Book Kid-Friendly Hotels in Ashland from $100

Name: Cedarwood Inn of Ashland
Price range: $123 total
Rating: 7.4

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

Top Ashland Kid Friendly Hotels

Stratford Inn

555 Siskiyou Blvd Ashland OR

$153 nightly

$171 total

Jun 22 - Jun 23

Total with taxes and fees

This hotel features an indoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A 24-hour business center, ...

9.4/10 Exceptional! (1,781 reviews)

"Awesome continental breakfast"

Reviewed on Jun 14, 2026

Best Western Windsor Inn

2520 Ashland St Ashland OR

Fully refundableReserve now, pay when you stay

$111 nightly

$124 total

Jul 12 - Jul 13

Total with taxes and fees

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

9/10 Wonderful! (1,013 reviews)

"Well maintained older travel lodge. Room is adequate but dated. Breakfast was good. Hotel is off interstate and but from downtown."

Reviewed on Jun 14, 2026

Ashland Hills Hotel & Suites

2525 Ashland St Ashland OR

Fully refundableReserve now, pay when you stay

$168 nightly

$187 total

Jun 29 - Jun 30

Total with taxes and fees

This smoke-free hotel features 2 outdoor tennis courts, an outdoor pool, and a restaurant. Traveling on business? Take advantage of the business center and free ...

8.8/10 Excellent! (1,499 reviews)

"Unfortunately breakfast is not provided nor a voucher. They have a cafe onsite yet no breakfast option. That is a downside."

Reviewed on Jun 14, 2026

Plaza Inn & Suites at Ashland Creek

98 Central Ave Ashland OR

$179 nightly

$200 total

Jun 22 - Jun 23

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of ...

8.8/10 Excellent! (1,018 reviews)

"Great location. Wonderful room and amenities."

Reviewed on Jun 10, 2026

Callahan's Mountain Lodge

7100 Old Highway 99 South Ashland OR

Fully refundableReserve now, pay when you stay

$181 nightly

$183 total

Jul 12 - Jul 13

Total with taxes and fees

This lodge features a restaurant, a gym, and a bar/lounge. Bring the family and enjoy the arcade/game room and kid-friendly dining. There's no skimping on freebies ...

8.8/10 Excellent! (1,148 reviews)

Families like: Game room, skiing nearby, games and toys, free breakfast for the whole family

Travelers say...

"The location was a fantastic view. Our room was old time cabin with a Log fireplace, comfy king bed and a large indoor Jacuzzi tub. We enjoyed it so much we booked it for our return trip .👍💯"

Reviewed on Jun 13, 2026

Timbers INN and Suites

1450 Ashland Street Ashland OR

Fully refundableReserve now, pay when you stay

$90 nightly

$100 total

Jun 16 - Jun 17

Total with taxes and fees

A seasonal outdoor pool, free self parking, and free newspapers are featured at this motel. WiFi in public areas is free. A picnic area and express check-out ...

8.6/10 Excellent! (1,012 reviews)

"Excellent place! Clean and cozy, comfortable bed, good location, friendly staff. Everything you need for a pleasant time in Ashland. Would absolutely stay again :)"

Reviewed on Jun 12, 2026

Prospero's Flagship Inn

1193 Siskiyou Blvd Ashland OR

Fully refundableReserve now, pay when you stay

$91 nightly

$101 total

Jul 6 - Jul 7

Total with taxes and fees

A restaurant and a seasonal outdoor pool are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate ...

8.6/10 Excellent! (1,365 reviews)

"Late check in with the virtual front desk was clunky, and after taking a while for the check-in process, the key card didn't work. Beds were comfortable and the bathroom was well maintained."

Reviewed on Jun 14, 2026

Cedarwood Inn of Ashland

Siskiyou Blvd, 1801 Ashland OR

Fully refundableReserve now, pay when you stay

$110 nightly

$123 total

Jun 16 - Jun 17

Total with taxes and fees

This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the ...

7.4/10 Good! (1,003 reviews)

"I was transferred to a neighborhood motel"

Reviewed on Jun 14, 2026

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 Ashland

Stratford Inn

555 Siskiyou Blvd Ashland OR

$153 nightly

$171 total

Jun 22 - Jun 23

Total with taxes and fees

9.4/10 Exceptional! (1,781 reviews)

Ashland Kid-Friendly Hotels

It’s not a family vacation if you can’t bring the entire clan with you, is it? Next time you have a few days off from work, plan a family-friendly getaway. Set off on an adventure the entire family will love, and book your stay at one of the kid-friendly hotels in Ashland.

Your little ones are the most important thing in your life, so make sure they enjoy your accommodation as much as you do. From a kids-only room service menu (macaroni and cheese, anyone?) to special perks like in-room video game consoles, these lodgings provide a little something extra for the smaller members of your crew. The best family-friendly hotels in Ashland may even offer playgrounds and other activities to keep the kiddos busy. What’s more, some hotels provide a babysitting service so you can get a few hours to yourself!

Whether you’re traveling with one small child or hauling around your entire extended family, Travelocity is here to help. Let us hook you up with hotels for kids in Ashland that will keep your youngsters happy without breaking the bank. You can save even more when you bundle your flight and hotel together, so what are you waiting for? Grab your family and get ready to explore!