Middlebury, IN

Travel Guide

Photo by Ann Sair
Photo by Jw
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Hampton Inn & Suites Middlebury

Hampton Inn & Suites Middlebury

2.5 out of 5
105 Crystal Heights Blvd, Middlebury, IN
The price is ₩136,744 per night from Nov 2 to Nov 3
₩136,744
₩153,154 total
Nov 2 - Nov 3
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! (1,010 reviews)
The room was mostly clean, however on the lower part of the mirror frame in the bathroom i noticed dried crusty stuff, not sure it was, but it didn't look good. We also had a wasp in our room that was unexpected and kinda upsetting

Reviewed on Oct 18, 2025

Hampton Inn & Suites Middlebury
Essenhaus Inn & Conference Center

Essenhaus Inn & Conference Center

3.5 out of 5
240 Hwy 20, Middlebury, IN
The price is ₩166,904 per night from Oct 26 to Oct 27
₩166,904
₩186,944 total
Oct 26 - Oct 27
includes taxes & fees
Stay at this 3.5-star 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! (1,024 reviews)
Clean and quiet room! Breakfast was very good. Staff very nice!

Reviewed on Oct 20, 2025

Essenhaus Inn & Conference Center
Van Buren Hotel

Van Buren Hotel

2.5 out of 5
1175 Van Buren Street, Shipshewana, IN
The price is ₩153,966 per night from Oct 26 to Oct 27
₩153,966
₩177,061 total
Oct 26 - Oct 27
includes taxes & fees
Book a stay at this business-friendly hotel in Shipshewana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
9.2/10 Wonderful! (1,262 reviews)
Everything was great recommend it to anyone it was very nice and clean thank you

Reviewed on Oct 19, 2025

Van Buren Hotel
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
Stay at this 3-star 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! (4 reviews)
Wonderful views

Reviewed on Oct 20, 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.