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 Oregon Cabaret Theatre and Thomas Theatre are two attractions nearby that you can check out.
Historic Downtown District Hotel Deals
Ashland Springs Hotel
212 E Main St Ashland OR
Fully refundableReserve now, pay when you stay
The price is AED 352 per night from Mar 11 to Mar 12
AED 352
AED 447 total
11 Mar - 12 Mar
includes taxes & fees
9.2/10 Wonderful! (1,008 reviews)
Will be returning. Fantastic historic hotel, holding on to its history.
Reviewed on 4 March 2026
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 364 per night from Mar 8 to Mar 9
AED 364
AED 405 total
8 Mar - 9 Mar
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
Over delivered for inexpensive price.
Reviewed on 2 March 2026
Winchester Inn
35 S. 2nd St. Ashland OR
The price is AED 740 per night from Mar 8 to Mar 9
AED 740
AED 872 total
8 Mar - 9 Mar
includes taxes & fees
9.6/10 Exceptional! (270 reviews)
The room is fantastic!! Highly recommend!
Reviewed on 15 January 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.