Find Luxury Hotels in Ashland, OR

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Our top choices for Ashland luxury hotels

McCall House Boutique Inn

McCall House Boutique Inn
4.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (593 reviews)
The price is NT$8,974
NT$10,005 total
includes taxes & fees
Apr 14 - Apr 15
McCall House Boutique Inn

Arden Forest Inn

Arden Forest Inn
4.0 star property
Ashland
9.8 out of 10, Exceptional, (103 reviews)
The price is NT$5,896
NT$6,574 total
includes taxes & fees
Apr 8 - Apr 9
Arden Forest Inn

Country Willows Inn and Estate

Country Willows Inn and Estate
4.0 star property
Ashland
9.8 out of 10, Exceptional, (36 reviews)
The price is NT$9,526
NT$9,669 total
includes taxes & fees
Apr 9 - Apr 10
Country Willows Inn and Estate

The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (7 reviews)
The price is NT$7,638
NT$13,469 total
includes taxes & fees
Apr 8 - Apr 9
The Mountain Ave House by WanderLodges

Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (8 reviews)
The price is NT$3,423
NT$8,056 total
includes taxes & fees
Apr 13 - Apr 14
Barclay Klum House by WanderLodges

Hummingbird Estate Wine & Suites

Hummingbird Estate Wine & Suites
4.5 star property
Central Point
9.6 out of 10, Exceptional, (157 reviews)
  • cleanliness
    Savor champagne service and vineyard views at this luxurious wine estate bed & breakfast offering tranquil luxury in rural Oregon.
The price is NT$5,415
NT$5,496 total
includes taxes & fees
Apr 7 - Apr 8
Hummingbird Estate Wine & Suites

Compass by Margaritaville in Medford

Compass by Margaritaville in Medford
4.0 star property
Medford
9.6 out of 10, Exceptional, (1,009 reviews)
The price is NT$4,861
NT$5,852 total
includes taxes & fees
Apr 12 - Apr 13
Compass by Margaritaville in Medford

Paschal Winery

Paschal Winery
4.5 star property
Talent
9.6 out of 10, Exceptional, (15 reviews)
  • cleanliness
    Vineyard luxury awaits at this Talent cottage with private hot tubs, fireplaces, and wine tasting experiences.
The price is NT$3,710
NT$8,559 total
includes taxes & fees
Apr 7 - Apr 8
Paschal Winery
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

Abigail’s Bed & Breakfast Inn

  • Why it's great for a luxury retreat: Abigail’s Bed & Breakfast Inn, situated in the Skidmore Academy Historic District, invites luxury travelers to enjoy a unique experience with a guest review rating of 9.4. The inn features premium bedding and Egyptian cotton sheets, providing an indulgent sleep experience. Guests can also take advantage of concierge services and stunning mountain views, ensuring a delightful stay.
  • Other amenities: In addition to its luxurious offerings, guests can enjoy the tranquility of the vineyard and shared kitchen facilities. The inn features a lovely terrace and offers free self-parking, making it both convenient and charming. Nearby winery tours and the serene surroundings make it an ideal choice for travelers looking to relax and unwind in a luxurious setting.
  • Neighborhood: Skidmore Academy Historic District
  • Nearby attractions: Lithia Park - 0.65 miles, Allen Elizabethan Theatre - 0.66 miles, Angus Bowmer Theatre - 0.67 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, Thomas Theatre, and Oregon Shakespeare Festival. If you have a little extra time during your trip, you might want to check out Oregon Cabaret Theatre and Lithia Park.

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