Middlebury Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Ann Sair
Top hotels in Middlebury
Hampton Inn & Suites Middlebury
105 Crystal Heights Blvd Middlebury IN
Fully refundableReserve now, pay when you stay
The price is 2.892.481 ₫ per night from 4 Jan to 5 Jan
2.892.481 ₫
3.239.578 ₫ total
4 Jan - 5 Jan 2026
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
We were greeted and treated very kindly at check-in and throughout our stay. The room was very spacious and clean. The breakfast was enjoyable! Thank you!
Reviewed on 17 Dec 2025
Essenhaus Inn & Conference Center
240 Hwy 20 Middlebury IN
9.6/10 Exceptional! (1,003 reviews)
Shower head was terrible. Upgrade needed. Couldn’t close a curtain, because it was off the rod. Night light bulb was burned out. I left a note with housekeeping, but neglected to mention the shower head.
Reviewed on 7 Dec 2025
The Wellington Cottage
7420 N 1160 W Middlebury IN
Fully refundableReserve now, pay when you stay
10/10 Exceptional! (6 reviews)
Good deal
Reviewed on 5 Dec 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.
Popular places to visit
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.
