Middlebury

Travel Guide

Photo by Ann Sair
Photo by Ann Sair
Photo by Jw
Photo by Jw
Photo by Patrick Laughlin 
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 €97 per night from 24 Aug to 25 Aug
€97
24 Aug - 25 Aug
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)
"Not a bad place to stay"

Reviewed on 11 Aug 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! (1,005 reviews)
Indiana trip
"The entire property was gorgeous very well maintained staff very friendly and a lot to see and do."

Reviewed on 14 Aug 2025

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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 €127 per night from 28 Aug to 29 Aug
€127
28 Aug - 29 Aug
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! (22 reviews)
Birthday/concert getaway weekend
"This quaint little cottage is perfect for a quiet stay in the country. I can't say enough about it. Mike and his wife is the best!!!"

Reviewed on 2 Aug 2025

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
See all 531 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.
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.
10/10 Exceptional! (22 reviews)
Birthday/concert getaway weekend
"This quaint little cottage is perfect for a quiet stay in the country. I can't say enough about it. Mike and his wife is the best!!!"

Reviewed on 2 Aug 2025

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
Charming 3-bedroom house located on Main Street in Downtown Middlebury

Charming 3-bedroom house located on Main Street in Downtown Middlebury

Middlebury
Stay at this property in Middlebury. Enjoy laundry facilities and air conditioning. Popular attractions Memorial Park and East Park are located nearby.
10/10 Exceptional! (1 review)
"Beautiful cute cottage.. very clean,everything and anything we could possibly want or need! Plenty of room for our family of 9, and just absolutely perfect and lovely. Great location. Grocery store and cute little ice cream shop within walking distance. Thanks so much!!"

Reviewed on 26 Jul 2025

Charming 3-bedroom house located on Main Street in Downtown 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! (56 reviews)
Shiipshewana
"It was nice, it was convenient, it was clean.Trouble with front door lock and we felt the check-in was later than we would have liked."

Reviewed on 29 Jul 2025

HOT TUB|Beauitiful Backyard Oasis|Newly Renovated
See all 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.

Popular places to visit

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.

Stone Lake

Deutsch Kase Haus

Enjoy an outing to Deutsch Kase Haus during your stay in Middlebury. While in this relaxing area, find time to visit its shops.

Deutsch Kase Haus

Meadow Valley Golf Club

Enjoy a round of golf in Middlebury at Meadow Valley Golf Club. While in this family-friendly area, you can enjoy the restaurants.

Meadow Valley Golf Club

Hunter Lake

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

Hunter Lake

Trout Lake

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

Trout Lake

Corson Riverwoods County Park

After visiting Corson Riverwoods County Park, make a plan to see the other sights and activities in Middlebury. While in this family-friendly area, you can enjoy the restaurants.

Corson Riverwoods County Park