Middlebury Holidays
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Top hotels in Middlebury
Essenhaus Inn & Conference Center
240 Hwy 20 Middlebury IN
The price is S$156 per night from 28 Jun to 29 Jun
S$156
28 Jun - 29 Jun
includes taxes & fees
9.6/10 Exceptional! (1,000 reviews)
"It was neat and very clean.The outdoors was well maintained and had very scenic walking trails. Food there was fantastic. The best 👌"
Reviewed on 23 Jun, 2026
Hampton Inn & Suites Middlebury
105 Crystal Heights Blvd Middlebury IN
The price is S$183 per night from 5 Jul to 6 Jul
S$183
5 Jul - 6 Jul
includes taxes & fees
8.2/10 Very good! (1,003 reviews)
"Great breakfast!"
Reviewed on 21 Jun, 2026
Van Buren Hotel
1175 Van Buren Street Shipshewana IN
The price is S$173 per night from 28 Jun to 29 Jun
S$173
28 Jun - 29 Jun
includes taxes & fees
9.2/10 Wonderful! (1,431 reviews)
"It was a very relaxing trip. Nice to unplug and get back to focus on important things like family. This allowed us to do just that."
Reviewed on 24 Jun, 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
