Name: Prospero's Flagship Inn
Price range: $94 total
Rating: 8.6

Ashland Hills Hotel & Suites

2525 Ashland St Ashland OR

$116 nightly

$129 total

Sep 1 - Sep 2

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 ...

Comfort Inn & Suites Ashland

434 S. Valley View Rd. Ashland OR

Fully refundable

$108 nightly

$109 total

Sep 21 - Sep 22

Total with taxes and fees

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

Prospero's Flagship Inn

1193 Siskiyou Blvd Ashland OR

$84 nightly

$94 total

Aug 25 - Aug 26

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 ...

8.6/10 Excellent! (1,433 reviews)

"It was a very nice place. Everything felt welcoming. The parking spaces are better fit for narrow cars."

Reviewed on Aug 23, 2026

See all 357 properties in Cole

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.

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 Oregon Shakespeare ...

9.6/10 Exceptional! (52 reviews)

"We found A Cowslip's Belle Inn after a last-minute cancellation left us panicking, and it turned out to be the ultimate blessing in disguise! Hosts Steve and Greg immediately answered our frantic phone calls, answered all our questions, and completely saved our trip. The four of us stayed in their ..."

Reviewed on Aug 22, 2026

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 Oregon Shakespeare Festival and Paschal ...

9.8/10 Exceptional! (19 reviews)

"The property is at a winery with beautiful views of swans and a new baby swan, and the surrounding vineyards. The grounds are in good condition and the areas next to winery are lush and green with lots of things to look at. The winery itself has good food and even better wine. The Glamp Cottage trailer ..."

Reviewed on Jun 12, 2026

The Dogwood Suite at Tudor House Vacation Rentals

Ashland OR

Stay at this apartment in Ashland. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Oregon Shakespeare Festival and Ashland ...

9.4/10 Exceptional! (113 reviews)

"Great location, comfortable beds and nice towels. Property had everything we needed."

Reviewed on Aug 10, 2026

See all properties in Cole

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.