Ashland Holidays
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Where to stay in Ashland
Find the best Ashland areas and neighborhoods for the activities you enjoy most. Learn more about Ashland
Historic Downtown District
5 out of top 10 points of interest in this area
While visiting Historic Downtown District, you might make a stop by sights like Allen Elizabethan Theatre and Oregon Shakespeare Festival.
Top hotels in Ashland
The Bard's Inn, BW Signature Collection by Best Western
132 N Main Street Ashland OR
Fully refundableReserve now, pay when you stay
The price is €162 per night from 22 Jun to 23 Jun
€162
22 Jun - 23 Jun
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"No one thing in this list is worth complaining about on its own, but as a whole they definitely deserve a low rating: It always took 2-3 tries to unlock the door, as the handle would not “catch” on the first tries. Mold/corrosion in water receptacle of coffee maker. Room is dimly lit by low-wattage ..."
Reviewed on 1 Jun 2026
Prospero's Flagship Inn
1193 Siskiyou Blvd Ashland OR
Fully refundableReserve now, pay when you stay
The price is €85 per night from 2 Jun to 3 Jun
€85
2 Jun - 3 Jun
includes taxes & fees
8.6/10 Excellent! (1,327 reviews)
"Breakfast did not include any protein (egg, bacon, sausage, etc.) but lots of carbs."
Reviewed on 1 Jun 2026
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
Fully refundableReserve now, pay when you stay
The price is €145 per night from 8 Jun to 9 Jun
€145
8 Jun - 9 Jun
includes taxes & fees
8.8/10 Excellent! (1,480 reviews)
"It was okay"
Reviewed on 30 May 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.
Popular places to visit
Allen Elizabethan Theatre
You can enjoy a show at Allen Elizabethan Theatre during your trip to Ashland. Wander around the area's picturesque gardens or experience its entertainment choices.
Tashi Choling Buddhist Center
Find out about the history of Ashland with a stop at Tashi Choling Buddhist Center. Wander around the area's picturesque gardens or experience its entertainment choices.
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