Search Family-Friendly Hotels in Ashland

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Check availability on Ashland Family-Friendly Hotels

Tonight
29 Dec - 30 Dec
Tomorrow
30 Dec - 31 Dec
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Ashland family-friendly hotels

Games room
Callahan's Mountain Lodge

Callahan's Mountain Lodge

Callahan's Mountain Lodge
3.0 star property
Ashland
8.8 out of 10, Excellent, (1173)
"Very friendly staff in a gorgeous setting! "
United States
Patrick
The price is ฿3,212
฿3,726 total
includes taxes & fees
8 Jan - 9 Jan 2026
Callahan's Mountain Lodge
Garden
Ashland Springs Hotel

Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (1002)
"Small room but wonderful view and comfortable bed. "
United States
Jessica
The price is ฿2,698
฿3,473 total
includes taxes & fees
4 Jan - 5 Jan 2026
Ashland Springs Hotel
Winery
Lithia Springs Resort

Lithia Springs Resort

Lithia Springs Resort
3.0 star property
Ashland
9.4 out of 10, Exceptional, (1000)
"Great stay, the room was great, very clean and bright. The breakfast buffet was awesome, also!"
United States
Denis
The price is ฿2,911
฿3,575 total
includes taxes & fees
4 Jan - 5 Jan 2026
Lithia Springs Resort
Exterior
Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
2.5 star property
Ashland
8.8 out of 10, Excellent, (1012)
"Staff was excellent and very nice and room was clean and location is good Town is very cool 👍"
United States
Thomas
The price is ฿2,510
฿2,547 total
includes taxes & fees
25 Jan - 26 Jan 2026
Comfort Inn & Suites Ashland
Lobby sitting area
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
3.0 star property
Ashland
8.8 out of 10, Excellent, (1500)
"What a great place to stay"
United States
christine
The price is ฿2,781
฿3,449 total
includes taxes & fees
1 Jan - 2 Jan 2026
Ashland Hills Hotel & Suites
Lobby
The Bard's Inn, BW Signature Collection by Best Western

The Bard's Inn, BW Signature Collection by Best Western

The Bard's Inn, BW Signature Collection by Best Western
2.5 star property
Historic Downtown District
8.6 out of 10, Excellent, (1001)
"The Bards Inn is lovely with each room themed after a Shakespe Play. Location is excellent just at the top of Main St. I can highly recommend this hotel"
United States
Suzanne
The price is ฿3,259
฿3,634 total
includes taxes & fees
11 Jan - 12 Jan 2026
The Bard's Inn, BW Signature Collection by Best Western
Free daily full breakfast
Country Willows Inn and Estate

Country Willows Inn and Estate

Country Willows Inn and Estate
4.0 star property
Ashland
9.8 out of 10, Exceptional, (33)
"Beautiful setting close to downtown. Pool is marvelous!"
United States
Carol
Country Willows Inn and Estate
Outdoor dining
Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek
3.0 star property
Ashland
8.8 out of 10, Excellent, (1001)
"Nice stay again in Ashland amazing location for food and shopping! Love the local vibe. Comfortable bed and simple breakfast to start the day off right! "
United States
Brian
Plaza Inn & Suites at Ashland Creek
Honeymoon Suite #7, 1 Queen Bed, Jetted Tub, Mountain Views | Premium bedding, pillow-top beds, individually decorated
The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges
2.0 star property
Historic Railroad District
9.6 out of 10, Exceptional, (95)
"A lovely spot to stay! Our room was beautifully furnished and cozy with a historic charm. The outdoor balcony was a great way to wake up with a cup of coffee. Within walking distance of the theaters and downtown. "
United States
Matthew
The Peerless Hotel by WanderLodges
Hobart Peak | Terrace/patio
Green Springs Inn

Green Springs Inn

Green Springs Inn
2.0 star property
Ashland
9.4 out of 10, Exceptional, (109)
"Beautiful surroundings and hassle free check in. "
United States
Lynnesa
The price is ฿2,933
฿3,764 total
includes taxes & fees
4 Jan - 5 Jan 2026
Green Springs Inn
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

Cedarwood Inn of Ashland

Cedarwood Inn of Ashland

10/10 Excellent
"We’ve stayed here twice. Nice place for reasonable price."
Mai 1-night trip
Posted 2 months ago
Cedarwood Inn of Ashland

Frequently asked questions

What's Ashland like for family-friendly holidays?
The welcoming destination of Ashland is a good choice if you've been considering a getaway with your children. The entertainment, festivals 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 Medford, OR (MFR-Rogue Valley Intl.), which is located 14.4 mi (23.3 km) from the city centre.
What's the best family accommodation in Ashland?
Lithia Springs Resort is a B&B with an outdoor pool and free parking, and it's a top choice on Expedia for families. Other good choices to stay with the children include Plaza Inn & Suites at Ashland Creek and Callahan's Mountain Lodge.
When's the best time to book a family-friendly holiday in Ashland?
The hottest months are usually August and July, with an average temperature of 18°C, while the coldest months are December and January, with an average of 3°C. Average annual precipitation for Ashland is 850 mm.
What's there to see and do with your family in Ashland?
While you and your family are visiting Ashland, you may want to explore some child-friendly attractions such as Allen Elizabethan Theatre, Oregon Shakespeare Festival and Oregon Cabaret Theatre. Make sure that you have lots of time for activities such as Mount Ashland Ski Area and Angus Bowmer Theatre.