August 13, 2021 Update: Masks required in all indoor and outdoor public spaces in Oregon, regardless of vaccination status. For more information, click here
2nd Street Cottages is located on a quiet side street in the historic and lovely Railroad District. This is the perfect location providing all of the comforts and charm of a historic (renovated) home and the option of not having to drive to experience all that downtown Ashland has to offer. Just two short blocks to theatres, unique shops, world class dining, art galleries, tasting rooms, day spas, entertainment and people watching.
Perfect for individuals, families, small or large groups. Three units w/kitchen, common area, A/C, WiFi, parking, laundry, and patios. Private, family rooms, and dorms. Mtn. views; walk to downtown/OSF. A relaxing, affordable option.
The new owner of Ashland's Main Street Inn intends to continue to offer top-quality travelers accommodations. Two spacious suites with full kitchens provide luxury and comfort in the elegant 1883 Victorian located two blocks from the Plaza.
It doesnâ€™t get closer to OSF than this! Enjoy a relaxing getaway at the Pioneer House. Originally built in 1904, this historic home is one one of three located on the property. Just one block from the theatre, youâ€™ll also have easy access to dining, wine tasting, and shopping. Private, off street parking makes this home extra special in a charming downtown neighborhood.
Celebrate the grand opening of Ashland's First Eco-boutique Inn! This historic home, built by one of Ashland's founders, is located one block off of the business district and four blocks from Shakespeare.
Weisinger's of Ashland is a family owned and operated winery situated on a hill overlooking the Rogue Valley. Founder, John Weisinger, was a pioneer in developing the Rogue Valley as awine producing region. His son, our Winemaker, Eric Weisinger, joins him today. Together their emphasis is on quality and capturing the finest character from the fruit grown in the Rogue Valley Appellation of Southern Oregon.