Photo by Ann Sair

Best Resorts in Middlebury

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Resorts in Middlebury

Oakwood Resort

3.0 star property
9.2 out of 10, Wonderful, (370)
"Beautiful place wonderful boats to ride in quiet area well worth the return visit"
$229 nightly
The price is $257
Jul 14 - Jul 15
Total includes taxes and fees
Oakwood Resort

Nature paradise...13 acres with picnic and grilling patio.

Nature paradise...13 acres with picnic and grilling patio.
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.
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

What is Middlebury like for a resort vacation?
You deserve a vacation, and a resort is the perfect place to pamper yourself with the amenities and services you need for a relaxing time in Middlebury. One of the comfortable resorts in the surrounding area could be just what you're looking for, whether you want an amazing pool, blissful spa treatments, or fun activities to try.
What's a favorite resort in Middlebury?
Here's our top-rated resort near Middlebury: Oakwood Resort - Beach resort. 18.5 mi (29.7 km) from Middlebury. Features 2 restaurants, 2 bars, and a fitness center.
What can I do in Middlebury?
Grab your golf clubs for a game at Meadow Valley Golf Club, or bring the kids to Deutsch Kase Haus for some family fun. For more to see in the area, you can spend time at Stone Lake or Hunter Lake.
What's the weather like 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's the best way to get to and around Middlebury?
Fly into Goshen, IN (GSH-Goshen Municipal), which is located 11.5 mi (18.5 km) from the heart of the city. Otherwise, you can search for flights to South Bend Intl. Airport (SBN), which is 31.3 mi (50.4 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.