Middlebury, IN

Travel Guide

Photo by Ann Sair
Photo by Jw
Photo by Patrick Laughlin 
Hampton Inn & Suites Middlebury

Hampton Inn & Suites Middlebury

2.5 out of 5
105 Crystal Heights Blvd Middlebury IN
The price is ₩157,074 per night from Jan 4 to Jan 5
₩157,074
₩175,922 total
Jan 4 - Jan 5, 2026
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! (1,004 reviews)
Yes

Reviewed on Dec 5, 2025

Hampton Inn & Suites Middlebury
Essenhaus Inn & Conference Center

Essenhaus Inn & Conference Center

3.5 out of 5
240 Hwy 20 Middlebury IN
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! (1,002 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 Dec 7, 2025

Essenhaus Inn & Conference Center
The Wellington Cottage

The Wellington Cottage

3 out of 5
7420 N 1160 W Middlebury IN
Book a stay at this family-friendly cottage in Middlebury. Enjoy free WiFi, free parking, and a 24-hour business center. Popular attractions Stone Lake and Brokesha ...
10/10 Exceptional! (6 reviews)
Good deal

Reviewed on Dec 5, 2025

The Wellington Cottage
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.
The Wellington Cottage

The Wellington Cottage

3 out of 5
7420 N 1160 W Middlebury IN
Book a stay at this family-friendly cottage in Middlebury. Enjoy free WiFi, free parking, and a 24-hour business center. Popular attractions Stone Lake and Brokesha ...
10/10 Exceptional! (6 reviews)
Good deal

Reviewed on Dec 5, 2025

The Wellington Cottage
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

Reviews of Middlebury

4.5
Top Destination
5 - Excellent
43
5 - Excellent 59%
4 - Good
22
4 - Good 30%
3 - Okay
8
3 - Okay 11%
2 - Disappointing
0
2 - Disappointing 0%
1 - Terrible
0
1 - Terrible 0%

3/5 - Okay

Verified traveler

The roads are too straight and flat

5/5 - Excellent

Verified traveler

Friendly people. If we'd have had time, we'd have gone to Rise N Roll, an Amish bakery right along US 20, east of Middlebury several miles.

5/5 - Excellent

Verified traveler

Middlebury is a quaint small town with interesting shops that I would love to go back to.

5/5 - Excellent

Verified traveler

Been here before. Little, quiet and out of the way.

4/5 - Good

Verified traveler

The bakery near the Essenhaus Inn & Conference Center has the best baked goods, and the restaurant near the Center serves delicious food.

4/5 - Good

Verified traveler

We would highly recommend seeing a play while there. The actors are mostly all local and do a great job.