Bed and breakfast in Ashland, OR

This charming guesthouse is located in Ashland's Historic Downtown District, just a short walk from Lithia Park and Thomas Theatre, with the Oregon Shakespeare Festival and Oregon Cabaret Theatre a 10-minute walk away. The B&B has consistently received excellent ratings for its location, cleanliness, and overall experience.
The guest house features a shared space with a coffee/tea station, a microwave, and a refrigerator, perfect for a quick bite or a relaxing break. Guests can enjoy a complimentary full breakfast each morning, along with free Wi-Fi, self-parking, and a manager's reception, making it a great base for exploring Ashland's attractions.

This guest house is situated in Ashland's Siskiyou-Hargadine Historic District, 365 metres from the Oregon Shakespeare Festival, offering views of the Cascade mountains and extensive gardens with a pond.
The property provides six en-suite rooms, including a suite with a sleeper sofa, accommodating up to three guests, and features complimentary parking, Wi-Fi, and air conditioning, with a floor area of 335 square metres.

This Guest House is situated in Ashland's Siskiyou-Hargadine Historic District, 360 meters from the Oregon Shakespeare Festival and offering views of the Cascade Mountains.
With a floor area of 335 square meters, this establishment provides accommodation for two guests in one bedroom, featuring air conditioning, internet, a terrace, garden, pond, and dog-friendly facilities, with gourmet breakfasts and free parking available.

Sunset Cottage at Grizzly Peak Winery offers a unique vineyard setting in Ashland, located approximately 5.1 to 5.6 kilometres from the Oregon Shakespeare Festival, Oregon Cabaret Theatre, Lithia Park, and Ashland Library.
This one-bedroom guesthouse accommodates up to seven guests, featuring a private terrace, an outdoor dining area, a fully equipped kitchen, air conditioning, a balcony, complimentary private parking, and free WiFi.

Chanticleer Inn, a pet-friendly guesthouse in a quiet Ashland residential neighbourhood, is situated 0.3km from Ashland's city centre and 0.6km from the Oregon Shakespeare Festival.
This eco-friendly, Craftsman-style house offers a King room with a private entrance and fireplace, accommodating up to three guests, and features pollinator gardens, a pond, yoga platforms, a fire pit, Cascades views, and seasonal gourmet breakfasts (March 15th - October 15th), plus free Wi-Fi and parking.

Arden Forest Inn is situated in Ashland, close to Southern Oregon University and around 8 miles from Mt. Ashland Ski Area. This guesthouse consistently receives excellent ratings for its location, cleanliness, and overall experience.
The inn features a range of amenities for a comfortable stay, including a swimming pool, a terrace, and a garden. Guests can also enjoy a restaurant, a bar, and a fitness centre, along with room service and free parking.

Shrews House, a guesthouse in a central Ashland location, offers convenient access to Ashland's attractions, though precise distances aren't specified.
This one-bedroom, one-bathroom lodging sleeps two guests, boasting completely remodelled rooms with new wood floors, a private bathroom, air conditioning, parking, a swimming pool, and excellent guest ratings.

The Red Tail Inn is a charming guesthouse in downtown Ashland, just a short walk from the Oregon Shakespeare Festival and the city's main attractions. This highly rated inn consistently receives excellent reviews for its location, cleanliness, and overall experience.
The Louisa McCall Suite can accommodate up to two guests and features a full kitchen, a private hot tub, and a luxurious bathroom with a double walk-in shower. Guests can enjoy a range of amenities, including a Tesla charging station, a garden, and a pet-friendly policy for those travelling with their furry companions.

Ashland Hills Hotel & Suites offers a king-size bed guesthouse near downtown Ashland, Oregon, minutes from the Oregon Cabaret Theatre and Lithia Park.
This pet-friendly hotel boasts a swimming pool, hot tub, fitness centre, and on-site restaurant, catering to couples with its one-bedroom, one-bathroom layout and capacity for two guests, plus access to various activities including bike rentals and live music.

Ashland Hills Hotel & Suites offers a convenient base near downtown Ashland, Oregon, within easy driving distance (a few kilometres) of the Oregon Cabaret Theatre and Lithia Park.
This pet-friendly guesthouse features a one-bedroom suite sleeping four, complete with a private bathroom, kitchen facilities (fridge, freezer, microwave), a swimming pool, jacuzzi, fitness centre and free Wi-Fi; additional paid activities such as bike tours are available.