2nd Street Cottages

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.

Abigail's Bed & Breakfast Inn

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.

Arden Forest Inn

Come see why our guests say, "the best keeps getting better."

Ashland Chanticleer Inn

All rooms offer beautiful views of the Cascades or open onto a peaceful terraced rock garden. Guest rooms are quiet, comfortably appointed with en-suite bathrooms, individually controlled heat and air conditioning, bathrobes, hair dryers, reading lamps, telephones, televisions with DVDs. Wireless Internet connection is also available throughout the inn and gardens.

Ashland Commons

Ashland Commons, since 1998, offers very affordable, clean, comfortable lodging in a quiet neighborhood within walking distance to downtown and theaters. With mountain views and outdoor areas the Commons provides a relaxing setting for individuals, families, and groups.

Ashland Lodging Association

Ashland Lodging Association is an association of 48 licensed Hotels, Motels, Bed & Breakfast, Inns, Cottages, Vacation Rentals, Guest Houses and Travelers’ Accommodation in the beautiful city of Ashland, the home of Oregon Shakespeare Festival, in Southern Oregon.

Ashland Springs Hotel

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!

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!

Bayberry Inn

The Bayberry Inn is under new ownership and has been updated with newly decorated rooms for your upmost comfort. A short walk to the Oregon Shakespeare Festival and downtown Ashland, the Inn has 6 bedrooms and sleeps up to 14 people. A gourmet breakfast is served daily at 9:00 by chef Josh, using only the freshest locally grown organic products. We will do our upmost to accommodate dietary concerns. Baked items are served every afternoon and port & sherry each evening.

Beau Soleil Vacation House

STAY IN THE HEART OF THE RAILROAD DISTRICT!

Blue Moon Bed and Breakfast

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 Inn

Buckhorn Springs is a peaceful, rustic retreat center owned and operated for since 1989 by the Sargent family.

Country Willows B&B

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

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

Iris Inn

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.

Jacksonville 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.

Journey To and Fro Travel

Travel Planning and Consulting

Nightingales Inn

Lodging, Travel and Tourism Bed and Breakfast

Oak Hill Bed & Breakfast

Warm and friendly B&B in private surroundings providing inspired breakfasts and attention to detail that will enhance your stay.

Oak Street Cottages

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!

Romeo Inn Bed and Breakfast

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.

The Ashland Hostel

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.

The Cycle Hostel

The Cycle Hostel, located in a charming historic home with superb location provides you with the complete Ashland experience. Private cottage studio with full kitchen, bedroom, and bathroom. A main house offering a private room, shared general quarters, full kitchen, living room, WIFI, A/C, front porch and backyard deck. The Cycle Hostel offers the most affordable lodging in Ashland, OR.

Tom Smith Travel

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 Family Winery

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.

Ashland Hills Hotel & Suites
Oregon Cabaret Theatre
Callahan's Mountain Lodge
Britt Arts & Music Festival
Gateway Tout
AIFF Tout
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