Search Resorts in Middleton

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Check prices for these dates

Next weekend
31 Jan - 2 Feb
In two weeks
7 Feb - 9 Feb
In one month
21 Feb - 23 Feb
In two months
21 Mar - 23 Mar

Compare 1 Resorts in Middleton with updated reviews, rates, and availability.

Devil's Head Resort
Ski hill

Devil's Head Resort

3.0 star property
6.0 out of 10, (332)
"This hotel is like staying in the movie Dirty Dancing. We enjoyed it immensely and recommend it..alrhou we were off season so the resort dining had not opened yet the pool, hotub, and suana were all up running and perfect for our stay! We were the only guests in the hoteland it was perfect! "
Devil's Head 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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Other property types in Middleton

Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard
Country setting

Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard

10.0 out of 10, Exceptional, (145)
"We traveled with our teen sons and dog for skiing and a basketball game. The location was convenient for all our plans. We all had plenty of space in this comfortable and clean home. "
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard
A Pleasant Retreat- No Cleaning Fee & New Discounts
Street view of front yard

A Pleasant Retreat- No Cleaning Fee & New Discounts

10.0 out of 10, Exceptional, (224)
"Our recent stay in Sun Prairie was wonderful. Randy and Connie are outstanding hosts. They greeted us when we arrived. Showed us all the features of the home and were available to answer any questions. They suggested places to take our grandchildren. The house was conveniently located to everything we wanted to do in Sun Prairie and is a short drive to Madison. Our grand daughter told us she wants to come back and stay in this our again."
The price is AED 826
AED 1,058 total
includes taxes & fees
24 Jan - 25 Jan
A Pleasant Retreat- No Cleaning Fee & New Discounts
Barnhouse! Mini Golf, Slide, Theater, Arcade/Games, Pool/Hot Tub/Sauna, Home Gym
Property grounds

Barnhouse! Mini Golf, Slide, Theater, Arcade/Games, Pool/Hot Tub/Sauna, Home Gym

10.0 out of 10, Exceptional, (14)
"We had a fantastic stay! This was our 6th annual mystery trip (my husband and I pick the place and our destination is a surprise to our whole family until we pull in the driveway! 15 of us - this was a perfect place. Kids had a blast!"
Barnhouse! Mini Golf, Slide, Theater, Arcade/Games, Pool/Hot Tub/Sauna, Home Gym
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.

Frequently asked questions

What can I expect from a resort vacation in Middleton?
You deserve a break, and a resort is just the place to indulge in all the services and amenities you need for a relaxing stay in Middleton. One of the comfortable resorts in the surrounding area could be just what you’re searching for, whether you want great restaurants on site, shopping possibilities, or activities for the kids.
What's the best resort for my stay in Middleton?
Our highest-rated resort near Middleton: Devil’s Head Resort - Ski resort. 23 mi (37 km) from Middleton. Features a golf course, ski-in/ski-out access, and a seasonal outdoor pool.
What can I do in Middleton?
Travelers come to Middleton for shopping and other popular activities, and say that there are lots of great restaurants here. Check out the interesting exhibits at National Mustard Museum, or grab your golf clubs for a game at Pleasant View Golf Course. For more to see in the area, you can spend time at Lake Mendota or Capital Brewery.
What's the seasonal weather like in Middleton?
The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Middleton are January, March, December, and April, with each month seeing an average of 9 inches of snowfall.
What's the best way to get to and around Middleton?
Fly into Dane County Regional Airport (MSN), which is located 8.4 mi (13.5 km) away from the heart of the city. If you’d like to venture out around the area, you may want to rent a car for your trip.