(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

Fairfield Inn & Suites Madison South
4402 East Washington Avenue – Madison | Website
Doubletree by Hilton East
722 John Nolen Drive, 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!


















I love the idea of a staycation in Madison! The family-friendly hotels with pools sound perfect for keeping the kids entertained. Can’t wait to try some of these spots on our next long weekend! Thanks for the great recommendations!
I love the idea of a staycation in Madison! The family-friendly hotels with pools sound perfect for some quality time with the kids. Can’t wait to explore these options! Thanks for the great suggestions!
I loved this guide on family-friendly hotels in Madison! It’s great to see so many options with pools, especially for a fun staycation. Can’t wait to plan our trip and take advantage of some of these recommendations!
This post is so helpful! I had no idea Madison had such great options for staycations with kids. The hotel pools sound like the perfect way to keep the little ones entertained. Can’t wait to plan our trip! Thank you for sharing!
Thanks for the great recommendations! I didn’t realize Madison had so many family-friendly hotels with pools. Can’t wait to plan our staycation and make some fun memories with the kids!
Great recommendations! I love that there are so many family-friendly options in Madison with pools. It sounds like the perfect way to enjoy a weekend without all the travel stress. Can’t wait to plan our staycation!