Middlebury, IN

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
$101 nightly
The price is $113 total per night from Sep 27 to Sep 28
$113 total
Sep 27 - Sep 28
Total with taxes and 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! (1,002 reviews)
"This is a wonderful place to stay with shops on the property along with an Amish restaurant. The hotel is decorated like a home with charm. Check in has two jars filled with fresh cookies. The rooms are spacious and if you get a room overlooking the pond sit on your private porch watching the geese ..."

Reviewed on Sep 23, 2026

Essenhaus Inn & Conference Center
Hampton Inn & Suites Middlebury

Hampton Inn & Suites Middlebury

2.5 out of 5
105 Crystal Heights Blvd Middlebury IN
$113 nightly
The price is $127 total per night from Oct 4 to Oct 5
$127 total
Oct 4 - Oct 5
Total with taxes and 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! (1,003 reviews)
"Breakfast potatoes were cold."

Reviewed on Sep 23, 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
$177 nightly
The price is $189 total per night from Sep 27 to Sep 28
$189 total
Sep 27 - Sep 28
Total with taxes and 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! (70 reviews)
"Mike and Amy are very good hosts. Their place is very comfortable and the setting in the country is picturesque. They have the most comfortable lazy boy type chairs we have every run across. We would only mention the check-in process. The keypad lock on the door only works at 4:00PM or later. If ..."

Reviewed on Sep 23, 2026

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
See all 606 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.
HOT TUB | Beautiful Backyard Oasis|Newly Renovated

HOT TUB | Beautiful Backyard Oasis|Newly Renovated

Middlebury IN
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! (77 reviews)
"We loved staying at your home!! My two cousins and I had a great time. We enjoyed the roominess of the house and the hot tub. Everything was clean and the host was good about checking in on us to see if we needed anything. We would definitely stay here again! Very handy for us travellers to Shipshewana ..."

Reviewed on Sep 22, 2026

HOT TUB | Beautiful Backyard Oasis|Newly Renovated
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! (30 reviews)
"Alusome Lake view"

Reviewed on Aug 20, 2026

Amazing view of Stone Lake from top deck. Thirty five miles from Notre Dame.
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! (70 reviews)
"Mike and Amy are very good hosts. Their place is very comfortable and the setting in the country is picturesque. They have the most comfortable lazy boy type chairs we have every run across. We would only mention the check-in process. The keypad lock on the door only works at 4:00PM or later. If ..."

Reviewed on Sep 23, 2026

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

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.
See properties

Frequently asked questions

Is Middlebury worth visiting?
Middlebury is worth visiting for its unique attractions, including the scenic Stone Lake and the distinctive Deutsch Kase Haus. Travelers can also enjoy a diverse culinary experience, with local dining options featuring both Italian and North American cuisine.
When is the best time to visit Middlebury?
The best time to visit Middlebury is from May through September, when the climate is generally most pleasant. For travelers seeking fewer crowds and better value, the months of December through March are a good option. This period brings cooler weather, including the snowy season in January and February, offering a different experience.
What is Middlebury known for?
Middlebury is known for its natural beauty, with Stone Lake and East Lake offering scenic views. Travelers can also explore Deutsch Kase Haus and enjoy the local Italian food culture in this riverside city on the Little Elkhart River.
What is a good itinerary length for Middlebury?
A good itinerary length for Middlebury is one to two days to experience highlights like Stone Lake, Deutsch Kase Haus, and East Lake. For a more relaxed visit, or to explore these spots in greater depth, travelers might consider a stay of two to three days.
What are the top things to do in and around Middlebury?
Middlebury offers natural beauty and leisure activities for a relaxing getaway:

  • Visit Stone Lake for its serene waters.
  • Explore Deutsch Kase Haus.
  • Relax by East Lake.
  • Enjoy a day at Hunter Lake.
  • Play a round at Meadow Valley Golf Club.

How do I plan a trip to Middlebury?
To plan your trip to Middlebury, search for places to stay on Expedia. Book flights and rental cars in advance, especially during popular travel times. Plan to visit attractions like Stone Lake, Deutsch Kase Haus, and East Lake. For outdoor activities, remember to pair your plans with indoor options for weather flexibility.
What cuisines can you find in Middlebury?
In Middlebury you can find Italian cuisine, with dishes like pasta, pizza, and lasagna. Travelers also have options for North American favorites such as burgers, and Latin American choices including Mexican tacos. Additionally, there are Asian (Chinese) and European (Mediterranean) culinary experiences to explore.
Can I book a refundable hotel in Middlebury?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Middlebury by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Middlebury with Expedia?
Expedia makes it easier to plan your Middlebury trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Middlebury?
The best choice depends on your travel style. Hotels in Middlebury can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Middlebury trip on Expedia?
Once you've booked your Middlebury trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Middlebury trip?
Expedia offers customer support before, during, and after your Middlebury trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Middlebury?
If it's your first trip to Middlebury, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Middlebury hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Middlebury hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Middlebury

An aerial view of a town with a prominent clock tower, a central green space, and a main street lined with trees and parked cars.

Goshen

An industrial area with large warehouses, a parking lot, and a road with vehicles.

Shipshewana

A windmill, a red barn, and snow-covered trees.

Bristol

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