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Featured Ashland Winery Hotels

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. ...

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 ...

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 ...

Ashland Springs Hotel
212 E Main St, Ashland, OR
Fully refundableReserve now, pay when you stay
Stay at this 3-star spa hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...

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 ...

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 ...

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 ...

The Bard's Inn, BW Signature Collection by Best Western
132 N Main Street, Ashland, OR
Fully refundableReserve now, pay when you stay
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 ...

Winchester Inn
35 S. 2nd St., Ashland, OR
Stay at this 3.5-star inn in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...

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 ...
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 in Ashland
- Family Hotels in Ashland
- 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
- 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 Winery Hotel Destinations
- Long Island Winery Hotels
- Niagara On The Lake Winery Hotels
- Charlottesville Winery Hotels
- Southern California Winery Hotels
- Upstate New York Winery Hotels
- Hudson Valley Winery Hotels
- Ensenada Winery Hotels
- Kansas City Winery Hotels
- Newport Winery Hotels
- San Luis Obispo Winery Hotels
- Dallas Winery Hotels
- San Diego Winery Hotels
- Lexington Winery Hotels
- Phoenix Winery Hotels
- Cleveland Winery Hotels
- Escondido Winery Hotels
- Chicago Winery Hotels
- Philadelphia Winery Hotels
- Nashville Winery Hotels
- Los Angeles Winery 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