Photo by Phil Martin

Family Hotels & Resorts in Madison

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Best Madison Family Hotels

Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home
Outdoor dining

Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home

10.0 out of 10, Exceptional, (212)
"Second time here and def a fave with all our family! Spending a week with our kids and grandkids is so special, and this place fits us all. Love the property where the kids can be outside on their own while parents relax over a cup of coffee. Enjoyed the warm November weather during the days, and fires at night, both inside and out. Can’t wait til next time!"
Stunning Family/Friends Retreat,110 Private Acres, Renovated Historic Home
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.
Don't see what you're looking for?
See all available properties in Madison
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Frequently asked questions

What's Madison like for family-friendly holidays?
If you’ve been thinking about a trip with your children, the relaxing destination of Madison is a good choice. The recreation options, mountain views and hiking trails are just a few things that make this an attractive place for a family holiday. Take to the air and fly into Charlottesville, VA (CHO-Charlottesville-Albemarle), which is located 19.5 mi (31.5 km) from the city centre.
What's the best family accommodation in Madison?
The Ebenezer House Bed & Breakfast is a B&B with free parking and free breakfast, and it’s a top choice on Expedia for families.
When's the best time to book a family-friendly holiday in Madison?
The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Madison is 1192 mm.
What's there to see and do with your family in Madison?
While you are visiting Madison, you may want to round up the youngsters and make time to see interesting attractions such as Shenandoah National Park, Harry F. Byrd Sr. Visitor Center and The Arts Center in Orange. Make sure that you have lots of time for activities such as Barboursville Gift Gallery and Four County Players.