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Check availability on Ashland Family-Friendly Hotels

Our top choices for Ashland family-friendly hotels

Room, 1 King Bed, Accessible Benched Tub, Non Smoking | Premium bedding, pillow-top 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, (736)
"Everything was absolutely excellent!"
United States
Matthew
Cobblestone Inn & Suites - Ashland
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 2.660.953 ₫
2.980.267 ₫ total
includes taxes & fees
23 Dec - 24 Dec
AmericInn by Wyndham 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, (923)
"Lake Superior Shore, comfortable bed, a great breakfast and coffee."
United States
Charles
The price is 2.499.165 ₫
2.799.065 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Quality Inn Ashland - Lake Superior
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 3.156.840 ₫
3.535.661 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Cedars Motel
Family Chalet | Living area
Davos Chalet

Davos Chalet

Davos Chalet
2.0 star property
Upson
8.8 out of 10, Excellent, (94)
"Beautiful property and location! "
United States
Allen
The price is 3.712.444 ₫
3.916.628 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
Davos Chalet
Bar (on property)
Whitecap Mountains Resort

Whitecap Mountains Resort

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 5.083.565 ₫
6.208.548 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Whitecap Mountains Resort
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

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Frequently asked questions

What's Ashland like for family-friendly holidays?
If you've been thinking about a holiday with your children, Ashland is a good choice. The excursions, lake views and hiking trails are just some of the things that make this an attractive spot for a family holiday. Take to the air and fly into Ironwood, MI (IWD-Gogebic County), which is located 35.9 mi (57.7 km) from the city centre.
When's the best time to book a family-friendly holiday in Ashland?
The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -7°C. The snowiest months in Ashland are April, March, January and December, with each month seeing an average of 50 cm of snowfall.
What's there to see and do with your family in Ashland?
Northern Great Lakes Visitor Center, Ashland Mural Walk and Mount Ashwabay Ski and Recreation Area are interesting attractions that you and your family will enjoy exploring while you are staying in Ashland. Make sure that you have lots of time for activities such as StageNorth and Big Top Chautauqua.