Ashland's Favorite Lodgings

"Discover Your Perfect Stay: The Best Hotels in Ashland, Oregon"


Nestled in the picturesque Rogue Valley, Ashland, Oregon, is a charming town renowned for its vibrant arts scene, beautiful landscapes, and the famous Oregon Shakespeare Festival. Whether you're visiting for the theatre, the outdoor adventures, or the delightful local cuisine, finding the perfect place to stay is essential for a memorable trip. From historic landmarks to cozy bed-and-breakfasts, Ashland offers a variety of accommodations that cater to every traveler's needs.


Here are eight of the best hotels and inns in Ashland, each offering a unique blend of comfort, history, and hospitality.

1. ASHLAND SPRINGS HOTEL

Reasons to Stay:

  • Historical Charm: Built in 1925 and restored with an art deco style, it transports guests to another era.
  • Elegant Atmosphere: The lobby and decor evoke a sense of old-world luxury, reminiscent of Casablanca.
  • Central Location: Situated in downtown Ashland, it provides easy access to local attractions like the Oregon Shakespeare Festival and Lithia Park.

Why Choose Here: For those seeking a blend of historical charm and modern comfort in a prime location, Ashland Springs Hotel offers a unique and luxurious stay.

Location: 212 W. Main, Ashland

2. WINCHESTER INN

Reasons to Stay:

  • Boutique Experience: Known for its refined and elegant setting in a craftsman-style house.
  • Gourmet Dining: Features a renowned boutique restaurant offering exquisite meals.
  • Proximity to Attractions: Close to theaters, parks, and restaurants, making it a perfect spot for cultural enthusiasts.

Why Choose Here: Ideal for travelers looking for a refined, boutique experience with gourmet dining and close proximity to cultural sites.

Location: 35 S. 2nd Street, Ashland

3. Callahan's Lodge

Reasons to Stay:

  • Woodland Retreat: Surrounded by pine forest off Interstate 5, offering a cozy woodland atmosphere.
  • Proximity to Nature: Located 9 miles from Emigrant Lake County Recreation Area and 10 miles from Mount Ashland Ski Area, ideal for outdoor enthusiasts.
  • Comfort and Convenience: Features whirlpool tubs, shaded balconies, flat-screen TVs, and Wi-Fi. Some rooms have fireplaces, kitchenettes, and living rooms with sofa beds.
  • Dining and Amenities: Includes a snug restaurant and bar with a terrace, and offers pet-friendly accommodations. Parking and breakfast are also available.

Why Choose Here: Although it's not in downtown Ashland, Callahan's Lodge offers a serene woodland retreat just a short drive away, perfect for those seeking a tranquil escape with modern comforts.

Location: 7100 Old Highway 99S, near Mt. Ashland, approximately a 15-minute drive from downtown Ashland.

4. Bard's Inn Hotel

Reasons to Stay:

  • Luxurious Comfort: Offers contemporary-styled guest rooms with a touch of luxury.
  • Historic Proximity: Located just two blocks from the historical plaza.
  • Convenience: Close to the Oregon Cabaret Theater, Lithia Park, art galleries, and boutique shopping.

Why Choose Here: Great for those who want luxurious comfort and easy access to Ashland's cultural and historical landmarks.

Location: 132 N. Main Street, Ashland

5. Lithia Springs Resort

Reasons to Stay:

  • Relaxation Retreat: Features mineral waters and a day spa.
  • Beautiful Setting: Set in a serene environment perfect for unwinding.
  • Affordable Luxury: Offers reasonable prices for a high-end experience.

Why Choose Here: Ideal for travelers looking for a relaxing retreat with spa amenities and mineral waters at an affordable rate.

Location: 2165 Jackson Road, Ashland

6. Ashland Hills Hotel & Suites

Reasons to Stay:

  • Mid-Century Modern Style: Decorated with great pops of color and whimsical touches.
  • Spacious and Relaxed: Provides plenty of parking and room to stretch.
  • Family-Friendly: A relaxed atmosphere that caters to families.

Why Choose Here: Perfect for families or travelers who enjoy mid-century modern decor and a relaxed, spacious setting.

Location: 2525 Ashland Street, Ashland

7. The Peerless Hotel

Reasons to Stay:

  • Historical Elegance: On the national register of historic hotels with an eclectic, old-west ambiance.
  • Unique Experience: Offers a boutique hotel experience with personalized service.
  • Charming Decor: Each room is uniquely decorated to reflect the hotel's rich history.

Why Choose Here: Best for those who appreciate historical elegance and a unique, personalized boutique hotel experience.

Location: 243 4th Street, Ashland

8. Plaza Inn Suites

Reasons to Stay:

  • Prime Location: Situated in the heart of Ashland, offering easy access to local attractions, dining, and entertainment.
  • Modern Comforts: Enjoy a variety of modern amenities including a fitness center, complimentary breakfast, and free Wi-Fi.
  • Luxurious Accommodations: Rooms are designed with comfort in mind, featuring plush bedding and stylish decor.
  • Exceptional Service: Known for personalized service and attention to detail, ensuring a pleasant stay for every guest.

Why Choose Here: Ideal for travelers seeking modern comforts, prime location, and exceptional service.

Location: 98 Central Ave, Ashland

We fell in love with Ashland and the surrounding areas, and we want to help you do the same.


We're here to provide all the resources and information you need to explore and appreciate this beautiful region. If you have any questions about relocating or real estate, we're also happy to help!


541-301-3435

patie@ashlandoregon.com

May 29, 2024
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