Book Kid-Friendly Hotels in Ashland from $96

Name: Cedarwood Inn of Ashland
Price range: $96 total
Rating: 7.2

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

Top Ashland Kid Friendly Hotels

Stratford Inn

555 Siskiyou Blvd, Ashland, OR

Fully refundableReserve now, pay when you stay

$135 nightly

$151 total

Jul 27 - Jul 28

Total includes 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, ...

9.2/10 Wonderful! (1,539 reviews)

"The hotel is located on the main road into Ashland and is built into the side of a hill, so if you have a room on the 1st floor street side, you’ll probably want to pull the shades when it gets dark. The facility was nice. The breakfast room has a view of the pool and a variety of cold meal options ..."

Reviewed on Jul 22, 2025

Best Western Windsor Inn

2520 Ashland St, Ashland, OR

Fully refundableReserve now, pay when you stay

$104 nightly

$115 total

Aug 24 - Aug 25

Total includes 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! (1,007 reviews)

"Great experience. Easy and pleasant"

Reviewed on Jul 21, 2025

Ashland Hills Hotel & Suites

2525 Ashland St, Ashland, OR

Fully refundableReserve now, pay when you stay

$168 nightly

$187 total

Aug 17 - Aug 18

Total includes taxes and fees

2 outdoor tennis courts, an outdoor pool, and a hot tub are all featured at this smoke-free hotel. There's a free ski shuttle, and ski passes and ski storage ...

8.8/10 Excellent! (1,470 reviews)

Stunning, clean, pet friendly

"Amazing mid century modern venue, spotless clean, and pet friendly (at a price per pet). Lovely pool and restaurant, well trained staff at front desk and electric level 1 charging options. There’s a fenced in pet area out back with views of the beautiful hills. Landscaping is beautiful and a short ..."

Reviewed on Jul 20, 2025

Flagship Inn of Ashland

1193 Siskiyou Blvd, Ashland, OR

Fully refundableReserve now, pay when you stay

$86 nightly

$96 total

Aug 14 - Aug 15

Total includes 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 ...

8.8/10 Excellent! (1,015 reviews)

"This hotel is"

Reviewed on Jul 22, 2025

Plaza Inn & Suites at Ashland Creek

98 Central Ave, Ashland, OR

Fully refundableReserve now, pay when you stay

$152 nightly

$170 total

Jul 27 - Jul 28

Total includes 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 ...

8.6/10 Excellent! (1,003 reviews)

"This property is close to everything a bunch of restaurants. Very walkable."

Reviewed on Jul 19, 2025

Callahan's Mountain Lodge

7100 Old Highway 99 South, Ashland, OR

Fully refundableReserve now, pay when you stay

$144 nightly

$147 total

Jul 28 - Jul 29

Total includes 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 ...

8.6/10 Excellent! (1,158 reviews)

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

Travelers say...

"Room was clean, property has a rustic feel. Staff is friendly and helpful."

Reviewed on Jul 22, 2025

Timbers INN and Suites

1450 Ashland Street, Ashland, OR

Fully refundableReserve now, pay when you stay

$89 nightly

$99 total

Jul 27 - Jul 28

Total includes taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area, express check-out, and free newspapers are also on ...

8.4/10 Very Good! (1,008 reviews)

"The manager/host was charming and competent."

Reviewed on Jul 22, 2025

Cedarwood Inn of Ashland

Siskiyou Blvd, 1801, Ashland, OR

Fully refundableReserve now, pay when you stay

$86 nightly

$96 total

Aug 3 - Aug 4

Total includes 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 ...

7.2/10 Good! (997 reviews)

"Room cleanliness was so so."

Reviewed on Jul 7, 2025

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

Lithia Springs Resort

2165 W Jackson Rd, Ashland, OR

$219 nightly

$222 total

Aug 4 - Aug 5

Total includes taxes and fees

9.4/10 Exceptional! (1,004 reviews)

Book a stay at the best kid-friendly hotels in Ashland

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

You can book a stay at a kid-friendly resort in Ashland from just $96 per night. Our prices range up $222 per night if you want to enjoy the high life.

How many family-friendly hotels are there in Ashland?

With over 737 hotels in Ashland, 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 Ashland?

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 Ashland?

At Travelocity, you can book the best family-friendly Ashland 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 Ashland?

When you book a kid-friendly Ashland 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 Ashland?

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 Ashland with Travelocity. 

When is the cheapest time to go to Ashland with your family?

The cheapest time to visit Ashland is usually .

When is the best time to go to Ashland with your kids?

The most popular months are and are great for booking in at a Ashland 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 Ashland 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.

Package deals, things to do & more in Ashland

Recent Ashland Hotel Reviews By Fellow Wanderers

Ashland Springs Hotel

5 out of 5

Posted 13 hours ago

Travelocity Verified Review

"I liked how close it was to the theaters for the Shakespeare festival. I liked having a place for my car and being in walking distance for the local restaurants. The restaurant at the hotel was excellent. It was also wonderful to have a refrigerator in my room. "

A verified traveler stayed at Ashland Springs Hotel

Lithia Springs Resort

5 out of 5

Posted 2 days ago

Travelocity Verified Review

"Everything was excellent except that the staff at breakfast was a little aggressive about food vouchers for hot food. Yes, the resort charges $18 per person if you want hot breakfast that includes eggs, like boiled or scrambled, and bacon. Otherwise you get just the cold breakfast that includes yogurt, cereal, toast, fruits, juice and coffee or tea. "

A verified traveler stayed at Lithia Springs Resort

Stratford Inn

5 out of 5

Posted 3 days ago

Travelocity Verified Review

"This is a great property to stay at if you are visiting the Shakespear Festival - it is walkable and close to shopping and restaurants. Check in was very easy - great staff - nice breakfast buffet - easy parking. The air conditioning was a bit loud and rumbled at times but it didn't bother us too much. Suggest bringing your own pillow unless you like firm standard size pillows. Other than that - we will most likely choose this hotel again next time we are in town."

A verified traveler stayed at Stratford Inn