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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.
Elegance awaits you at Ashland's newest romantic Inn. Built in 1901 this charming Victorian has been completely renovated. You will find 5 luxury suites, each featuring a king size bed, marble firplace, spacious spa tub and large open glass shower. Enjoy the soft towels and bathrobes, and then slip into the finest bed linens for a peaceful night's sleep. Full breakfasts are provided, as well as complimentary in room treats...
Nestled around a central courtyard, Abbott's Cottages offer delightful accomodations ranging from a charming one room studio to a spacious three bedroom house. . .
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.
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’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 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.
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 . . .
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!
The Ashland Super 8 Motel has the finest economy lodging in Ashland. Some of our amenities include: Free Continental Breakfast, Indoor Heated Swimming Pool, Deluxe Cable TV with 67 channels including; Showtime, Stars, Encore, and Disney, Guest Laundry Facilities, In Room Safes, 24 Hour Front Desk, Discounts at Nearby Restaurants, Clean and Comfortable Air-Conditioned rooms, and a very Friendly and Attentive Staff...
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 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!
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!
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.
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.
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.
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.
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
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 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.
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
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
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.
Our Waterfront House is wonderful for family reunions and weddings. Plus our, Cabins, Cottages, Yurts, RV and Tent sites or Motel Rooms, located in the Oregon Coast Range just minutes from the Coastline of Reedsport provide great lodging on a gorgeous recreation lake.
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.
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...
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
It doesn’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, you’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.
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.
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.
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.
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.
The Manor Motel is a quaint 40’s style motel located in a quiet garden setting. Originally, the motel was a 1940’s auto court with it’s own distinctive style...
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 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
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.
Nestled nearly a mile high in the Cascades just east of Ashland, 440 acre Willow-Witt Ranch is the hidden jewel of Southern Oregon.
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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Hours of Operation: 9am - 5pm, Monday through Friday
