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.
Built in 1904, Abigail's offers original Craftsman details, comfortable period-appointed rooms, colorful gardens and a relaxing front porch. Abigail’s is ideally located within walking distance of downtown Ashland; the Oregon Shakespeare Festival theaters; boutique shops, restaurants, Lithia Park and Ashland Creek.
Come see why our guests say, "the best keeps getting better."
Walk to theaters and Ashland’s historic downtown. A warm welcome greets you at the Chanticleer Inn, a top-rated 1920 Craftsman in a quiet neighborhood; surrounded by secluded gardens. Enjoy gourmet breakfasts, organic shade-grown coffee, lots of cookies, AC, free WiFi, all ensuite bathrooms, fragrance-free products, and much more! Some rooms are dog-friendly.
Ashland Commons - Groups, Families, Hostel
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.
Located in the heart of downtown Ashland, this historic landmark offers 70 tastefully appointed guest rooms with all modern amenities, complimentary breakfast & parking, restaurant, spa & salon. Hotel’s charming banquet spaces are perfect for your wedding, corporate meeting or any social gathering. Offering off site catering!
Awarded second place in Oregon Business Magazine’s 100 Best Fan-Favorite Destinations for 2016-2017 and winner of Trip Advisor’s Certified of Excellence the past three years in a row, the Bayberry Inn is a family-run, pet-friendly Ashland B&B located within a few short blocks of downtown Ashland. We serve gourmet breakfast and homemade baked goods daily with our fresh roasted Bayberry-blend artisan coffee. We also provide complimentary port and sherry in the evenings for our guests. Come see us!
Located adjacent to the historic Railroad district on a side street four blocks from the Oregon Shakespeare Festival, Blue Moon Bed and Breakfast offers escape from busy downtown Ashland, yet is only a five minute walk to dining, shopping and the theatres . This restored 1890's farmhouse is an ideal temporary home for visitors to the stunning Pacific Northwest.
Buckhorn Springs is a peaceful, rustic retreat center owned and operated for since 1989 by the Sargent family.
Just one block from the Oregon Shakespeare Festival in the heart of downtown The Columbia charms guests with its skylit lobby, beautiful woodwork, organic locally-roasted coffee and aromatic teas, thoughtful touches, and outstanding location.
Only 2 miles from downtown, enjoy suites and rooms nestled on 5 acres on the hillside, with beautiful gardens, stunning mountain views, a heated pool, hiking trails, gourmet breakfasts, seasonal outdoor music concerts, and so much more. Enjoy all that downtown Ashland has to offer, then retreat to a beautiful country setting only minutes away. Country Willows Inn is proud to offer the most exceptional bed and breakfast experience in Ashland!
DeLaunay House - Location Location! Just a block from town and Shakespeare. Enjoy this historic craftsman style bungalow with fully equipped cooking facilities, mountain views, and lovely front porch. Families welcome! Sleeps up to 15
The Iris Inn has been welcoming guests since 1982. In a peaceful setting, a short stroll from town, guests are invited to enjoy the spacious gardens surrounding the inn.
The Jacksonville Inn is a historic bed and breakfast inn, restaurant, and wine shop located in the heart of the National Historic Landmark town of Jacksonville, Oregon.
Travel Planning and Consulting
Just one block from the acclaimed Oregon Shakespeare Festival, our lovingly restored Italianate mansion offers luxurious accommodations in Victorian inspired suites and guestrooms.
Hospitality at its finest. We want your stay at Oak Hill to be perfect. Join us in Ashland for culinary delights, welcoming friendship and a relaxing stay. Oak Hill combines amazing breakfasts and delectable afternoon treats with a relaxing, quiet location and convenient access to downtown Ashland.
Just a block to downtown, Oak Street Cottages are Ashland's very first vacation rental, now 20 years being "Ashland's Favorite Family Inn" Rent one cottage or all four!
Conveniently located across from Southern Oregon University, Palm Cottages offer the opportunity to step outside of the ordinary. Guests enjoy award-winning gardens, mature trees, and lawn seating areas that are as welcoming as they are comfortable.
Ashland's ultimate lodging & dining experience. Built-in 1900 and originally known as The Peerless Rooms, The Peerless Hotel in Ashland Oregon has been lovingly restored and is included in the National Register of Historic Places. The Inn is featured in the Best-Selling Books “1,000 Places To See Before You Die” and in 2017 was named one of the “10 BEST WINE COUNTRY HOTELS” in the United States by USA TODAY. With just 6 rooms, we pride ourselves on offering our guests the privacy and elegance of
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.
A 6 room bed and breakfast in a quiet residential area above the boulevard; spacious rooms with king beds and private baths. Some with jacuzzi and fireplaces. Large outdoor garden with swimming pool and hammock.
Stay Ashland - Ashland's Bed & Breakfast Network
Ashland’s Bed & Breakfast Network is a free reservation referral service provided by an association of more than 20 inns for visitors to Ashland, Oregon. The ABBN member innkeepers have met the high standards set for membership and demanded by our guests. On our member page, we invite you watch our short video because we love sharing our town with you!
The Ashland Hostel provides clean, friendly and economical accommodations in an historic home just two blocks from restaurants, shops and the Oregon’s famous Shakespeare Festival theatres.
A full service travel agent for The Travel Society-A Virtuoso Member. Air, hotel, cruise, car, tours, adventure travel and foreign independent travel. Full service agency.
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.
