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Featured Ashland Family Hotels

Ashland Hills Hotel & Suites
2525 Ashland St, Ashland, OR
Fully refundableReserve now, pay when you stay
Stay at this 3-star ski hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in ...

Plaza Inn & Suites at Ashland Creek
98 Central Ave, Ashland, OR
Fully refundableReserve now, pay when you stay
Stay at this 3-star business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

Cedarwood Inn of Ashland
Siskiyou Blvd, 1801, Ashland, OR
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Ashland. Enjoy free WiFi, free parking, and a sauna. Our guests praise the helpful staff in our reviews. Popular ...

Best Western Windsor Inn
2520 Ashland St, Ashland, OR
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

Callahan's Mountain Lodge
7100 Old Highway 99 South, Ashland, OR
Fully refundableReserve now, pay when you stay
Stay at this 3-star family-friendly lodge in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in ...

Timbers INN and Suites
1450 Ashland Street, Ashland, OR
Fully refundableReserve now, pay when you stay
Stay at this motel in Ashland. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...

Stratford Inn
555 Siskiyou Blvd, Ashland, OR
Book a stay at this business-friendly hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool ...

Flagship Inn of Ashland
1193 Siskiyou Blvd, Ashland, OR
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful ...

Comfort Inn & Suites Ashland
434 S. Valley View Rd., Ashland, OR
Fully refundable
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

Lithia Springs Resort
2165 W Jackson Rd, Ashland, OR
Fully refundableReserve now, pay when you stay
Stay at this 3-star B&B in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...

Scottish Inn
2359 Ashland Street, Ashland, OR
Fully refundableReserve now, pay when you stay
Stay at this hotel in Ashland. Enjoy free WiFi, free parking, and room service. Our guests praise the property condition in our reviews. Popular attractions ...

Holiday Inn Express & Suites Ashland by IHG
565 Clover Lane, Ashland, OR
Fully refundable
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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

Ashland Hills Hotel & Suites
2525 Ashland St, Ashland, OR
Stay at this 3-star ski hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in ...
9/10 Wonderful! (1,454 reviews)
"3rd time staying here, a bit outdated but always a great option for the price!"
Reviewed on Apr 1, 2025

Comfort Inn & Suites Ashland
434 S. Valley View Rd., Ashland, OR
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,004 reviews)
Just What We Needed
"We had been on the road all day and were very tired. Check in was easy, the room clean and comfortable and I really enjoyed the pool and spa the next morning. Better than average breakfast, too, and the coffee was great. Everything we wanted/needed."
Reviewed on Apr 1, 2025

Cedarwood Inn of Ashland
Siskiyou Blvd, 1801, Ashland, OR
Book a stay at this business-friendly hotel in Ashland. Enjoy free WiFi, free parking, and a sauna. Our guests praise the helpful staff in our reviews. Popular ...
7.2/10 Good! (997 reviews)
"Steam room was awesome , pool was nice, breakfast was good , bathroom needed update and cleaned"
Reviewed on Feb 16, 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 Connecting Rooms in Ashland

Ashland Hills Hotel & Suites
2525 Ashland St, Ashland, OR
Stay at this 3-star ski hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in ...

The Bard's Inn, BW Signature Collection by Best Western
132 N Main Street, Ashland, OR
Stay at this hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...

Best Western Windsor Inn
2520 Ashland St, Ashland, OR
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
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 by Star Rating
More Hotel Options
- Hotels with Free Parking in Ashland
- Apartment Hotel in Ashland
- Romantic Hotels in Ashland
- Hotels with Hot Tubs in Ashland
- Pet-friendly Hotels in Ashland
- Luxury Hotels in Ashland
- Hotels with a Pool in Ashland
- Winery Hotels in Ashland
- Resorts & Hotels with Spas in Ashland
- Hotel Wedding Venues in Ashland
Top Points of Interests in Ashland
- Hotels near Oregon Shakespeare Festival
- Hotels near Southern Oregon University
- Hotels near Mount Ashland Ski Area
- Hotels near Lithia Park
- Hotels near Allen Elizabethan Theatre
- Hotels near Howard Prairie Lake
- Hotels near Ashland Library
- Hotels near Oregon Cabaret Theatre
- Hotels near Emigrant Lake
- Hotels near North Mountain Park
- Hotels near Angus Bowmer Theatre
- Hotels near Tashi Choling Buddhist Center
- Hotels near Thomas Theatre
- Hotels near ScienceWorks Hands-On Museum
- Hotels near Bull Gap Lower Trailhead
- Hotels near Windsor Ski Lift
- Hotels near Lithia Artisans Market
- Hotels near Schneider Museum of Art
- Hotels near Comer Ski Lift
Cities near Ashland
- Medford Hotels (12.11 mi)
- Klamath Falls Hotels (47.72 mi)
- Northern California Hotels (250.8 mi)
- Yreka Hotels (32.24 mi)
- Central Point Hotels (16.13 mi)
- Chiloquin Hotels (50.61 mi)
- Jacksonville Hotels (15.24 mi)
- Eagle Point Hotels (19.58 mi)
- Prospect Hotels (39.95 mi)
- Cave Junction Hotels (47.86 mi)
- Shady Cove Hotels (29.31 mi)
- White City Hotels (17.37 mi)
- Trail Hotels (31.54 mi)
- Gold Hill Hotels (23.64 mi)
- Fort Klamath Hotels (50.57 mi)
- Talent Hotels (5.1 mi)
- Southern Oregon Hotels (43.52 mi)
- Pacific Northwest Hotels (626.81 mi)
- Western United States Hotels (507.37 mi)
- Phoenix Hotels (7.61 mi)
Car Rentals Near Ashland
- Car rentals in Medford
- Car rentals in Klamath Falls
- Car rentals in Northern California
- Car rentals in Yreka
- Car rentals in Central Point
- Car rentals in Chiloquin
- Car rentals in Jacksonville
- Car rentals in Eagle Point
- Car rentals in Prospect
- Car rentals in Cave Junction
- Car rentals in Shady Cove
- Car rentals in White City
- Car rentals in Trail
- Car rentals in Gold Hill
- Car rentals in Fort Klamath
- Car rentals in Talent
Top Family Hotel Destinations
- Las Vegas Family Hotels
- Arcade Family Hotels
- Branson Family Hotels
- Biloxi Family Hotels
- Ocean City Family Hotels
- Orlando Family Hotels
- Buffalo Family Hotels
- Reno Family Hotels
- Colorado Springs Family Hotels
- Phoenix Family Hotels
- Niagara Falls Family Hotels
- New York Family Hotels
- Whistler Family Hotels
- Houston Family Hotels
- Fort Walton Beach Family Hotels
- Pensacola Beach Family Hotels
- Tampa Family Hotels
- Myrtle Beach Family Hotels
- Miami Beach Family Hotels
- Birmingham Family Hotels
Top Booked Hotels in Ashland
- Ashland Springs Hotel
- Stratford Inn
- Ashland Hills Hotel & Suites
- Comfort Inn & Suites Ashland
- Plaza Inn & Suites at Ashland Creek
- Lithia Springs Resort
- Flagship Inn of Ashland
- Holiday Inn Express & Suites Ashland by IHG
- Best Western Windsor Inn
- Callahan's Mountain Lodge
- The Bard's Inn, BW Signature Collection by Best Western
- Timbers INN and Suites
- Relax Inn At Ashland