A log cabin with red shutters and a small porch.

Best Resorts in Middlebury

Check prices for these dates

Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4
In one month
Oct 16 - Oct 18
In two months
Nov 13 - Nov 15

Our top choices for Middlebury resorts

Interior

1. Oakwood Resort

Oakwood Resort
3.0 star property
Syracuse
9.2 out of 10, Wonderful, (432 reviews)
"Fantastic scenery, room, staff & restaurant!"
United States
Michael
$101 nightly
The price is $113
Sep 28 - Sep 29
Total with taxes and fees
Oakwood Resort
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middlebury Hotel Reviews

Van Buren Hotel

Van Buren Hotel

10/10 Excellent
"Really enjoyed our stay. People very friendly."
Connie 2-night trip
Posted less than an hour ago
Van Buren Hotel

Find out more about Middlebury

Middlebury Resorts information

Number of reviews
432
Accommodation
1 Resorts
Lowest Price
$113
Highest Price
$113

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. 18.4 mi (29.6 km) from Middlebury. Features 2 bars, a fitness center, and a terrace.
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 Middlebury Public Library.
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.

Explore a world of travel with Expedia