Name: Prospero's Flagship Inn
Price range: $69 total
Rating: 8.8

Ashland Hills Hotel & Suites

2525 Ashland St Ashland OR

$128 nightly

$143 total

May 31 - Jun 1

Total with taxes and fees

Book a stay at this business-friendly hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...

8.8/10 Excellent! (1,468 reviews)

Very clean rooms; very helpful staff. Restaurant food for breakfast and dinner was excellent. Would stay here again.

Reviewed on May 3, 2026

Stratford Inn

555 Siskiyou Blvd Ashland OR

$125 nightly

$139 total

May 8 - May 9

Total with taxes and fees

Stay at this hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular ...

9.4/10 Exceptional! (1,760 reviews)

We like hotels that aren’t cookie cutters, and the Stratford Inn reflects the personality of Ashland. We last stayed there in the ‘90s and it’s been updated without losing its character. Very convenient for walking to OSF, shops and restaurants.

Reviewed on May 6, 2026

Prospero's Flagship Inn

1193 Siskiyou Blvd Ashland OR

$62 nightly

$69 total

May 18 - May 19

Total with taxes and fees

Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful ...

8.8/10 Excellent! (1,303 reviews)

This hotel is located about a mile south of central Ashland (where the Oregon Shakespeare Festival is), and it was considerably cheaper than anything else in the area. Even though it wasn't expensive, it offered a good-size, clean, quiet room in a good location for us. The entire staff (Melissa, ...

Reviewed on May 6, 2026

See all 375 properties in Hornbrook

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.

Paschal Winery

1122 Suncrest Rd Talent OR

Book a stay at this luxury cottage in Talent. Enjoy free WiFi, free parking, and an attached winery. Popular attractions Paschal Winery and Talent Library are ...

9.8/10 Exceptional! (17 reviews)

Stunning scenery, great wine and food. Friendly, helpful people on site and the hot tub is blissfully perfect ❤️

Reviewed on Apr 21, 2026

A Cowslip's Belle Inn

159 N Main St Ashland OR

Book a stay at this business-friendly apartment in Ashland. Enjoy free WiFi, free parking, and an in-room coffeemaker. Popular attractions Allen Elizabethan ...

9.8/10 Exceptional! (42 reviews)

Lovely place! We have enjoyed staying here several times. It is our favorite place to stay in Ashland. Clean rooms, well appointed, with very pretty grounds. The hosts a very warm, friendly and helpful with any questions.

Reviewed on Apr 26, 2026

BLOSSOM VIEW COTTAGES - Charming Home near OSF Plaza and Downtown

Ashland OR

Stay at this vacation home in Ashland. Enjoy a garden, laundry facilities, and patios. Popular attractions Ashland Library and Allen Elizabethan Theatre are ...

9.6/10 Exceptional! (89 reviews)

Adorable little cottage in a great location! Plenty of space for us and our 3 kids (although we did have to use the sofa bed). Very clean and easy to access and park. Super location within a 10 minute walk of all the shops, restaurants, and theaters.

Reviewed on Oct 17, 2025

See all properties in Hornbrook

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.