Find Family Hotels in Ashland, WI

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Ashland Family Hotels

This weekend
Next weekend

Top Ashland Family Hotels

AmericInn by Wyndham Ashland

2.5 star property
Ashland
7.8 out of 10, Good, (1000)
"Very welcoming, breakfast was good, pool area was clean and well kept. We’ll be staying again. "
United States
Sheila
The price is AED 372
AED 416 total
includes taxes & fees
7 Dec - 8 Dec
AmericInn by Wyndham Ashland

Quality Inn Ashland - Lake Superior

2.5 star property
Ashland
8.8 out of 10, Excellent, (919)
"Lake Superior Shore, comfortable bed, a great breakfast and coffee."
United States
Charles
The price is AED 347
AED 388 total
includes taxes & fees
18 Dec - 19 Dec
Quality Inn Ashland - Lake Superior

Cobblestone Inn & Suites - Ashland

2.5 star property
Ashland
9.4 out of 10, Exceptional, (734)
"Perfect location in Ashland."
United States
Brian
The price is AED 419
AED 469 total
includes taxes & fees
6 Dec - 7 Dec
Cobblestone Inn & Suites - Ashland

Cedars Motel

2.0 star property
Ironwood
9.4 out of 10, Exceptional, (347)
"great location, great staff and cleanliness of theroon"
United States
Jerry
The price is AED 414
AED 464 total
includes taxes & fees
5 Jan - 6 January 2026
Cedars Motel

Whitecap Mountains Resort

2.0 star property
Upson
8.6 out of 10, Excellent, (179)
"Beautiful scenery, dog friendly and quiet. Nice fire pit out back just wish the yard lights weren't so bright.. "
United States
Mike
The price is AED 422
AED 553 total
includes taxes & fees
6 Dec - 7 Dec
Whitecap Mountains Resort

Davos Chalet

2.0 star property
Upson
8.8 out of 10, Excellent, (94)
"Beautiful property and location! "
United States
Allen
The price is AED 555
AED 586 total
includes taxes & fees
6 Dec - 7 Dec
Davos Chalet
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 Ashland Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

What's Ashland like for family-friendly vacations?
If you've been thinking about a vacation with your kids, Ashland is a good choice. The excursions, lake views, and hiking trails are just some of the things that make this an attractive family vacation spot. Take to the air and fly into Ironwood, MI (IWD-Gogebic County), which is located 35.9 mi (57.7 km) from the city center.
When's the best time to book a family-friendly vacation in Ashland?
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 20°F. The snowiest months in Ashland are April, March, January, and December, with each month seeing an average of 20 inches of snowfall.
What's there to see and do with your family in Ashland?
Ashland Mural Walk, Northern Great Lakes Visitor Center, and Mount Ashwabay Ski and Recreation Area are interesting attractions you and your family will enjoy exploring while you are staying in Ashland. Make sure you have lots of time for activities like StageNorth and Big Top Chautauqua.