Find Hotels with a Pool in Winter, WI

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Check availability on Winter Hotels with a Pool

Check prices for these dates

Tonight
Aug 6 - Aug 7
Tomorrow
Aug 7 - Aug 8
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

Top Winter Hotels with a Pool

Northern Lights Inn
Relax by the pool with comfortable lounge chairs and a metal ladder for easy access.

Northern Lights Inn

2.5 star property
8.0 out of 10, Very Good, (163)
"Dated but clean and very affordable"
$111 nightly
The price is $122
Aug 10 - Aug 11
Total includes taxes and fees
Northern Lights Inn
Lakefront 2BR Condo on Namakagon – Views, Trails, Pontoon Rentals & Fishing!
Enjoy an outdoor space with a table and chairs surrounded by lush greenery and tall trees.

Lakefront 2BR Condo on Namakagon – Views, Trails, Pontoon Rentals & Fishing!

9.8 out of 10, Exceptional, (9)
"Beautiful location and picturesque lake view. Very clean and comfortable stay."
$277 nightly
The price is $303
Aug 10 - Aug 11
Total includes taxes and fees
Lakefront 2BR Condo on Namakagon – Views, Trails, Pontoon Rentals & Fishing!
AmericInn by Wyndham Ladysmith
Relax by the pool, where a comfortable chair invites you to unwind.

AmericInn by Wyndham Ladysmith

2.5 star property
8.0 out of 10, Very Good, (53)
"Bed was comfortable staff was awesome had a nice breakfast "
$102 nightly
The price is $114
Aug 10 - Aug 11
Total includes taxes and fees
AmericInn by Wyndham Ladysmith
Quality Inn
Swimmers can enjoy the rectangular pool surrounded by a tiled deck and two diving boards.

Quality Inn

2.5 star property
8.8 out of 10, Excellent, (209)
"We liked the breakfast options "
$112 nightly
The price is $125
Sep 4 - Sep 5
Total includes taxes and fees
Quality Inn
Telemark Northwoods Lodging
Enjoy the serene forest view from the comfort of your room, where two wicker chairs invite you to sit and take in the natural scenery.

Telemark Northwoods Lodging

3.5 star property
9.0 out of 10, Wonderful, (290)
"Perfect lodging option in a wonderful location."
$154 nightly
The price is $169
Aug 7 - Aug 8
Total includes taxes and fees
Telemark Northwoods Lodging
Holiday Inn Express & Suites Hayward by IHG
Relax by the pool surrounded by lush forest views and lounge chairs.

Holiday Inn Express & Suites Hayward by IHG

2.5 star property
9.6 out of 10, Exceptional, (599)
"We’ve stayed here multiple times with kids and as a couples vacation and all times were wonderful! "
$161 nightly
The price is $176
Aug 17 - Aug 18
Total includes taxes and fees
Holiday Inn Express & Suites Hayward by IHG
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.

Top Winter Hotel Reviews

Holiday Inn Express & Suites Hayward by IHG

Holiday Inn Express & Suites Hayward by IHG

10/10 Excellent
"Very clean and beautiful location right on Hayward Lake. We saw and heard the loons which was wonderful."
STACI 1-night trip
Posted 3 days ago
Holiday Inn Express & Suites Hayward by IHG
AmericInn by Wyndham Ladysmith

AmericInn by Wyndham Ladysmith

10/10 Excellent
"Bed was comfortable staff was awesome had a nice breakfast "
Nancy 3-night trip
Posted 3 weeks ago
AmericInn by Wyndham Ladysmith

Frequently asked questions

What are some accommodations with pools in Winter?
Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin: Offers daily, an indoor pool, and free self parking. Vintage log cabin located in the Chequamegon National Forest on Blaisdell Lake.: Provides a sauna, an indoor pool, and daily. EAGLE LODGE - Cozy Cabin Overlooking the Beautiful E. Fork of the Chippewa River: Offers daily, an indoor pool, and free self parking.
What is there to see and do in Winter?
Surround yourself with nature at Lake Winter and Perch Lake. During your stay, check out sights such as Chequamegon National Forest, Flambeau River, and Ojibwa State Park.
When is the best time to book a hotel with a pool in Winter?
Taking into account the local weather in Winter can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 18°F. The snowiest months in Winter are April, March, January, and February, with each month seeing an average of 10 inches of snowfall.