Ashland Vacations
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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
4 out of top 10 points of interest in this area
5/5(133 area reviews)
If you're spending some time in Historic Downtown District, Allen Elizabethan Theatre and Oregon Shakespeare Festival are top sights worth seeing.
Find the Best Ashland Vacation Packages
Ashland Hotel Deals
Comfort Inn & Suites Ashland
434 S. Valley View Rd., Ashland, OR
Fully refundable
The price is AED 325 per night from Jun 1 to Jun 2
AED 325
AED 330 total
1 Jun - 2 Jun
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"About what I expected, dated, clean rooms, standard breakfast food, good location right off the highway."
Reviewed on 9 May 2025
Ashland Hills Hotel & Suites
2525 Ashland St, Ashland, OR
Fully refundableReserve now, pay when you stay
The price is AED 459 per night from May 26 to May 27
AED 459
AED 549 total
26 May - 27 May
includes taxes & fees
9/10 Wonderful! (1,434 reviews)
Road trip
"This is a perfect road trip stop off. Big rooms, nice pool and spa."
Reviewed on 8 May 2025
Ashland Springs Hotel
212 E Main St, Ashland, OR
The price is AED 570 per night from May 13 to May 14
AED 570
AED 654 total
13 May - 14 May
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"We had an excellent stay. Staff was courteous and helpful."
Reviewed on 9 May 2025
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.
Discover the most popular places to visit in Ashland
Oregon Shakespeare Festival
4.5/5(265 reviews)
You can make plans for a show at Oregon Shakespeare Festival during your trip to Ashland. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.
Mount Ashland Ski Area
4/5(70 reviews)
Hit the slopes in Ashland with a visit to Mount Ashland Ski Area. Discover the top-notch restaurants and lively festivals in this walkable area.
Southern Oregon University
4.5/5(146 reviews)
Enjoy the collegiate vibe at Southern Oregon University as part of your travels around Ashland. Experience the area's lively festivals and entertainment choices.