Find Luxury Hotels in Ashland, OR

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Check availability on Ashland Luxury Hotels

Top Ashland Luxury Hotels

Plaza Inn & Suites at Ashland Creek

3.0 star property
Ashland
  • 24-hour gym
  • Concierge services
8.8 out of 10, Excellent, (1004)
Concierge services elevate stays at this entertainment district hotel. A short walk from Oregon Shakespeare Festival, the property boasts premium bedding, a 24-hour fitness center, and peaceful garden. Morning begins with complimentary breakfast before cultural explorations.
Plaza Inn & Suites at Ashland Creek

Ashland Springs Hotel

3.0 star property
Historic Downtown District
  • Full-service spa
  • Concierge services
9.2 out of 10, Wonderful, (1000)
Spa indulgence defines this historic downtown retreat. Waterstone Spa's 4 treatment rooms offer massages, Ayurvedic therapies, and facials while the restaurant serves acclaimed cuisine. Plush pillowtop beds with Frette Italian sheets ensure blissful comfort in this charming Beaux Arts hotel.
The price is ¥16,383
¥20,578 total
includes taxes & fees
Nov 15 - Nov 16
Ashland Springs Hotel

Ashland Hills Hotel & Suites

3.0 star property
Ashland
  • Hot tub
  • Outdoor pool
9.0 out of 10, Wonderful, (1495)
Rejuvenate body and spirit in this mountainside sanctuary. Indulgent body wraps, facials, and hot tub soaks await after exhilarating ski adventures. Beautiful gardens frame tennis courts and a sparkling pool, while the on-site restaurant serves delicious meals in a peaceful, scenic setting.
The price is ¥14,671
¥17,904 total
includes taxes & fees
Nov 16 - Nov 17
Ashland Hills Hotel & Suites

Callahan's Mountain Lodge

3.0 star property
Ashland
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
8.8 out of 10, Excellent, (1168)
Surrounded by natural beauty, this 23-room mountain haven combines rustic elegance with indulgent comforts. Guests relax in spacious rooms with jetted tubs and fireplaces, savor excellent cuisine at the on-site restaurant, and enjoy access to nearby hiking trails and Mt. Ashland ski area.
The price is ¥15,697
¥18,254 total
includes taxes & fees
Dec 8 - Dec 9
Callahan's Mountain Lodge

Timbers INN and Suites

2.0 star property
Ashland
  • Pool
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
8.6 out of 10, Excellent, (1003)
Sophisticated simplicity reigns at this Ashland retreat, where attentive staff welcome guests and their pets. Pristine rooms provide peaceful sanctuaries after days exploring nearby museums or evenings enjoying local restaurants within walking distance.
The price is ¥9,455
¥10,542 total
includes taxes & fees
Nov 15 - Nov 16
Timbers INN and Suites

Lithia Springs Resort

3.0 star property
Ashland
  • Hot tub
  • Outdoor pool
  • Concierge services
9.4 out of 10, Exceptional, (1007)
Mineral waters flow through private soaking tubs in individually decorated rooms at this serene Ashland retreat. 2 dedicated spa treatment rooms offer rejuvenating facials and massages, while an outdoor pool and hot tub complete the luxurious experience among beautiful landscaped gardens.
Lithia Springs Resort

Best Western Windsor Inn

2.5 star property
Ashland
  • Hot tub
  • Outdoor pool
9.0 out of 10, Wonderful, (1000)
Surrounded by mountain views, this hotel offers a rejuvenating escape 3 miles from Southern Oregon University. The sprawling spa area features a seasonal outdoor pool and indulgent hot tub perfect for unwinding. Spacious, immaculately maintained rooms provide a sanctuary after exploring nearby cultural attractions.
The price is ¥18,410
¥20,528 total
includes taxes & fees
Nov 23 - Nov 24
Best Western Windsor Inn

Flagship Inn of Ashland

2.5 star property
Ashland
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
8.8 out of 10, Excellent, (1148)
Morning sunlight bathes the garden of this refined retreat while staff deliver exceptional service. Spacious rooms boast premium bedding and elegant bathrooms for ultimate comfort. Guests savor complimentary gourmet breakfast before exploring nearby cultural gems or lounging poolside.
The price is ¥9,361
¥10,437 total
includes taxes & fees
Nov 14 - Nov 15
Flagship Inn of Ashland

Relax Inn At Ashland

1.5 star property
Ashland
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
6.8 out of 10, (495)
Surrounded by natural beauty, this boutique hotel combines comfort with thoughtful luxury. Premium bedding crowns meticulously clean accommodations, while the family ownership ensures personalized attention throughout each stay. Just minutes from Southern Oregon University.
The price is ¥13,236
¥14,758 total
includes taxes & fees
Nov 16 - Nov 17
Relax Inn At Ashland

Cedarwood Inn of Ashland

2.0 star property
Ashland
  • Outdoor pool
7.4 out of 10, Good, (1002)
Sophisticated leisure awaits at this Ashland hotel. Swim in 2 pools, unwind in the sauna, or bask on sun loungers during your stay. Steam room access and quiet surroundings complement the welcoming service from staff who make luxury feel effortless.
The price is ¥13,504
¥15,057 total
includes taxes & fees
Dec 7 - Dec 8
Cedarwood Inn of Ashland
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find out more about Ashland

Ashlandand its attractions for luxury travelers

Ashland, Oregon, offers a wealth of experiences that cater to luxury travelers seeking both adventure and relaxation. Start your journey at the renowned Oregon Shakespeare Festival, where you can indulge in world-class theatrical performances in a stunning outdoor setting. For those who appreciate fine dining, Ashland's culinary scene features a range of gourmet restaurants, such as The Ashland Springs Hotel’s Larks Restaurant, known for its farm-to-table philosophy and exquisite local wines. Nature enthusiasts will delight in the picturesque landscapes of Lithia Park, with its serene trails and beautiful gardens—perfect for a leisurely afternoon stroll or a family picnic. For a unique cultural experience, visit the Ashland Art Center, showcasing local artisans and offering classes that allow you to create your own masterpiece. The charming downtown area is also ideal for boutique shopping, where you can find one-of-a-kind treasures. For luxurious accommodations, consider staying at the historic Ashland Springs Hotel, where you can enjoy plush amenities and a prime location just steps from these attractions, ensuring a lavish yet convenient experience throughout your stay.

Find the best luxury hotels and resorts in Ashland

For travelers seeking a luxurious escape in Ashland, Oregon, these exquisite hotels promise an unforgettable experience with top amenities and exceptional service.

Oak Hill Bed & Breakfast

  • Why it's great for a luxury retreat: With a perfect guest review rating of 10.0, Oak Hill Bed & Breakfast stands out as a luxurious haven for travelers in Ashland. The inn offers exquisite amenities such as designer toiletries and deep soaking bathtubs, ensuring guests feel pampered throughout their stay. Guests can also enjoy the comfort of bathrobes and air-conditioned rooms, enhancing their overall experience.
  • Other amenities: In addition to its luxurious features, Oak Hill provides stunning mountain views and a traditional hotel design that exudes charm. Guests are treated to a complimentary full breakfast daily, while options for skiing and outdoor activities are readily accessible. The hotel offers self-parking and a beautiful terrace, ensuring a perfect blend of comfort and convenience for luxury seekers.
  • Nearby attractions: Southern Oregon University - 0.87 miles, Schneider Museum of Art - 1.09 miles, Weisinger Family Winery - 1.21 miles

Arden Forest Inn

  • Why it's great for a luxury retreat: For travelers, Arden Forest Inn presents an idyllic luxury retreat with a stellar guest review rating of 9.8. The inn features premium bedding and designer toiletries, ensuring a comfortable and indulgent stay. Guests can also enjoy the added luxury of air conditioning and concierge services, making their experience truly exceptional.
  • Other amenities: In addition to its luxurious amenities, Arden Forest Inn offers picturesque mountain views and a serene garden setting. Guests can unwind on the terrace or take advantage of nearby winery tours and historical district explorations. The hotel also offers free self-parking and access to skiing, making it a great choice for both relaxation and adventure.
  • Nearby attractions: Lithia Park - 0.54 miles, Allen Elizabethan Theatre - 0.59 miles, Angus Bowmer Theatre - 0.6 miles

Winchester Inn

  • Why it's great for a luxury retreat: Winchester Inn, also located in the Historic Downtown District, is an elegant choice for luxury travelers, a remarkable guest review rating of 9.6. The inn features plush premium bedding, deep soaking bathtubs, and cozy fireplaces to create a warm and inviting atmosphere. Guests can also enjoy complimentary bathrobes and designer toiletries, elevating their comfort during their stay.
  • Other amenities: Beyond its luxurious amenities, the Winchester Inn offers a delightful terrace for relaxation and is situated near a vibrant shopping district for leisurely strolls. Other thoughtful features include free cooked breakfast, daily housekeeping, and air-conditioned rooms. Guests can enjoy the garden views, and the hotel is designed with a Victorian charm that adds to its unique character, making it a lovely spot for a luxurious getaway.
  • Neighborhood: Historic Downtown District
  • Nearby attractions: Oregon Cabaret Theatre - 0.1 miles, Lithia Park - 0.19 miles, Ashland Library - 0.16 miles

McCall House Boutique Inn

  • Why it's great for a luxury retreat: Perfectly situated in the Historic Downtown District, McCall House Boutique Inn offers a luxurious retreat with an impressive guest review rating of 9.6. Guests can enjoy indulgent in-room massages and deep soaking bathtubs, along with premium bedding that guarantees a restful night's sleep. The hotel also features climate-controlled rooms, bathrobes, and designer toiletries, ensuring a truly pampered experience.
  • Other amenities: In addition to its luxurious offerings, the inn provides a stunning mountain view that enhances relaxation. Guests can take advantage of free breakfast, nearby hot springs, and convenient parking options. The hotel boasts a charming Victorian design, along with concierge services to assist with any travel needs. Outdoor enthusiasts will appreciate access to nearby ski areas and hiking trails, making it the perfect base for both relaxation and adventure.
  • Neighborhood: Historic Downtown District
  • Nearby attractions: Allen Elizabethan Theatre - 0.13 miles, Angus Bowmer Theatre - 0.13 miles, Thomas Theatre - 0.14 miles

Top Ashland Hotel Reviews

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Frequently asked questions

Are you searching for the perfect hotel for your luxury trip to Ashland?
Use Expedia to arrange your flight to Rogue Valley Intl. Airport (MFR) airport or Klamath Falls, OR (LMT-Klamath Falls Intl.) airport, and then choose from a variety of places to stay that will deliver the luxury you seek. Amenities are important when you plan a trip, so we make it easy to find what you need to make your stay special. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Ashland has to offer. During your visit, you might want to enjoy the opera and theater which Ashland is known for.
When can I expect good weather in Ashland?
Planning for the weather is an important factor for making your trip to Ashland a success, especially when you're splurging. The hottest months are usually August and July with an average temp of 65°F, while the coldest months are December and January with an average of 37°F. Average annual precipitation for Ashland is 33 inches.
What's there to see and do in Ashland?
Take in the sights and attractions that Ashland offers with a visit to Allen Elizabethan Theatre, Oregon Shakespeare Festival, and Oregon Cabaret Theatre. If you have a little extra time during your trip, you might want to check out Ashland Library and Lithia Park.