Find Luxury Hotels in Ashland, OR

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Our top choices for Ashland luxury hotels

Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek
3.0 star property
Ashland
8.8 out of 10, Excellent, (1001)
"Nice stay again in Ashland amazing location for food and shopping! Love the local vibe. Comfortable bed and simple breakfast to start the day off right! "
United States
Brian
Plaza Inn & Suites at Ashland Creek

Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (1001)
"Small room but wonderful view and comfortable bed. "
United States
Jessica
The price is ¥13,611
¥17,525 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Ashland Springs Hotel

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
3.0 star property
Ashland
8.8 out of 10, Excellent, (1500)
"What a great place to stay"
United States
christine
The price is ¥14,030
¥17,398 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Ashland Hills Hotel & Suites

Callahan's Mountain Lodge

Callahan's Mountain Lodge
3.0 star property
Ashland
8.8 out of 10, Excellent, (1172)
"Very friendly staff in a gorgeous setting! "
United States
Patrick
The price is ¥15,499
¥18,081 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Callahan's Mountain Lodge

Timbers INN and Suites

Timbers INN and Suites
2.0 star property
Ashland
8.6 out of 10, Excellent, (1000)
"Courteous staff. Room was clean, and nice and hot for the winter cold outside. Plus, it's right next door to a great little pizza place!"
United States
Kevin
The price is ¥9,723
¥10,841 total
includes taxes & fees
Dec 29 - Dec 30
Timbers INN and Suites

Lithia Springs Resort

Lithia Springs Resort
3.0 star property
Ashland
9.4 out of 10, Exceptional, (1000)
"Great stay, the room was great, very clean and bright. The breakfast buffet was awesome, also!"
United States
Denis
The price is ¥13,647
¥16,983 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Lithia Springs Resort

Best Western Windsor Inn

Best Western Windsor Inn
2.5 star property
Ashland
9.0 out of 10, Wonderful, (1001)
"Staff was incredibly friendly, kept the room clean and assisted us with food recommendations."
United States
Isaac
The price is ¥17,066
¥19,029 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Best Western Windsor Inn

Flagship Inn of Ashland

Flagship Inn of Ashland
2.5 star property
Ashland
8.8 out of 10, Excellent, (1207)
"Beautiful room and friendly staff. "
United States
Jackie
The price is ¥9,301
¥10,371 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Flagship Inn of Ashland

Relax Inn At Ashland

Relax Inn At Ashland
1.5 star property
Ashland
6.8 out of 10, (499)
"Great family owned experience "
United States
Aliesje
The price is ¥9,696
¥10,810 total
includes taxes & fees
Dec 29 - Dec 30
Relax Inn At Ashland

Cedarwood Inn of Ashland

Cedarwood Inn of Ashland
2.0 star property
Ashland
7.4 out of 10, Good, (1002)
"We’ve stayed here twice. Nice place for reasonable price."
United States
Mai
The price is ¥14,873
¥16,585 total
includes taxes & fees
Dec 29 - Dec 30
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

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 Lithia Park and North Mountain Park.

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