Middlebury, IN

Travel Guide

A log cabin with red shutters and a small porch.
A horse-drawn carriage with a covered wagon, parked on a dirt path with grass and trees in the background.
A black carriage with two horses tied to it, parked on a street.
A row of empty boats docked by a calm river, surrounded by trees with autumn foliage.
A Dutch County building with a covered walkway and red wagon wheels.
Essenhaus Inn & Conference Center

Essenhaus Inn & Conference Center

3.5 out of 5
240 Hwy 20 Middlebury IN
The price is ¥16,867 per night from Nov 8 to Nov 9
¥16,867
¥18,892 total
Nov 8 - Nov 9
includes taxes & fees
Book a stay at this business-friendly hotel in Middlebury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.6/10 Exceptional! (1,004 reviews)
"Great place to stay! Loved the friendly staff and ease of check-in."

Reviewed on Nov 6, 2026

Essenhaus Inn & Conference Center
Hampton Inn & Suites Middlebury

Hampton Inn & Suites Middlebury

2.5 out of 5
105 Crystal Heights Blvd Middlebury IN
The price is ¥17,938 per night from Nov 15 to Nov 16
¥17,938
¥20,091 total
Nov 15 - Nov 16
includes taxes & fees
Stay at this hotel in Middlebury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (1,000 reviews)
"Was not informed that the pool, fitness room and breakfast area's were ALL under construction and not available for use. The bag breakfast was sad, with soggy bagels. Out side lightening in the parking lot was dangerously poor, half the hacker lot had no lights."

Reviewed on Nov 5, 2026

Hampton Inn & Suites Middlebury
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury

Middlebury IN
The price is ¥26,773 per night from Nov 8 to Nov 9
¥26,773
¥29,658 total
Nov 8 - Nov 9
includes taxes & fees
Stay at this cottage in Middlebury. Enjoy free WiFi, a garden, and patios. Popular attractions East Lake and Hunter Lake are located nearby.
10/10 Exceptional! (76 reviews)
"The facilty is immaculate and set up for comfort. Mike is a great host. We are already planning on staying there again!"

Reviewed on Oct 24, 2026

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
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.
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury

Middlebury IN
Stay at this cottage in Middlebury. Enjoy free WiFi, a garden, and patios. Popular attractions East Lake and Hunter Lake are located nearby.
10/10 Exceptional! (76 reviews)
"The facilty is immaculate and set up for comfort. Mike is a great host. We are already planning on staying there again!"

Reviewed on Oct 24, 2026

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
Amazing view of Stone Lake from top deck. Thirty five miles from Notre Dame.

Amazing view of Stone Lake from top deck. Thirty five miles from Notre Dame.

Middlebury IN
Stay at this vacation home in Middlebury. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Brokesha Lake and Stone Lake are ...
9.6/10 Exceptional! (33 reviews)
"Nice relaxing couple of days. Lake was quiet with beautiful views. Home is located close enough to shops and restaurants but you still feel far enough away from “it all”."

Reviewed on Oct 31, 2026

Amazing view of Stone Lake from top deck. Thirty five miles from Notre Dame.
2 Queen Bed | Non-Smoking

2 Queen Bed | Non-Smoking

Elkhart IN IN
Stay at this apartment in Elkhart. Enjoy free WiFi, cable/satellite TV service, and air conditioning. Popular attractions Hall of Heroes Super Hero Museum and ...
2 Queen Bed | Non-Smoking
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.

Stay near popular Middlebury attractions

Cities near Middlebury