Historic Downtown District Travel Guide
Ashland
Visit Historic Downtown District
Stay near popular Historic Downtown District attractions
Top hotels in Historic Downtown District
The Bard's Inn, BW Signature Collection by Best Western
132 N Main Street Ashland OR
The price is ₹16,266 per night from 3 Aug to 4 Aug
₹16,266
₹18,136 total
3 Aug - 4 Aug
includes taxes & fees
Stay at this hotel in Ashland. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. Popular ...
8.6/10 Excellent! (1,010 reviews)
"For the price of this place, I didn't realize I was paying to be part of a hidden-camera prank show. First, we were exiled to the "Sonnet" building. To get to the main check-in, you have to navigate two crosswalks across one of the busiest roads in Ashland. Once you survive the trek, you step into ..."
Reviewed on 22 Jul 2026
Ashland Springs Hotel
212 E Main St Ashland OR
The price is ₹17,661 per night from 27 Jul to 28 Jul
₹17,661
₹21,236 total
27 Jul - 28 Jul
includes taxes & fees
Stay at this spa hotel in Ashland. Enjoy free Wi-Fi, free parking and a full-service spa. Our guests praise the breakfast and the helpful staff in their reviews. ...
9.2/10 Wonderful! (1,004 reviews)
"Great historic property in a great location. Convenient parking. No bellman service so be ready to cart your bags from parking lot. Spacious room with nice view. Spa and sauna at another location. Decent breakfast for $5."
Reviewed on 22 Jul 2026
Winchester Inn
35 S. 2nd St. Ashland OR
The price is ₹18,411 per night from 16 Aug to 17 Aug
₹18,411
₹22,312 total
16 Aug - 17 Aug
includes taxes & fees
Stay at this inn in Ashland. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular attractions Oregon ...
9.6/10 Exceptional! (280 reviews)
"Good location. Good breakfast"
Reviewed on 14 Jul 2026
McCall House Boutique Inn
153 Oak St Ashland OR
Fully refundable
The price is ₹26,505 per night from 28 Jul to 29 Jul
₹26,505
₹29,553 total
28 Jul - 29 Jul
includes taxes & fees
Stay at this B&B in Ashland. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. Popular ...
9.2/10 Wonderful! (601 reviews)
"McCall Boutique was an excellent stay! We will definitely be back for a return visit."
Reviewed on 26 Jun 2026
Quality Inn & Suites Medford Airport
1950 Biddle Rd Medford OR
The price is ₹8,575 per night from 10 Aug to 11 Aug
₹8,575
₹9,695 total
10 Aug - 11 Aug
includes taxes & fees
Stay at this spa hotel in Medford. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. ...
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
The price is ₹17,296 per night from 26 Jul to 27 Jul
₹17,296
₹20,617 total
26 Jul - 27 Jul
includes taxes & fees
Stay at this golf hotel in Medford. Enjoy free breakfast, free parking and a casino. Our guests praise the breakfast and the pool in their reviews. Popular attractions ...
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.
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Where to stay in Historic Downtown District
Find the best Historic Downtown District areas for the activities you enjoy most.
Historic Railroad District
While Historic Railroad District isn't home to many top sights, Oregon Cabaret Theatre and Allen Elizabethan Theatre are some notable places to visit nearby.
Siskiyou-Hargadine Historic District
If you're spending some time in Siskiyou-Hargadine Historic District, Lithia Park and Ashland Library are top sights worth seeing.
Skidmore Academy Historic District
While Skidmore Academy Historic District may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Allen Elizabethan Theatre and Angus Bowmer Theatre.
