Find Family Hotels in Ashland, WI

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Check availability on Ashland Family Hotels

Tonight
Dec 27 - Dec 28
Tomorrow
Dec 28 - Dec 29
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for Ashland family-friendly hotels

Room, 1 King Bed, Accessible Benched Tub, Non Smoking | Premium bedding, pillowtop beds, in-room safe, desk
Cobblestone Inn & Suites - Ashland

Cobblestone Inn & Suites - Ashland

Cobblestone Inn & Suites - Ashland
2.5 star property
Ashland
9.4 out of 10, Exceptional, (739)
"Everything was absolutely excellent!"
United States
Matthew
Cobblestone Inn & Suites - Ashland
Property amenity
Quality Inn Ashland - Lake Superior

Quality Inn Ashland - Lake Superior

Quality Inn Ashland - Lake Superior
2.5 star property
Ashland
8.8 out of 10, Excellent, (927)
"Lake Superior Shore, comfortable bed, a great breakfast and coffee."
United States
Charles
The price is NT$2,797
NT$3,133 total
includes taxes & fees
Jan 21 - 2026/1/22
Quality Inn Ashland - Lake Superior
2 indoor pools
AmericInn by Wyndham Ashland

AmericInn by Wyndham Ashland

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 NT$3,180
NT$3,561 total
includes taxes & fees
Jan 4 - 2026/1/5
AmericInn by Wyndham Ashland
Exterior
Cedars Motel

Cedars Motel

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 NT$4,086
NT$4,577 total
includes taxes & fees
Dec 29 - Dec 30
Cedars Motel
Family Chalet | Living area
Davos Chalet

Davos Chalet

Davos Chalet
2.0 star property
Upson
8.8 out of 10, Excellent, (95)
"Beautiful property and location! "
United States
Allen
The price is NT$4,436
NT$4,680 total
includes taxes & fees
Jan 11 - 2026/1/12
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.
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Top Ashland Hotel Reviews

Days Inn by Wyndham Hurley

Days Inn by Wyndham Hurley

10/10 Excellent
"Great Place to stay for Snowmobiling! We Love it here!"
Erik 2-night trip
Posted 5 days ago
Days Inn by Wyndham Hurley

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.

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