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Check prices for these dates

Next weekend
5 Sept - 7 Sept
In two weeks
12 Sept - 14 Sept
In one month
26 Sept - 28 Sept
In two months
24 Oct - 26 Oct

Featured Resorts in Winter and around

Our top choices for Winter resorts

"Upscale Accommodations" with an "Up North" location!
Interior

"Upscale Accommodations" with an "Up North" location!

10.0 out of 10, Exceptional, (16)
"The condo was great with lots of cute details. With our stay we also had access to the lake (with slide, raft, etc.), pontoon boat (you can rent), kayaks, firewood (with wood you can buy onsite). Compared to other rentals we looked at on the lake this was reasonably priced with access to lots of fun things to do, and a great location! We're already planning to come back with friends."
"Upscale Accommodations" with an "Up North" location!
"Upscale Accommodations" with an "Up North" location!
Interior

"Upscale Accommodations" with an "Up North" location!

10.0 out of 10, Exceptional, (3)
"Amazing property with plenty of space for our group. We love Connor’s Lake and will be back next year. Owners were great to work with and made sure we had everything we needed. "
"Upscale Accommodations" with an "Up North" location!
"Upscale Accommodations" with an "Up North" location!
Smart TV, fireplace, books

"Upscale Accommodations" with an "Up North" location!

10.0 out of 10, Exceptional, (15)
"Property was clean & hosts were super friendly! Communicated and throughout the stay as needed. No complaints!"
"Upscale Accommodations" with an "Up North" location!
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 Winter Hotel Reviews

Find out more about Winter

Find out more about Winter

Winter Resorts information

Number of reviews
Accommodation
3 Resorts
Lowest Price
Highest Price

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What can I expect from a resort holiday in Winter?
Longing for a relaxing getaway? Indulge in the comforts and luxuries of a resort, where you can find everything you need for your trip—from tasty food and drink options to activities and shopping. Browse the resort options in the area and discover the right one for you, whether you picture yourself kicking back in a luxury suite or hitting the golf course for an afternoon game.
What's a favourite resort in Winter?
"Upscale Accommodations" with an "Up North" location! - Features a garden. "Upscale Accommodations" with an "Up North" location! - Family-friendly resort. "Upscale Accommodations" with an "Up North" location! - Enjoy the garden.
What can I do in Winter?
Lake Winter, Perch Lake and Chequamegon National Forest are a few of the interesting sights to visit. Additional attractions in the area include Flambeau River and Ojibwa State Park.
What's the seasonal weather like in Winter?
The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -8°C. The snowiest months in Winter are April, March, January and February, with each month seeing an average of 26 cm of snowfall.