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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.

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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. . .

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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.

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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.

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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.

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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 . . .

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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!

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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.

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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!

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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!

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BookStayHop

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.

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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.

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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.

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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.

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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.

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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.

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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.

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Journey To and Fro Travel

Travel Planning and Consulting

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Lake of the Woods

The perfect getaway! This high mountain lake resort sits beside one of the most beautiful and rare natural lakes found in the Southern Oregon Cascades. Amidst majestic firs and lofty pines one can enjoy a variety of outdoor recreational activities... summer & winter! We currently have 26 Cabins and 27 Rv sites. Visit our website at www.lakeofthewoodsresort.com

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Lithia Springs Resort & Wine Garden

Lithia Springs Resort - Relax. Soak. Dream. Stay in Ashland Oregon's only Luxury Hotel with in-room hot springs baths, HDTV, and WiFi.

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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.

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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!

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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.

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Paschal Winery and Vineyard

PASCHAL WINERY AND VINEYARD was started in 1990 by Roy Paschal and reflects the love for his family and for the beautifully-handcrafted artisan wines that bear the Paschal family label. When visiting, be sure and take notice of 5 new acres planted to Tempranillo, Malbec and Cabernet Sauvignon plus expanded Pinot Noir and Syrah plantings...

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Plaza Inn & Suites at Ashland Creek

Nestled in the heart of downtown Ashland you will find the area's premier lodging facility. Plaza Inn & Suites at Ashland Creek. We offer guests a unique experience they won't soon forget! With elegant furnishings and charming atmosphere, the 91 room upscale property will couple small town hospitality with the sophistication and culture Ashland has become world famous for.

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Prospect Historic Hotel-Motel and Dinner House

Crater Lake National Park’s closest full service town is showcased by the nationally registered Prospect Historic Hotel-Motel and Dinner House.

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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.

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Silver Frog Guesthouse

Cozy Guesthouse walkable 3 blocks to downtown Ashland shops, dining and entertainment.

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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!

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Swank House

Stay Rogue offers a collection of high design and welcoming vacation rentals in Ashland. Ranging from downtown to expansive valley views, you will find us at the intersection of modern luxury and cozy comforts. Your Ashland story starts here.

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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.

Travel Southern Oregon

Travel Southern Oregon

Travel Southern Oregon is the regional tourism development manager for the southern half of the Oregon. This 36 year old organization covers Douglas, Josephine, Jackson, Klamath and Lake Counties by supporting communities with assistance in tourism economic development

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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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Willow Witt Ranch

Nestled nearly a mile high in the Cascades just east of Ashland, 440 acre Willow-Witt Ranch is the hidden jewel of Southern Oregon.

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Winchester Inn

What do you get when you blend history, romance, with comfort, charm and culinary expertise? You get The Winchester Country Inn. On the National Registry of Historical Places, the Inn has been written up in the "Best Places to Kiss" and the rooms have been called " a wonderful fusion of Victorian charm with modern sensibilites."

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