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

3.0 star property
Ashland
8.8 out of 10, Excellent, (1167)
"Beautiful place to stay "
United States
Daniel
The price is AED 377
AED 438 total
includes taxes & fees
16 Dec - 17 Dec
Callahan's Mountain Lodge
Winery
Lithia Springs Resort

Lithia Springs Resort

3.0 star property
Ashland
9.4 out of 10, Exceptional, (1003)
"Our stay was magical!"
United States
Maryah
The price is AED 352
AED 430 total
includes taxes & fees
10 Dec - 11 Dec
Lithia Springs Resort
Exterior
Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

2.5 star property
Ashland
8.6 out of 10, Excellent, (1003)
"Clean, great pool, super friendly staff. "
United States
Scott
The price is AED 300
AED 305 total
includes taxes & fees
8 Jan - 9 January 2026
Comfort Inn & Suites Ashland
Lobby sitting area
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3.0 star property
Ashland
9.0 out of 10, Wonderful, (1497)
"A very great stay with our two dogs！"
United States
Yaolin
The price is AED 329
AED 408 total
includes taxes & fees
1 Jan - 2 January 2026
Ashland Hills Hotel & Suites
Garden
Ashland Springs Hotel

Ashland Springs Hotel

3.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (1006)
"Charming historic hotel in downtown Ashland! Beautifully decorated, comfortable and well located. Restaurants and shopping galore. Theaters and playhouses all within a few blocks. We loved it!"
United States
Holly
The price is AED 319
AED 411 total
includes taxes & fees
17 Dec - 18 Dec
Ashland Springs Hotel
Lobby
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, (1004)
"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 AED 386
AED 430 total
includes taxes & fees
14 Dec - 15 Dec
The Bard's Inn, BW Signature Collection by Best Western
Outdoor dining
Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek

3.0 star property
Ashland
8.8 out of 10, Excellent, (1002)
"Staff was very helpful and kind. Room was very clean and location fit well for this trip."
United States
jennifer
Plaza Inn & Suites at Ashland Creek
1 bedroom, in-room safe, desk, iron/ironing board
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )

Charming well appointed Cottage in Ashland ( 800 + sq. ft. )

Ashland
10.0 out of 10, Exceptional, (18)
"Wonderful location, well appointed place very quiet, beautifully located, and very special place on the farm"
United States
Greg M.
The price is AED 290
AED 656 total
includes taxes & fees
11 Dec - 12 Dec
Charming well appointed Cottage in Ashland ( 800 + sq. ft. )
Terrace/patio
Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette.

Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette.

Ashland
10.0 out of 10, Exceptional, (31)
"Our stay was amazing everything"
United States
annie t.
The price is AED 526
AED 940 total
includes taxes & fees
10 Dec - 11 Dec
Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette.
Exterior detail
Cozy Ashland Studio: King Bed, 1 mile from Plaza!

Cozy Ashland Studio: King Bed, 1 mile from Plaza!

Ashland
10.0 out of 10, Exceptional, (25)
"Just what was advertised. Cozy."
United States
Weston C.
The price is AED 294
AED 743 total
includes taxes & fees
10 Dec - 11 Dec
Cozy Ashland Studio: King Bed, 1 mile from Plaza!
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

Ashland Springs Hotel

Ashland Springs Hotel

10/10 Excellent
"We enjoyed our visit immensely. The room isn’t designed for someone who wants to work from their room, but it was perfect for a vacation. The room was beautiful, the service was great, the restaurant was delicious. We were blocks from the Shakespeare festival and steps from several great restaurants and amazing shops. "
Cynthia 4-night trip
Posted 2 days ago
Ashland Springs Hotel

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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 Allen Elizabethan Theatre, Thomas Theatre, and Oregon Shakespeare Festival. Make sure you have lots of time for activities like Ashland Library and Mount Ashland Ski Area.