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The best area to stay in Ashland is the downtown area, especially near the Oregon Shakespeare Festival (OSF) theatres.


This area is the heart of Ashland's cultural and culinary scene. It's very compact and walkable, with hotels, restaurants, and shops all within a short stroll of the OSF venues. Lithia Park, a large and beautiful urban park, borders the downtown, offering pleasant walks and green spaces. You'll find most of the activity centred around Main Street and the Plaza.


Couples looking for a romantic getaway will find downtown Ashland particularly appealing. You can enjoy a show at OSF, followed by a gourmet meal at one of the many acclaimed restaurants, all without needing a car. Many hotels here offer luxurious amenities, such as spas or fine dining on-site, great for a sophisticated escape.

For highly recommended hotels in Ashland, consider the McCall House Boutique Inn, Winchester Inn, Lithia Springs Resort, and Country Willows Inn and Estate.


The McCall House Boutique Inn, with an impressive 9.6 rating, is very close to the Oregon Shakespeare Festival and the Allen Elizabethan Theatre, both just 0.2 km away. Guests frequently praise the lovely and delicious breakfast, attentive service, and the beautiful house itself. Rooms feature amenities such as fireplaces, designer toiletries, air conditioning, and deep soaking bathtubs, with some offering mountain views.


Another excellent choice is the Winchester Inn, rated 9.6. It is also conveniently located near the Oregon Shakespeare Festival and the Allen Elizabethan Theatre, both within 0.3 km. This inn is praised for its clean and great rooms, helpful staff, and wonderful breakfast. Amenities include fireplaces, air conditioning, bathrobes, and premium bedding.


The Lithia Springs Resort, with a 9.4 rating, is known for its clean and spacious rooms, excellent breakfast, and friendly staff. Guests also appreciate the clean and great pool. The resort offers unique features like spring water bathtubs and a winery with a tasting room, alongside amenities such as fireplaces and air conditioning.


Finally, the Country Willows Inn and Estate, boasting an exceptional 9.8 rating, consistently receives high marks for its absolutely delicious breakfast, beautiful facilities, and lovely service. The inn provides amenities such as fireplaces, air conditioning, and premium bedding, in addition to couples dining options and private winery tours.

For families visiting Ashland, excellent options include the Stratford Inn and Callahan's Mountain Lodge.


The Stratford Inn, with its impressive 9.4 rating, is particularly well-suited for families. It offers a children's pool, complimentary cribs, sofa beds, and outlet covers for child safety. Its location is a significant advantage, being within easy reach of the ScienceWorks Hands-On Museum (1.4 km), the Oregon Shakespeare Festival (0.7 km), and the Ashland Library (0.2 km). Guests frequently highlight the friendly and helpful staff, spacious and clean rooms, and a great breakfast.


Another great choice is the Callahan's Mountain Lodge, which has an 8.8 rating. This lodge provides free rollaway beds, sofa beds, highchairs, and games for children, along with fireplace guards for safety. Guests appreciate the comfortable and clean rooms, excellent food, and friendly staff. It is located about 12.6 km from the Cascade-Siskiyou National Monument, offering a nice setting for families.

Two of the best spa hotels in Ashland are the Ashland Springs Hotel and the Country Willows Inn and Estate.


The Ashland Springs Hotel, with a 9.2 rating, offers an onsite spa with a wide range of treatments including hydrotherapy, aromatherapy, body wraps, and massages. Guests frequently mention its great location and comfortable, clean rooms. It is also conveniently located just 0.1 km from the Allen Elizabethan Theatre.


Another highly-rated option is the Country Willows Inn and Estate, which has an exceptional 9.8 rating. This hotel provides various massage options such as sports massage, hot stone massage, and deep tissue massage. Reviews frequently highlight the beautiful facilities and absolutely delicious breakfast.

For hotels in Ashland that offer complimentary breakfast, consider the McCall House Boutique Inn, the Winchester Inn, the Holiday Inn Express & Suites Ashland by IHG, the Best Western Windsor Inn, and the Country Willows Inn and Estate.


The McCall House Boutique Inn, with an outstanding 9.6 rating, provides a delicious full breakfast and is conveniently located just 0.2 km from the Oregon Shakespeare Festival. Guests consistently praise the lovely and delicious breakfast, the attentive and wonderful service, and the beautiful house.


Another excellent option is the Winchester Inn, rated 9.6. It offers free cooked breakfast and is also very close to the Oregon Shakespeare Festival, just 0.3 km away, and 0.2 km from Ashland Library. Travellers frequently highlight the wonderful and amazing breakfast, the helpful and fabulous staff, and the great location.


The Holiday Inn Express & Suites Ashland by IHG, with a 9.2 rating, provides a free self-serve breakfast. While a little further out, it's still only 1.8 km from Weisinger Family Winery. Guests often comment on the clean and big rooms, the friendly and helpful staff, and the excellent breakfast.


The Best Western Windsor Inn, rated 9.0, offers a free buffet breakfast. Reviewers frequently mention the excellent and nice breakfast, the comfortable and clean rooms, and the friendly and wonderful staff.


Finally, the Country Willows Inn and Estate, boasting an impressive 9.8 rating, includes a complimentary full breakfast. This property is located 1.6 km from Weisinger Family Winery and 2.0 km from the Schneider Museum of Art. Guests love the absolutely delicious and beautiful breakfast, the beautiful facilities, and the lovely location and service.

For top pet-friendly hotels in Ashland, consider Callahan's Mountain Lodge, The Bard's Inn, BW Signature Collection by Best Western, Green Springs Inn, or Stratford Inn.


The Callahan's Mountain Lodge, with an 8.8 rating, is a welcoming pet-friendly option that permits dogs. Guests appreciate the comfortable and clean rooms, friendly staff, and excellent food. There is also a dedicated dog exercise area. The lodge is located about 12.6 km from the Cascade-Siskiyou National Monument.


The Bard's Inn, BW Signature Collection by Best Western, rated 8.6, is another excellent choice that welcomes both dogs and cats. It is conveniently located just 0.4 km from the Oregon Shakespeare Festival and the Allen Elizabethan Theatre. Guests often highlight the comfortable rooms and the nice continental breakfast. Mountain biking and climbing are available nearby, and some rooms offer mountain views.


Green Springs Inn, with an impressive 9.4 rating, is a quiet option that permits dogs. Guests consistently mention the super clean rooms and the peaceful location. It is situated about 2.4 km from the Cascade-Siskiyou National Monument.


The Stratford Inn, also boasting a 9.4 rating, is a highly-rated option that welcomes both dogs and cats. It offers spacious and clean rooms, and guests frequently praise the friendly staff and delicious breakfast. Its superb location is just 0.2 km from the Ashland Library and 0.7 km from the Oregon Shakespeare Festival. The inn is also conveniently located for various ski activities, with a ski lift, downhill skiing, and a ski area all nearby.


The Comfort Inn & Suites Ashland, with an 8.6 rating, is a pet-friendly hotel that permits dogs. It offers free self-parking, free WiFi, and a complimentary continental breakfast. Guests frequently mention the comfortable and clean rooms, and the friendly and professional staff.

For top boutique hotels in Ashland, consider the Ashland Springs Hotel and the Chateau Herbe ~ Athens Room.


The Ashland Springs Hotel, with an impressive 9.2 rating, is a beautiful Beaux-Arts property located in a historical district. It is particularly well-suited for those looking to relax, as it boasts a full-service spa offering hydrotherapy, aromatherapy, body treatments, and massages. Guests frequently praise its excellent location, comfortable and clean rooms, and the helpful staff. It is also conveniently located just 0.1 km from the Allen Elizabethan Theatre.


Another excellent boutique option is the Chateau Herbe ~ Athens Room, which has an outstanding 9.8 rating. This unique accommodation is housed within a castle structure and features a relaxing hot tub. It also offers convenient on-site parking and is located 1.9 km from the Allen Elizabethan Theatre.

For budget-friendly accommodation in Ashland, consider the Holiday Inn Express & Suites Ashland by IHG, Callahan's Mountain Lodge, Plaza Inn & Suites at Ashland Creek, Best Western Windsor Inn, or The Bard's Inn, BW Signature Collection by Best Western.


The Holiday Inn Express & Suites Ashland by IHG, with a 9.2 rating, offers complimentary internet and free breakfast, which guests often describe as excellent. Reviewers frequently highlight the clean, spacious rooms and the friendly, helpful staff.


The Callahan's Mountain Lodge, rated 8.8, provides free WiFi and a complimentary buffet breakfast. Guests consistently praise the comfortable, clean rooms, the friendly staff, and the excellent food. It is located about 12.6 km from the Cascade-Siskiyou National Monument.


The Plaza Inn & Suites at Ashland Creek, with an 8.8 rating, offers a free continental breakfast, free WiFi, and free self-parking. Its location is a major draw, being just 0.5 km from the Oregon Shakespeare Festival and 1.2 km from Lithia Park. Guests comment on the comfortable, clean rooms and the friendly staff.


The Best Western Windsor Inn, rated 9.0, includes free WiFi and a complimentary buffet breakfast. Customers frequently mention the comfortable, clean rooms, excellent breakfast, and the helpful staff.


The Bard's Inn, BW Signature Collection by Best Western, with an 8.6 rating, offers free breakfast and free WiFi. Guests appreciate its convenient location, being only 0.4 km from the Oregon Shakespeare Festival and 1.1 km from Lithia Park. The rooms are often described as comfortable, and the continental breakfast receives positive remarks.

For a romantic stay in Ashland, couples should consider the McCall House Boutique Inn, Arden Forest Inn, or Winchester Inn.


The McCall House Boutique Inn, boasting an exceptional 9.6 rating, is frequently praised for its lovely and delicious breakfasts, attentive and wonderful service, and beautiful house. It's also conveniently located just 0.2 km from the Allen Elizabethan Theatre.


Another excellent choice is the Arden Forest Inn, which has an outstanding 9.8 rating. Guests appreciate its comfortable and clean rooms and convenient parking. It is also only 0.8 km from the Allen Elizabethan Theatre.


The Winchester Inn, with a 9.6 rating, is highly recommended for its clean and great rooms, helpful and fabulous staff, and wonderful and amazing breakfasts. Many rooms feature a balcony or furnished balcony, providing a nice touch for couples, and it's just 0.3 km from the Allen Elizabethan Theatre.

For excellent hotels in Ashland conveniently located near Lithia Park, consider the McCall House Boutique Inn or the Ashland Springs Hotel.


The McCall House Boutique Inn, with an exceptional 9.6 rating, is just 1.0 km from Lithia Park. Guests frequently praise the lovely and delicious breakfast, attentive and wonderful service from the staff, and the beautiful house itself. This hotel is also very close to the Oregon Shakespeare Festival, Allen Elizabethan Theatre, and Angus Bowmer Theatre, all within 0.2 km, making it ideal for theatre-goers.


Another great option is the Ashland Springs Hotel, rated 9.2, which is also very close to Lithia Park, just 0.3 km away. Guests highlight the great location, comfortable and clean rooms, and the helpful staff. The free and delicious breakfast is also a frequent point of praise. This hotel is also within 0.2 km of the Oregon Shakespeare Festival, Allen Elizabethan Theatre, and Angus Bowmer Theatre.

You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to ‘My Trips’ and selecting your reservation. To find flexible deals, filter your search by ‘Fully refundable property’ for hotels in Ashland.

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Prices for hotels in Ashland often vary, but you can find a great deal from NZ$111 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by ‘Price: low to high’ for our cheapest rates.