Middlebury, IN

Travel Guide

Photo by Ann Sair
Photo by Jw
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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! (1,007 reviews)
Everything. The room decor, the cleanliness and the kind staff. Breakfast was amazing and very flavorful. We will always aim to stay here, it makes us feel like home.

Reviewed on 2026/1/4

Essenhaus Inn & Conference Center
Hampton Inn & Suites Middlebury

Hampton Inn & Suites Middlebury

2.5 out of 5
105 Crystal Heights Blvd Middlebury IN
Fully refundableReserve now, pay when you stay
The price is NT$3,460 per night from Jan 18 to Jan 19
NT$3,460
NT$3,875 total
Jan 18 - Jan 19
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! (1,006 reviews)
Excellent staff from the desk to breakfast personal ,very good hot breakfast,clean confortable room. Nice pool with hot tub and reasonable rates for stay

Reviewed on 2025/12/31

Hampton Inn & Suites Middlebury
Van Buren Hotel

Van Buren Hotel

2.5 out of 5
1175 Van Buren Street Shipshewana IN
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! (1,345 reviews)
Great service. I have multiple chemical sensitivity and get very sick from common fragrances and cleaning products. The staff cleaned my room with nontoxic alternatives before my arrival to accommodate me. The laundry products they use also left very little scent so I was able to stay safely. The ...

Reviewed on 2026/1/5

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
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 2025/12/5

The Wellington Cottage
Cozy Goshen Farmhouse ~ 9 Mi to Amish Acres

Cozy Goshen Farmhouse ~ 9 Mi to Amish Acres

2 out of 5
Goshen IN
Stay at this cottage in Goshen. Enjoy free parking and air conditioning. Popular attractions Derksen Farm & Wetlands and McCormick Creek Golf Course are located ...
10/10 Exceptional! (2 reviews)
Clean, plenty of room for 4 adults. Good location

Reviewed on 2025/12/9

Cozy Goshen Farmhouse ~ 9 Mi to Amish Acres
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.

Cities near Middlebury