Find Family Hotels in Ashland, OR

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Check availability on Ashland Family Hotels

Our top choices for Ashland family-friendly hotels

Game room
Callahan's Mountain Lodge

Callahan's Mountain Lodge

Callahan's Mountain Lodge
3.0 star property
Ashland
8.8 out of 10, Excellent, (1169)
"Beautiful place to stay "
United States
Daniel
The price is ₩151,613
₩176,053 total
includes taxes & fees
Dec 17 - Dec 18
Callahan's Mountain Lodge
Winery
Lithia Springs Resort

Lithia Springs Resort

Lithia Springs Resort
3.0 star property
Ashland
9.4 out of 10, Exceptional, (1005)
"Lovely room with jacuzzi bath, cozy fireplace and comfy bed. Nice tea time snacks, and beautiful outdoor areas. Very dog friendly. "
United States
hannelie
The price is ₩138,594
₩170,227 total
includes taxes & fees
Dec 16 - Dec 17
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, (1004)
"Staff was excellent and very nice and room was clean and location is good Town is very cool 👍"
United States
Thomas
The price is ₩123,359
₩125,209 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Comfort Inn & Suites Ashland
Garden
Ashland Springs Hotel

Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (1005)
"Small room but wonderful view and comfortable bed. "
United States
Jessica
The price is ₩128,457
₩165,385 total
includes taxes & fees
Dec 17 - Dec 18
Ashland Springs Hotel
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, (1009)
"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 ₩155,174
₩173,018 total
includes taxes & fees
Jan 2 - Jan 3, 2026
The Bard's Inn, BW Signature Collection by Best Western
Lobby sitting area
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
3.0 star property
Ashland
9.0 out of 10, Wonderful, (1499)
"A very great stay with our two dogs！"
United States
Yaolin
The price is ₩132,417
₩164,211 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Ashland Hills Hotel & Suites
Front of property
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, (1003)
"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
Luxury House, 2 Bedrooms, Bathtub, Garden Area | Private kitchen | Full-size fridge, microwave, oven, stovetop
Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (7)
"Great ~ memorable stay. "
United States
Melissa
The price is ₩182,201
₩399,225 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Barclay Klum House by WanderLodges
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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Family-friendly hotels with pools in Ashland

Standard Room, 2 Queen Beds, Non Smoking | Desk, blackout drapes, iron/ironing board, free WiFi
Cedarwood Inn of Ashland

Cedarwood Inn of Ashland

Cedarwood Inn of Ashland
2.0 star property
Ashland
7.4 out of 10, Good, (1002)
The price is ₩147,756
₩164,748 total
includes taxes & fees
Dec 16 - Dec 17
Cedarwood Inn of Ashland
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

Stratford Inn

Stratford Inn

10/10 Excellent
"The room was clean and spacious. The best thing about our visit was chatting with Cindy over breakfast. She is a gem!!! She gave us quite a few suggestions for places to visit, and we really enjoyed chatting with her. She’s an excellent asset to your hotel and a keeper! We shall return!"
Kathy 1-night trip
Posted 6 days ago
Stratford Inn

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Frequently asked questions

What's Ashland like for family-friendly vacations?
The welcoming destination of Ashland is a good choice if you've been considering a getaway with your kids. The entertainment, festivals, and hiking trails are just some of the things that make this an attractive family vacation spot. Take to the air and fly into Rogue Valley Intl. Airport (MFR), which is located 14.4 mi (23.3 km) from the city center.
What's the best hotel when traveling with kids to 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 kids include Plaza Inn & Suites at Ashland Creek and Callahan's Mountain Lodge.
When's the best time to book a family-friendly vacation in Ashland?
The hottest months are usually August and July with an average temp of 65°F, while the coldest months are December and January with an average of 37°F. Average annual precipitation for Ashland is 33 inches.
What's there to see and do with your family in Ashland?
While you and your family are visiting Ashland, you might want to check out some kid-friendly attractions such as Thomas Theatre, Oregon Shakespeare Festival, and Oregon Cabaret Theatre. Make sure you have lots of time for activities like Mount Ashland Ski Area and Allen Elizabethan Theatre.