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. . .

Pet Friendly

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.

Pet Friendly

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 . . .

Food
Pet Friendly
Gifts
Restaurant

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!

Pet Friendly
Restaurant

Bayberry Inn

A Retreat for All your Senses. This beautiful award-winning, Aesthetic Boutique B&B, is a 1920s Craftsman-style home. Offering all of today’s amenities while maintaining Ashland’s historic charm. Adorned with antiques and One-of-a-Kind works of art. Your accommodations include -beautiful comfortable rooms with private bathrooms, flat screen TVs with streaming services, Wi-Fi throughout, luxury BFF toiletries, USB chargers, ceiling fans, central heat/air, fresh robes, and more.

Pet Friendly

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.

Fireplace
Food
Beer & Wine
Full Bar
Live Music
Pet Friendly

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.

Pet Friendly

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.

Food
Beer & Wine
Full Bar
Pet Friendly
Gifts

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.

Pet Friendly

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!

Pet Friendly

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. The Oregon Shakespeare Festival is close-by (about 3 mins by car), making The Palm an ideal accommodation for travelers attending the plays as well as for those who desire unique style, complimentary wireless internet, effortless parking, and lush

Pet Friendly

Peerless Restaurant & Bar

The Peerless is a lively sophisticated neighborhood restaurant and wine/cocktail bar in the heart of Ashland’s Historic Railroad and Gallery District. The Peerless experience can be enjoyed in our stylish dining room, friendly & intimate bar or alfresco in our enchanting garden. Our dinner menu features an array of small plates, as well as steaks, chops, pastas and seafood's that capture the flavors of the seasons and the essence of the region.

Food
Beer & Wine
Full Bar
Pet Friendly
Restaurant

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.

Pet Friendly

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.

Beer & Wine
Full Bar
Pet Friendly
Located over 50 miles from Ashland

Swank House

CLASSY VIBES, LOCAL TOUCHES At every Swank House, your comfort is covered. Live it up with delightful touches around every corner — intentional, thoughtful, and locally-rooted in Ashland. 9 locations. Steps to Shakespeare theatre. Your Swank House awaits.

Pet Friendly

Timbers Inn & Suites

Pick of theatre goers for years! Clean, family-friendly, charming and affordable units. We have offered value in Ashland lodging for 50 years! Free Wi-Fi, continental breakfast, refrigerator, microwave, in-room coffee machines and pool. Walking distance to restaurants, bars and shopping. Across from Southern Oregon University dorms and approximately 1 mile from downtown Ashland and Oregon Shakespeare Festival. Book direct for a discounted rate.

Pet Friendly
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