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1900 The Guest Houses

The Historic ‘1900’ House and Guest House is the best of downtown Ashland. The house and guest house are located less than five blocks to the renowned Oregon Shakespearean Festival, Lithia Park, art galleries, retail stores and restaurants.

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.

Abbott's Cottages

Nestled around a central courtyard, Abbott's Cottages offer delightful accomodations ranging from a charming one room studio to a spacious three bedroom house. . .

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

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.

Ashland Cottages High St. & TCI

A beautiful, private retreat, in a great ‘walk to everything’ location. Our two bedroom cottages are incredibly clean, designed and handcrafted to enhance your stay and reflect the beauty of Ashland and the surrounding area. . .

Ashland Creek Inn

Ashland’s finest all-suite boutique hotel. Luxury suites featuring sitting rooms, private decks, and kitchenettes all overlooking Ashland Creek in a private park setting.

Ashland Econo Lodge & RV Park

42 guest rooms with microwave & fridge, $59 - $79. . .

Ashland Guest Cottages

Ashland Guest Cottages – New Premiere Travelers Accommodations. Nestled in the Historic District of Ashland, just 4 blocks from the heart of Downtown. A short walk away is the Oregon Shakespeare Festival Theaters, fine and casual dining, shopping, and beautiful Lithia Park! Licensed with Ashland.

Ashland Haus Retreat

This beautiful 10 foot ceiling home is ideal for your stay in Ashland. Our classic two bedroom one bath 1900s home has many new renovations (floors, appliances, furniture--). . .

Ashland Hills Hotel & Suites

Located on 14 acres the hotel boasts panoramic views of the surrounding mountains, intimate courtyard patio and spacious 2-room suites featuring: in room coffee and tea . . .

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 Tiny House Village

Ashland Tiny House Village's purpose is to: House women, children & families at risk of homelessness or homeless. To give them the safety net of stable housing along with the emotional, physical and financial support of a community.

Ashland's Main Street Inn

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.

Ashland's Timbers Motel

Ashland's Timbers Motel has been the pick of Theatre-goers & Southern Oregon University Parents and Students for over 40 years! It's pure comfort, Free Continental Breakfast, Free Wireless Internet, Extended Cable TV, Pool & Deck a variety of restaurants & coffee houses as well. Our rooms range from regular Queen rooms to King & 3 bed Family & Full Kitchen Suites!

Asurent Property Management

At Asurent Property Management, we strive to provide excellent service to both owners and tenants.

Bard's Inn

The Bard’s Inn first opened to guests in 1987. Over time, the property was expanded and renovated, and we now house four unique buildings — Verona, Sonnet, Juliet, and London. Each has been designed to fit every Ashland visitor’s unique needs.

Bayberry Inn

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!

Blue Moon

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.

bookAirHop

BookAirHop​ is Southern Oregon’s preferred vacation reservation company, providing online management for property owners and visibility for guests on more than 50 booking sites worldwide.

Buckhorn Springs Inn

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

Callahan's Siskiyou Lodge

Callahan’s Siskiyou Lodge is a full service lodging and dining resort nestled in a sylvan canyon of Southern Oregon's Siskiyou Mountains just off of Interstate 5! This enchanting high country restaurant and lodge is ten minutes south of Ashland, Oregon and offers 19 spacious hotel rooms with Jacuzzi tubs, wood-burning fireplaces and adjoining terraces.

Carlisle Garden Suites

Nine luxury cottages and suites surround an exquisite tranquil garden, just a block away from downtown. All our units have been recently updated and have private entrances, kitchenettes with cooktops, refrigerators and basic supplies, luxury baths, free WI-FI and TV, A/C, morning pastries and coffee, and free parking. We have Queen, and King and Twin bed options.

Columbia Hotel

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.

Comfort Inn & Suites

Two room suites,deluxe rooms with kitchens. Themed spa suites. Deluxe continental breakfast. 24 hour indoor pool and spa, fitness room. Two and half miles to downtown, shops, dining, Shakepeare and much more! Exit 19 off Interstate I-5. Come and see us and try our delicious homebaked cookies!

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!

Custom Travel Escapes

Custom Travel Escapes is a home based travel agency offering a world of endless travel possibilities. Whether you are planning a quick getaway or a trip around the world, I am here to help. . .

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

Friends of the Oregon Caves & Chateau

We are a non-profit organization cooperating with the National Park Service (NPS), bureau of the United States Department of Interior, in the preservation, stewardship and improvement of cultural and natural resources of the Oregon Caves National Monument. The Oregon Caves and the Chateau are unique assets of national significance that contribute to the identity and economic well-being of the local community.

Green Springs Inn & Cabins

Green Springs Inn & Cabins offers a sustainable getaway opportunity in a forested setting near the crest of the Southern Cascades. For a generation, Southern Oregonians and visitors from afar have made Green Springs Inn a breakfast, lunch and dinner destination.

Holiday Inn Express & Suites

Explore Lovely Ashland, Oregon from Hotel's Location . . .

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

McCall House

Just one block from the acclaimed Oregon Shakespeare Festival, our lovingly restored Italianate mansion offers luxurious accommodations in Victorian inspired suites and guestrooms.

Oak Hill Bed & Breakfast

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.

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!

Palm Cottages

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.

Peerless Hotel

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

RedTail Inn

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.

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.

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

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.

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.

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