Historic Downtown District Vacations
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Where to stay in Historic Downtown District
Find the best Historic Downtown District areas and neighborhoods for the activities you enjoy most. Learn more about Historic Downtown District
Historic Railroad District
4.5/5(7 area reviews)
Historic Railroad District might not have many top sights, but Ashland Library and Oregon Cabaret Theatre are two attractions nearby that you can check out.
Historic Downtown District Hotel Deals
Ashland Springs Hotel
212 E Main St, Ashland, OR
The price is AED 498 per night from Apr 28 to Apr 29
AED 498
AED 574 total
includes taxes & fees
28 Apr - 29 Apr
9.2/10 Wonderful! (1,006 reviews)
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Reviewed on 20 April 2025
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 AED 459 per night from Apr 24 to Apr 25
AED 459
AED 512 total
includes taxes & fees
24 Apr - 25 Apr
8.6/10 Excellent! (1,006 reviews)
"Great location. Very clean. Good condition"
Reviewed on 18 April 2025
McCall House Boutique Inn
153 Oak St, Ashland, OR
9.8/10 Exceptional! (259 reviews)
"close to center of town"
Reviewed on 21 March 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 Historic Downtown District
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 entertainment choices in this walkable area.
Allen Elizabethan Theatre
You can enjoy a show at Allen Elizabethan Theatre during your stay in Ashland. Wander around the area's picturesque gardens or experience its acclaimed theater scene.