Photo by Phil Martin

Find Family Hotels in Madison, VA

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Madison Family Hotels

Top Madison Family Hotels

4BR Retreat Near Wineries, Weddings & Hiking
Fridge, microwave, oven, stovetop

4BR Retreat Near Wineries, Weddings & Hiking

10.0 out of 10, Exceptional, (32)
"Stephen makes everyone feel welcome and comfortable in his beautiful house. Great comfy beds, amazing back yard and great breakfasts. I have already booked for next year!"
The price is AED 1,176
AED 2,035 total
includes taxes & fees
22 Jun - 23 Jun
4BR Retreat Near Wineries, Weddings & Hiking
Red Roof Inn Culpeper
Suite, 1 King Bed, Non Smoking, Kitchen | Desk, laptop workspace, free cribs/infant beds, free WiFi

Red Roof Inn Culpeper

2.0 star property
5.6 out of 10, (384)
"Ok room for the price. "
The price is AED 276
AED 307 total
includes taxes & fees
24 Jun - 25 Jun
Red Roof Inn Culpeper
Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary
Property grounds

Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary

9.8 out of 10, Exceptional, (85)
"Lovely time at the house with 7 girls. Clean, perfect for a group this size. Beautiful property. Easy to check in and out."
The price is AED 753
AED 1,535 total
includes taxes & fees
1 Jul - 2 Jul
Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Exterior

'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.

9.8 out of 10, Exceptional, (83)
"Fifth year at Wolftrap Farm. Booked again for 2025.Thanks!"
The price is AED 863
AED 1,115 total
includes taxes & fees
25 Jun - 26 Jun
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.
Outdoor dining

Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.

9.4 out of 10, Exceptional, (31)
"Beautiful working farm and just the right size for an overnight stay before visiting Carter Mountain. The food recos were great, and the staff was welcoming and friendly."
The price is AED 808
AED 977 total
includes taxes & fees
23 Jun - 24 Jun
Escape the City; Country Living at its Best at our 600 acre horse/cattle farm.
Elegant Cottage on 600 Acre Horse & Livestock Farm
Outdoor dining

Elegant Cottage on 600 Acre Horse & Livestock Farm

9.8 out of 10, Exceptional, (139)
"We absolutely loved our stay here and hope to be back. Highly recommend this little cottage. "
The price is AED 808
AED 1,076 total
includes taxes & fees
30 Jun - 1 Jul
Elegant Cottage on 600 Acre Horse & Livestock Farm
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
Fridge, microwave, oven, stovetop

Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.

9.6 out of 10, Exceptional, (36)
"Outstanding stay!"
The price is AED 588
AED 709 total
includes taxes & fees
19 Jun - 20 Jun
Enjoy Horses as your neighbors on our 600 Acre Horse/Cattle Farm.
Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm
Terrace/patio

Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm

9.6 out of 10, Exceptional, (29)
"Had a wonderful time and highly recommend staying. "
The price is AED 1,469
AED 1,750 total
includes taxes & fees
23 Jun - 24 Jun
Escape the City! Plain Outside; Gorgeous Inside; Huge Horse/Cattle Farm
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Exterior

Servants' Cottage on 600 Acre Working Horse/Cattle Estate

9.8 out of 10, Exceptional, (136)
"Such a great stay! Thank you all for so much!"
The price is AED 551
AED 729 total
includes taxes & fees
19 Jun - 20 Jun
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Colonial 3BR Home • Walk to The Inn • Great Location • Fast Wi-Fi
Fridge, microwave, oven, stovetop

Colonial 3BR Home • Walk to The Inn • Great Location • Fast Wi-Fi

10.0 out of 10, Exceptional, (119)
"We had a wonderful stay, very clean and comfortable. Right in town, can walk to everything."
The price is AED 645
AED 1,051 total
includes taxes & fees
25 Jun - 26 Jun
Colonial 3BR Home • Walk to The Inn • Great Location • Fast Wi-Fi
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.

Frequently asked questions

What's Madison like for family-friendly vacations?
If you've been thinking about a trip with your kids, 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 vacation. Take to the air and fly into Charlottesville-Albemarle Airport (CHO), which is located 19.5 mi (31.5 km) from the city center.
What's the best accommodation for families 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 vacation in Madison?
The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 39°F. Average annual precipitation for Madison is 47 inches.
What's there to see and do with your family in Madison?
While you are visiting Madison, you might want to round up the kiddos and make time to see interesting attractions such as Shenandoah National Park, Madison County Public Library, and Madison Plaza. Make sure you have lots of time for activities like Harry F. Byrd Sr. Visitor Center and Barboursville Gift Gallery.