A log cabin with red shutters and a small porch.

Best Resorts in Middlebury

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Middlebury resorts

A spacious lobby with a wooden herringbone floor, a central seating area with sofas and chairs, a staircase connecting two levels, and a large plant in the center.

1. Oakwood Resort

Oakwood Resort
3.0 star property
Syracuse
9.2 out of 10, Wonderful, (449 reviews)
"Clean room, a quiet stay on a Friday night. Enjoyed the location right on the lake. The restaurant on site is nice. Staff is friendly."
United States
Gregory
$101 nightly
The price is $113
Nov 17 - Nov 18
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.
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Top Middlebury Hotel Reviews

Essenhaus Inn & Conference Center

Essenhaus Inn & Conference Center

10/10 Excellent
"Essenhaus is awsome!!!!"
Madonna 2-night trip
Posted 8 hours ago
Essenhaus Inn & Conference Center

Find out more about Middlebury

Middlebury Resorts information

Number of reviews
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 Brokesha 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.

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