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Our top choices for Ashland hotels
9.4 out of 10, Exceptional, (1630)
This hotel offers a relaxing indoor pool, spa pool, and children's splash area. Convenient rooms include refrigerators and microwaves. Near Ashland Library and Oregon Cabaret Theatre, guests praise the helpful staff and delicious breakfast options.
"Great place to stay. The room was very nice and staff were great."
Dane
8.8 out of 10, Excellent, (1209)
Located near city centre attractions, this quiet Ashland hotel offers an outdoor pool and Mexican dining at La Casa Del Pueblo. Nearby coffee shops and restaurants enhance your stay, with free breakfast and parking adding value to your experience.
"Beautiful room and friendly staff. "
Jackie
The price is NZ$113
includes taxes & fees
1 Jan - 2 Jan 2026
8.8 out of 10, Excellent, (1500)
Nestled near Weisinger Family Winery, this serene hotel offers beautiful mountain vistas and lush gardens. Enjoy the outdoor pool, tennis courts, and breakfast before heading to the slopes with complimentary shuttle and ski storage.
"What a great place to stay"
christine
The price is NZ$191
includes taxes & fees
1 Jan - 2 Jan 2026
8.8 out of 10, Excellent, (1012)
This quiet hotel sits close to the motorway yet remains peaceful. Start your day with free breakfast before exploring Allen Elizabethan Theatre nearby. Guests love the helpful staff, spa pool for evening relaxation, and convenient location to city centre attractions.
"We took advantage of the jacuzzi and the daily breakfast bar."
Kirsten
The price is NZ$141
includes taxes & fees
25 Jan - 26 Jan 2026
9.2 out of 10, Wonderful, (1003)
Located in the entertainment district, this historic hotel offers a full-service spa, fitness centre, and sauna. LARKS restaurant serves lunch and dinner, while the bar provides refreshing drinks. Near Oregon Cabaret Theatre and Allen Elizabethan Theatre with free WiFi and parking.
"Small room but wonderful view and comfortable bed. "
Jessica
The price is NZ$193
includes taxes & fees
4 Jan - 5 Jan 2026
9.2 out of 10, Wonderful, (1000)
Explore the friendly theatre town from this hotel with 24-hour fitness centre and refreshing indoor pool. Minutes from Weisinger Family Winery and ScienceWorks Museum, guests love the helpful staff and clean rooms. Enjoy complimentary breakfast, WiFi, and parking.
"Friendly staff, easy, check-in, close parking, clean rooms, quiet. Good breakfast. Hot cakes, bacon, sausage, eggs, cinnamon rolls, yogurt everything you could want."
Tiea
The price is NZ$200
includes taxes & fees
10 Jan - 11 Jan 2026
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.
Great weekend hotel deals in Ashland, OR
Showing deals for:9 Jan - 11 Jan
Image gallery for Country Willows Inn and Estate
Country Willows Inn and Estate
Ashland
9.8/10Exceptional (33 reviews)
10% off
Price is NZ$640
for 2 nights, 1 room
NZ$320 per night
includes taxes & fees
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Our guide on where to stay in Ashland
Find the best Ashland areas for the activities you enjoy most. Learn more about Ashland
Learn more about Ashland
- Historic Downtown District
- Historic Railroad District
- Siskiyou-Hargadine Historic District
- Skidmore Academy Historic District
Historic Downtown District
While visiting Historic Downtown District, you might make a stop by sights like Allen Elizabethan Theatre and Oregon Shakespeare Festival.
Historic Railroad District
While Historic Railroad District isn't home to many top sights, Oregon Cabaret Theatre and Allen Elizabethan Theatre are some notable places to visit nearby.
Siskiyou-Hargadine Historic District
If you're spending some time in Siskiyou-Hargadine Historic District, Lithia Park and Ashland Library are top sights worth seeing.
Skidmore Academy Historic District
While Skidmore Academy Historic District may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Allen Elizabethan Theatre and Oregon Shakespeare Festival.
Learn more about Ashland
World-class Shakespeare performances unfold in outdoor theatres surrounded by mountain views from June through October. Lithia Park's trails wind along Ashland Creek, perfect for morning walks before browsing the city centre galleries and craft breweries.
More cheap accommodation in Ashland
Motel 6 Medford, OR
950 Alba Dr Medford OR
The price is NZ$78 per night from 8 Jan to 9 Jan
NZ$78
8 Jan - 9 Jan 2026
includes taxes & fees
7/10 Good! (1,000 reviews)
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