(Madison, WI): My family loves doing staycations in the winter. A staycation is a fun way to feel like you are on ‘vacation’ without leaving your own city.

The hotels we are sharing below all have indoor pools – please call to make sure the pool is fully open. Our favorite thing is to check in, go for a swim, unwind in the room, grab some takeout from a local restaurant, play a game, swim again, watch a movie… go to bed. Wake up, eat breakfast and go for another swim and then head home! It’s inexpensive, safe and fun.

Here are our tried and true – let us know if you have a favorite!

Courtyard by Marriott Middleton

2266 Deming Way, Middleton | Website

Hilton Garden Inn Middleton

1801 Deming Way, Middleton | Website

Hampton Inn & Suites West Madison

483 Commerce Drive – Madison | Website

Holiday Inn and Suites Madison West

1109 Fourier Drive – Madison | Website

Springhill Suites by Marriott Hilldale

4601 Frey Street – Madison | Website
**Also available for day rentals on Hotels by Day

Doubletree by Hilton East

4402 East Washington Avenue – Madison | Website

Courtyard by Marriott Madison East

2502 Crossroads Dr., Madison | Website

Home2 Suites by Hilton Madison (Alliant)

2153 Rimrock Road – Madison | Website

Hampton Inn & Suites Downtown Madison

440 West Johnson Street, Madison | Website

Did we miss any of your family favorites? If it’s just you and your significant other – we would also suggest: The Madison Concourse Hotel; The Edgewater; Hotel Indigo or the AC Hotel downtown!

The Wisconsin Dells is a short drive north — check out our guide here!

And if you are looking for things to do in Madison, WI — we are always posting ideas here!

Madison Family
Madison is such a cool city. We love it around here. We live here too and our vision is to create a platform where real parents share real stories and we can all learn from one another. You will get to know real moms doing life right here in our neighborhoods and find information on a wealth of topics – local summer camps, preschools, swim lessons, shops and boutiques, events and experiences as so much more.


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