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.

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.

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.

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.

Country Willows Inn & Estate

Country Willows Inn is a charming boutique Southern Oregon bed and breakfast located in Ashland, Oregon. We’re located on five scenic acres just two miles from downtown Ashland. The grounds at Country Willows Inn perfectly combine the historical country atmosphere with modern amenities. The grounds feature a seasonal heated pool, hiking trails, stunning mountain views, and beautiful gardens with koi ponds and a duck pond.

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.

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.

Silver Frog Guesthouse

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

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."