
Middlebury Holidays
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Your Middlebury Holiday
When a city escape is calling, answer it with a Middlebury holiday package. With all your travel plans organised before you go, all you have to do here is concentrate on having a ball. Deutsch Kase Haus is one of the popular attractions to put on your sightseeing agenda during a trip to Middlebury. No matter your travel plans or budget, organising a tailored Middlebury holiday is a breeze with Expedia.
Middlebury Holiday
Middlebury Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Population | 3,600 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 27ºC |
Top Sights | Puppet Parlor Theatre, Wine Cellar Supply Winery and Elkhart County Fairgrounds |
Our pick of the best Middlebury Hotel Deals

Hampton Inn & Suites Middlebury
105 Crystal Heights Blvd, Middlebury, IN
Fully refundableReserve now, pay when you stay
The price is AU$184 per night from 14 Sept to 15 Sept
AU$184
14 Sept - 15 Sept
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"Fine. Not a fan of sausage gravy"
Reviewed on 17 Aug. 2025

Essenhaus Inn & Conference Center
240 Hwy 20, Middlebury, IN
Fully refundableReserve now, pay when you stay
9.6/10 Exceptional! (1,008 reviews)
"The property has a you are at home quality there are places to shop and eat and walk and play all in walking distance from the rooms. the staff are great, and overall it is a great place to stay."
Reviewed on 16 Aug. 2025

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
Middlebury
The price is AU$226 per night from 4 Sept to 5 Sept
AU$226
4 Sept - 5 Sept
includes taxes & fees
10/10 Exceptional! (22 reviews)
"Nice home on a farm. Owners were very responsive. Home was very clean. We enjoyed our stay."
Reviewed on 16 Aug. 2025
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.
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.