Middlebury

Travel Guide

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

Essenhaus Inn & Conference Center

3.5 out of 5
240 Hwy 20 Middlebury IN
The price is RM365 per night from 11 Oct to 12 Oct
RM365
RM408 total
11 Oct - 12 Oct
includes taxes & fees
Stay at this business-friendly hotel in Middlebury. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
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 RM437 per night from 17 Oct to 18 Oct
RM437
RM490 total
17 Oct - 18 Oct
includes taxes & fees
Stay at this hotel in Middlebury. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. ...
Hampton Inn & Suites Middlebury
Van Buren Hotel

Van Buren Hotel

4 out of 5
1175 Van Buren Street Shipshewana IN
The price is RM412 per night from 25 Oct to 26 Oct
RM412
RM473 total
25 Oct - 26 Oct
includes taxes & fees
Stay at this hotel in Shipshewana. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. Popular ...
9.2/10 Wonderful! (1,541 reviews)
"Our key card didn’t work for the gym but it worked for the pool as well as our room. Staff was extremely helpful and kind. Breakfast was top 10 for hotels we’ve stayed at in the past. Mostly amish town, very quiet and peaceful and only a 10 min drive to the Michigan boarder."

Reviewed on 3 Oct 2026

Van Buren Hotel
See all 604 properties in 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.
The Villas at French Lick Springs

The Villas at French Lick Springs

3 out of 5
8718 W State Road 56 French Lick IN
Stay at this condo in French Lick. Enjoy free Wi-Fi, free parking and a fitness centre. Our guests praise the helpful staff in their reviews. Popular attractions ...
8.8/10 Excellent! (366 reviews)
"Everything was great! Be mindful of 10am checkout."

Reviewed on 1 Oct 2026

The Villas at French Lick Springs
CozySuites at Block20

CozySuites at Block20

4 out of 5
423 E Michigan St Indianapolis IN
Stay at this aparthotel in Indianapolis. Enjoy free Wi-Fi, parking (surcharge) and in-room washers/dryers. Popular attractions Gainbridge Fieldhouse and Lucas ...
CozySuites at Block20
The Argyle on Mass Ave

The Argyle on Mass Ave

4 out of 5
615 N East St. Indianapolis IN
Stay at this apartment in Indianapolis. Enjoy free Wi-Fi, parking (surcharge) and laundry facilities. Popular attractions Gainbridge Fieldhouse and Lucas Oil ...
8.8/10 Excellent! (220 reviews)
"An excellent value. The flat is spacious and conveniently located near a variety of shops and eateries. Their customer service was responsive to my concerns prior to my arrival. Accommodations are not luxurious, but pleasant enough. I found the flat very well supplied--practically the only thing ..."

Reviewed on 3 Oct 2026

The Argyle on Mass Ave
See all 9,200 properties in Indiana
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

Stone Lake

Commune with nature and explore the great outdoors at Stone Lake during your travels in Middlebury. While in this family-friendly area, you can enjoy the restaurants.
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