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 Allen Elizabethan 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 3 to Mar 4
AED 352
AED 447 total
3 Mar - 4 Mar
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
Pros—-staff was incredibly kind Great food available for room service through Larks Cons—room was uncomfortably small.. luckily it was only one person but 2 people could not move around comfortably in this room and the bedding MUST be updated. We truly aren’t ones to complain but it might’ve been ...
Reviewed on 23 February 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 1 to Mar 2
AED 364
AED 405 total
1 Mar - 2 Mar
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
The first time we stayed at The Bard's Inn back in 2020 was an amazing experience. The room was extremely nice, service was great, food was great. This time, though, the room was very dingy, with minimal amenities. It looked as though nothing had been done with it in years. The food experience was ...
Reviewed on 17 February 2026
Winchester Inn
35 S. 2nd St. Ashland OR
The price is AED 733 per night from Mar 1 to Mar 2
AED 733
AED 863 total
1 Mar - 2 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.