Book Kid-Friendly Hotels in Ashland from $69

Name: Cedarwood Inn of Ashland
Price range: $90 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 refundable

$104 nightly

$117 total

Nov 10 - Nov 11

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, ...

9.2/10 Wonderful! (1,587 reviews)

I frequently stay here. It has everything I need for a comfortable stay.

Reviewed on Oct 21, 2025

Best Western Windsor Inn

2520 Ashland St, Ashland, OR

Fully refundableReserve now, pay when you stay

$98 nightly

$109 total

Nov 1 - Nov 2

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! (1,012 reviews)

Very picturesque, large hotel, huge breakfast room, nice swimming pool, lots of parking, just off I5, the only downsides were no mini-fridge or microwave in the rooms,

Reviewed on Oct 18, 2025

Ashland Hills Hotel & Suites

2525 Ashland St, Ashland, OR

Fully refundableReserve now, pay when you stay

$138 nightly

$154 total

Oct 26 - Oct 27

Total with 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! (1,494 reviews)

The front desk staff was exceptionally nice. Parking lot and self parking great. Property was clean. This is definitely a VINTAGE hotel. Design from the 1968-1975 timeframe. I believe rather than remodel things, they designed the hotel around this 1970s vintage theme. For example our bathroom had ...

Reviewed on Oct 18, 2025

Plaza Inn & Suites at Ashland Creek

98 Central Ave, Ashland, OR

Fully refundableReserve now, pay when you stay

$129 nightly

$144 total

Nov 1 - Nov 2

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 ...

8.6/10 Excellent! (1,014 reviews)

The room was large and clean and air conditioner. Well. Breakfast with some healthy options. The classes is close to downtown. It was very safe.

Reviewed on Oct 21, 2025

Callahan's Mountain Lodge

7100 Old Highway 99 South, Ashland, OR

Fully refundableReserve now, pay when you stay

$129 nightly

$131 total

Nov 23 - Nov 24

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 ...

8.6/10 Excellent! (1,171 reviews)

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

Travelers say...

Beautiful balcony view. The hot tub and fireplace were in great working order. The room was very spacious , with a separate kitchen/living area and bedroom. They provided everything we needed for a quiet romantic getaway.

Reviewed on Oct 21, 2025

Flagship Inn of Ashland

1193 Siskiyou Blvd, Ashland, OR

Fully refundableReserve now, pay when you stay

$61 nightly

$69 total

Nov 12 - Nov 13

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! (1,104 reviews)

Easy check-in and check out, room was clean and comfortable, and breakfast was surprisingly good for such a small property.

Reviewed on Oct 17, 2025

Timbers INN and Suites

1450 Ashland Street, Ashland, OR

Fully refundableReserve now, pay when you stay

$70 nightly

$78 total

Oct 27 - Oct 28

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 ...

8.4/10 Very Good! (1,013 reviews)

This is my second stay here and it was great. Very convenient, the staff was friendly, the room was clean and comfortable. I look forward to coming back next year!

Reviewed on Oct 23, 2025

Cedarwood Inn of Ashland

Siskiyou Blvd, 1801, Ashland, OR

Fully refundableReserve now, pay when you stay

$80 nightly

$90 total

Nov 2 - Nov 3

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 ...

7.2/10 Good! (1,012 reviews)

Room was never serviced over 3 night stay. The renovations were nice and you can't beat the price for the area. I'd stay again.

Reviewed on Oct 15, 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

$134 nightly

$136 total

Nov 4 - Nov 5

Total with taxes and fees

9.4/10 Exceptional! (1,003 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 $69 per night. Our prices range up $154 per night if you want to enjoy the high life.

How many family-friendly hotels are there in Ashland?

With over 754 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.