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Find Romantic Hotels in Middlebury, IN from CA $480

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Check availability on Middlebury Romantic Hotels

Next weekend
Jun 26 - Jun 28
In two weeks
Jul 3 - Jul 5

Our top choices for Middlebury romantic hotels

Smart TV, books

Couples Hideaway, Hot Tub, Private, Gazebo, Serene, Country, Birds, Wildlife

Couples Hideaway, Hot Tub, Private, Gazebo, Serene, Country, Birds, Wildlife
Vandalia
10.0 out of 10, Exceptional, (81 reviews)
"Such a great stay! We very much enjoyed the cabin and recommend for a relaxing, peaceful trip."
United States
Natalie C.
The price is CA $318
CA $480 total
includes taxes & fees
Jun 26 - Jun 27
Couples Hideaway, Hot Tub, Private, Gazebo, Serene, Country, Birds, Wildlife
Exterior

Beautiful Waterfront Home on Baugo Bay

Beautiful Waterfront Home on Baugo Bay
Osceola
9.4 out of 10, Exceptional, (40 reviews)
"Great stay and great host!"
United States
jennifer
The price is CA $708
CA $929 total
includes taxes & fees
Jun 23 - Jun 24
Beautiful Waterfront Home on Baugo Bay
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.
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Top Middlebury Hotel Reviews

Super 8 by Wyndham Shipshewana

Super 8 by Wyndham Shipshewana

8/10 Good
"Rooms were quiet, nice location"
Tara 1-night trip
Posted 11 hours ago
Super 8 by Wyndham Shipshewana

Frequently asked questions

Searching for romantic hotels in Middlebury?
Are you and your partner looking for a romantic getaway? Our guests also enjoy Middlebury for its restaurants. If you want to explore the area, you might head to Stone Lake, East Lake, or Hunter Lake. If you're interested in staying near a certain attraction, you can sort by neighborhood or distance to top landmarks, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Middlebury?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Middlebury: The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 30°F. Average annual precipitation for Middlebury is 45 inches.
What is there to do in Middlebury?
There's nothing better than seeing a new place with your sweetheart, so consider taking time to discover all that Middlebury has to offer. If you and your partner are interested in sampling the area's cuisine, you'll enjoy Middlebury for its restaurants. A visit to Stone Lake, East Lake, or Hunter Lake might be just the ticket when you're checking out the sights.
What's the best way to get to Middlebury and around town during my romantic getaway?
This information about transportation options in Middlebury might help your romantic getaway go off without a hitch: To get to Middlebury, book a flight to Goshen, IN (GSH-Goshen Municipal), which is the closest major airport, located 11.5 mi (18.5 km) from the city center. If you'd like to venture out around the area, you may want a rental car for your journey.

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