Book Kid-Friendly Hotels in Chequamegon Bay from $140

Find & compare hotels, resorts and vacation rentals for the whole family

Top Chequamegon Bay Kid Friendly Hotels

Quality Inn Ashland - Lake Superior

30600 Us Highway 2, Ashland, WI

Fully refundableReserve now, pay when you stay

$180 nightly

$202 total

Sep 28 - Sep 29

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot ...

8.6/10 Excellent! (874 reviews)

"Staff was very courteous and helpful."

Reviewed on Sep 10, 2025

Best Western The Hotel Chequamegon

101 Lake Shore Dr W, Ashland, WI

Fully refundableReserve now, pay when you stay

$206 nightly

$231 total

Sep 21 - Sep 22

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...

8.4/10 Very Good! (1,000 reviews)

"Construction was a inconvenience, but understandable"

Reviewed on Sep 1, 2025

The Washburn Inn - On the Lake

123 Harbor View Drive, Washburn, WI

Fully refundableReserve now, pay when you stay

$125 nightly

$140 total

Oct 12 - Oct 13

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Traveling for business? Take advantage of the free WiFi in public areas, express check-out, and conference ...

8.4/10 Very Good! (1,015 reviews)

"Property a little dated but clean, nice staff and view of the Lake. The Harbor Restaurant next door had great views but the food was not great and our server obviously would have rathered be somewhere else."

Reviewed on Sep 8, 2025

AmericInn by Wyndham Ashland

3009 Lakeshore Drive East, Ashland, WI

Fully refundableReserve now, pay when you stay

$199 nightly

$223 total

Oct 12 - Oct 13

Total with taxes and fees

2 indoor pools, a hot tub, and a gym are all featured at this traditional hotel. There's fun for all ages with a children's pool and a playground, and families ...

7.8/10 Good! (1,006 reviews)

Families like: Indoor pools, playground, game room, on the beach

Travelers say...

"My husband and I loved it!"

Reviewed on Sep 6, 2025

Super 8 by Wyndham Ashland

1610 Lake Shore Dr W, Ashland, WI

Fully refundableReserve now, pay when you stay

$175 nightly

$196 total

Sep 28 - Sep 29

Total with taxes and fees

This hotel features an indoor pool and a hot tub. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests ...

7.8/10 Good! (1,006 reviews)

"Room was surprisingly nice and staff were friendly."

Reviewed on Sep 9, 2025

Mission Springs Lake House

30190 Mission Springs Road, Ashland, WI

This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-in. A terrace, ...

Wonderful!!!!!

"Looking to get away to a beautiful place with great service on one of the world’s greatest lakes? The Lake House at Mission Springs Resort near Ashland, Wisconsin on Lake Superior’s Chequamegon Bay is just that. Mission Springs Resort is a small family owned resort consisting of four cabins and The ..."

Reviewed on May 12, 2018

Get rates

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.

Hotels With Pools in Chequamegon Bay

Quality Inn Ashland - Lake Superior

30600 Us Highway 2, Ashland, WI

$180 nightly

$202 total

Sep 28 - Sep 29

Total with taxes and fees

8.6/10 Excellent! (874 reviews)

Book a stay at the best kid-friendly hotels in Chequamegon Bay

How much does it cost to stay in a family hotel in Chequamegon Bay?

You can book a stay at a kid-friendly resort in Chequamegon Bay from just $140 per night. Our prices range up $231 per night if you want to enjoy the high life.

How many family-friendly hotels are there in Chequamegon Bay?

With over 381 hotels in Chequamegon Bay, you have a great selection of kid-friendly places to stay. Whether you’re looking for a cheap-and-cheerful property with plenty of space or an activity-filled kid-friendly resort, there’s a getaway to suit your style and your budget at Travelocity.

What is Travelocity’s cancellation policy for family hotels in Chequamegon Bay?

We offer free cancellation on select hotels. Policies can vary per property so it's best to check before you book. If you need to amend or cancel your vacation, just visit our Customer Service Portal. 

What are the best kid-friendly hotels in Chequamegon Bay?

At Travelocity, you can book the best family-friendly Chequamegon Bay hotel for you and your family by filtering your search by price, property type, and a range of amenities such as breakfast included or free airport shuttle. Use the map to see where the hotels are and the attractions they’re near.

What should I expect in the family-friendly hotels in Chequamegon Bay?

When you book a kid-friendly Chequamegon Bay resort, you can expect fun for all the family. Think pools, waterparks, and hot tubs. Think babysitting, kids’ menus, games rooms, and sport facilities—discover your ideal family vacation. Many resorts keep the kids happy, so you can indulge in bars, restaurants, and spas. Check details for each property as offers may vary.

How can I find family hotel deals in Chequamegon Bay?

Just enter your travel dates and sort your results by price. You can even filter your results by budget, so you’ll only see the deals that are right for your pocket. It’s easy to find great deals on family-friendly hotels in Chequamegon Bay with Travelocity. 

When is the cheapest time to go to Chequamegon Bay with your family?

The cheapest time to visit Chequamegon Bay is usually .

When is the best time to go to Chequamegon Bay with your kids?

The most popular months are and are great for booking in at a Chequamegon Bay kid-friendly resort. If you want a quieter vacation—or the kids aren’t in school yet— are usually less busy, but you can find incredible deals all year round with Travelocity. 

Why book a Chequamegon Bay child-friendly hotel with Travelocity?

Because we search the entire market, so you don’t have to. You’ll find great deals on everything from weekend trips to two-week family vacations. Whatever your budget or your wish list, we’ve got what you’re looking for.