Middlebury, IN

Travel Guide

A Dutch County building with a covered walkway and red wagon wheels.
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.
Essenhaus Inn & Conference Center

Essenhaus Inn & Conference Center

3.5 out of 5
240 Hwy 20 Middlebury IN
The price is AED 393 per night from Nov 15 to Nov 16
AED 393
AED 441 total
15 Nov - 16 Nov
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! (1,011 reviews)
"This is our go to place to stay when traveling to Shipshewana. The staff is very friendly; the grounds so clean and beautiful and a relaxing and spacious place to kick back. Breakfast area is comfortable with full size tables and chairs and great food options."

Reviewed on 10 November 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 AED 418 per night from Nov 22 to Nov 23
AED 418
AED 469 total
22 Nov - 23 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! (1,000 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 5 November 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 AED 624 per night from Nov 12 to Nov 13
AED 624
AED 723 total
12 Nov - 13 Nov
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! (77 reviews)
"Cozy and quaint getaway for relaxing and a quiet night's sleep after shopping and shows in Amish Country."

Reviewed on 8 November 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! (77 reviews)
"Cozy and quaint getaway for relaxing and a quiet night's sleep after shopping and shows in Amish Country."

Reviewed on 8 November 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! (34 reviews)
"Great little lake place. Stairs inside are steep so would be harder to navigate with any mobility challenges and little kids. That was no issue for us. Great place and views!"

Reviewed on 11 November 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 ...
9.8/10 Exceptional! (209 reviews)
"Our stay was disappointing, particularly when it came to communication and the overall condition of the property. Communication was extremely difficult, which made the check-in process unnecessarily frustrating. Upon arrival, the first key we were given did not work and, to make matters worse, it ..."

Reviewed on 8 November 2026

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