love the sheets. Staff is always friendly both at the front desk and the bar. Reviewed on Dec 21, 2025 ![Farm Country Amish Country Newly Renovated](https://images.trvl-media.com/lodging/102000000/101150000/101140800/101140749/0d7eda2d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Farm Country Amish Country Newly Renovated $1,252 per person May 21 - May 25 found 7 hours ago Roundtrip non-stop flight included San Juan (SJU) to South Bend (SBN) No reviews ![Relaxing Riverside 10 Minutes to Shipshewana](https://images.trvl-media.com/lodging/105000000/104330000/104324900/104324867/936d9721_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Relaxing Riverside 10 Minutes to Shipshewana $1,208 per person May 21 - May 25 found 7 hours ago Roundtrip non-stop flight included San Juan (SJU) to South Bend (SBN) No reviews ![Biddle Point Inn & Event Venue](https://images.trvl-media.com/lodging/39000000/38930000/38922400/38922378/67521d52_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Biddle Point Inn & Event Venue $853 per person May 21 - May 25 found 7 hours ago Roundtrip non-stop flight included San Juan (SJU) to South Bend (SBN) 9.8/10 Exceptional! (135 reviews) The place is beautiful. The grounds are beautiful. We ended up leaving a night early because we couldn’t sleep another night in that bed. It was so hard and the pillows were so hard. There isn’t really anyone around to speak with. We ended up texting the number they give you to tell them we were leaving early. They offered to switch our room but we’d already headed home on our 8 hour drive. Reviewed on Nov 23, 2025 Don't see what you're looking for? See all available trips from Columbus to Middlebury [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-03/2026-04-10/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SBN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_69064) ### Discover the most popular places to visit in Middlebury #### Deutsch Kase Haus Enjoy an outing to Deutsch Kase Haus during your stay in Middlebury. While in this relaxing area, find time to visit its shops. [](https://expedia.com/Deutsch-Kase-Haus-Middlebury.d553248621532658987.Vacation-Attraction) ## 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 $109 nightly $122 total Mar 8 - Mar 9 Total with taxes and fees 9.6/10 Exceptional! (1,002 reviews) yes Reviewed on Feb 22, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F8%2F2026&endDate=3%2F9%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 $113 nightly $126 total Mar 30 - Mar 31 Total with taxes and fees 8.4/10 Very Good! (1,005 reviews) Great Reviewed on Mar 1, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F30%2F2026&endDate=3%2F31%2F2026&selected=4480290&PinnedHotelID=4480290&HadPinnedHotel=true®ionId=69064) ![Amazing view of Stone Lake from top deck. Thirty five miles from Notre Dame.](https://images.trvl-media.com/lodging/96000000/95980000/95974600/95974536/78967632_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Amazing view of Stone Lake from top deck. Thirty five miles from Notre Dame. Middlebury IN [Get rates](https://expedia.com/Hotel-Search?startDate=3%2F17%2F2026&endDate=3%2F18%2F2026&selected=95974536&PinnedHotelID=95974536&HadPinnedHotel=true®ionId=69064) [](https://expedia.com/Hotel-Search?startDate=3%2F17%2F2026&endDate=3%2F18%2F2026&selected=95974536&PinnedHotelID=95974536&HadPinnedHotel=true®ionId=69064) [See all 564 properties in Middlebury](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F4%2F2026&endDate=3%2F5%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. ## Find the Best Middlebury Vacation Packages ## Middlebury Essential Information | Language | English | | --------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------ | | Currency | U.S dollars | | Population | 3,600 | | Max Temp Winter | 30ºF | | Max Temp Summer | 80ºF | | Top Sights | [Puppet Parlor Theatre](https://www.expedia.com/Puppet-Parlor-Theatre-Elkhart.d553248621532658934.Vacation-Attraction), [Wine Cellar Supply Winery](https://www.expedia.com/Wine-Cellar-Supply-Winery-Goshen.d553248621532658935.Vacation-Attraction) and [Elkhart County Fairgrounds](https://www.expedia.com/Elkhart-County-Fairgrounds-Goshen.d6156596.Vacation-Attraction) | ## More vacations you might like ![](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.com/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.com/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) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.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.com/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.com/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.com/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.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ Friendly Vacations [](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adventure Vacations [](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click) ![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Middlebury vacation package cost? ### What are the cheapest months to go to Middlebury? ### How many days is enough for Middlebury? ### How to find the best Middlebury package deals? ### Is it cheaper to book a Middlebury vacation as a package? ### When to book a vacation package to Middlebury? ### Does Expedia offer Book Now, Pay Later Middlebury vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - 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