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 AED 349 per night from Nov 16 to Nov 17
AED 349
AED 391 total
16 Nov - 17 Nov
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! (1,005 reviews)
Our room was clean and comfortable with plenty of space. Breakfast and staff were awesome.

Reviewed on 25 October 2025

Hampton Inn & Suites Middlebury
Essenhaus Inn & Conference Center

Essenhaus Inn & Conference Center

3.5 out of 5
240 Hwy 20, Middlebury, IN
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! (1,009 reviews)
Yes and yes!

Reviewed on 27 October 2025

Essenhaus Inn & Conference Center
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury

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

2 out of 5
Middlebury
The price is AED 422 per night from Oct 30 to Oct 31
AED 422
AED 531 total
30 Oct - 31 Oct
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.
9.8/10 Exceptional! (38 reviews)
Very nice place a little into the countryside. Will definitely stay again next time I’m in the area.

Reviewed on 20 October 2025

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

2 out of 5
Middlebury
Stay at this cottage in Middlebury. Enjoy free WiFi, a garden, and patios. Popular attractions East Lake and Hunter Lake are located nearby.
9.8/10 Exceptional! (38 reviews)
Very nice place a little into the countryside. Will definitely stay again next time I’m in the area.

Reviewed on 20 October 2025

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
HOT TUB|Beauitiful Backyard Oasis|Newly Renovated

HOT TUB|Beauitiful Backyard Oasis|Newly Renovated

Middlebury
Stay at this vacation home in Middlebury. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Memorial Park and East Park are located ...
10/10 Exceptional! (61 reviews)
Very nice home, very clean, hot tub was fabulous after a day of shopping. Host very easy to get ahold of and very responsive although we never really had any problems. Would stay again

Reviewed on 19 September 2025

HOT TUB|Beauitiful Backyard Oasis|Newly Renovated
| Hot Tub | Amish Farm Country | Pergola | Deck |

| Hot Tub | Amish Farm Country | Pergola | Deck |

Middlebury
Stay at this vacation home in Middlebury. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Meadow Valley Golf Club and Riverbend Park are ...
10/10 Exceptional! (91 reviews)
Loved the property. Super clean, nicely decorated and had everything we needed. Very nice private patio in the rear next to the hot tub overlooking farm fields and pasture. Located on a slightly busy road but had no issues with vehicle noise. Fun to watch the horse and buggies go by. Great location. ...

Reviewed on 5 October 2025

| Hot Tub | Amish Farm Country | Pergola | Deck |
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.