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Travel Guide

Flagship Inn of Ashland

Flagship Inn of Ashland

2.5 out of 5
1193 Siskiyou Blvd, Ashland, OR
The price is €52 per night from 12 Nov to 13 Nov
€52
12 Nov - 13 Nov
includes taxes & 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! (1,138 reviews)
Very Clean

Reviewed on 9 Nov 2025

Flagship Inn of Ashland
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St, Ashland, OR
The price is €100 per night from 17 Nov to 18 Nov
€100
17 Nov - 18 Nov
includes taxes & fees
Stay at this 3-star ski hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in ...
8.8/10 Excellent! (1,495 reviews)
Love this adorable place, will definitely come back!

Reviewed on 5 Nov 2025

Ashland Hills Hotel & Suites
Stratford Inn

Stratford Inn

2.5 out of 5
555 Siskiyou Blvd, Ashland, OR
The price is €87 per night from 1 Dec to 2 Dec
€87
1 Dec - 2 Dec
includes taxes & 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 ...
9.2/10 Wonderful! (1,566 reviews)
Great little hotel with good walking proximity to everything in town!

Reviewed on 3 Nov 2025

Stratford Inn
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.
Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly

Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly

Ashland
Book a stay at this family-friendly vacation home in Ashland. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Allen Elizabethan Theatre ...
9.8/10 Exceptional! (59 reviews)
We had a fantastic stay. The house was so cozy with everything we needed. The backyard provided a perfect space for the dogs and was awesome for a relaxing outdoor morning coffee experience. We not only recommend but this will be our goto place when we are in Ashland.

Reviewed on 3 Nov 2025

Historic Ohana House - Walk to Downtown Ashland, Hot Tub, Tiki Bar, Pet Friendly
A Cowslip's Belle Inn

A Cowslip's Belle Inn

3 out of 5
159 N Main St, Ashland, OR
Stay at this 3-star business-friendly apartment in Ashland. Enjoy free WiFi, free parking, and an in-room coffeemaker. Popular attractions Allen Elizabethan ...
9.6/10 Exceptional! (40 reviews)
Cowslip’s Belle Inn was like walking through a Lord of the Rings scene with all the vibrant colors and even a koi pond. The hosts were amazing! They guided me into the town, welcomed me to their area and gave recommendations for nearby wineries. I’ll be back for an extended stay.

Reviewed on 6 Nov 2025

A Cowslip's Belle Inn
Luxuriously comfortable & peaceful getaway downtown Ashland, with views.

Luxuriously comfortable & peaceful getaway downtown Ashland, with views.

Ashland
Stay at this apartment in Ashland. Enjoy free WiFi, a garden, and patios. Popular attractions Oregon Cabaret Theatre and Oregon Shakespeare Festival are located ...
10/10 Exceptional! (32 reviews)
This lovely property was perfectly located and beautifully appointed. We enjoyed all that Ashland had to offer without driving. All dining, entertainment, and shopping was easily walkable. We enjoyed a fantastic show at the cabaret theater that was steps from the driveway of the property. The owner ...

Reviewed on 28 Oct 2025

Luxuriously comfortable & peaceful getaway downtown Ashland, with views.
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.

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