Historic Downtown District Travel Guide
Ashland
Visit Historic Downtown District
Stay near popular Historic Downtown District attractions
Things to do
The Cultural Heart of Ashland: A Self-Guided Audio Tour
฿331
per adult
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 ฿5,556 per night from 7 Sept to 8 Sept
฿5,556
฿6,195 total
7 Sept - 8 Sept
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! (1,001 reviews)
"The property location is really convenient and walkable to the park and downtown! The furnishings are dated and a bit rundown. Staff was friendly and helpful. Continental breakfast was lackluster. Overall, an easy one night/quick stay for convenience."
Reviewed on 23 Aug 2026
Ashland Springs Hotel
212 E Main St Ashland OR
The price is ฿6,321 per night from 30 Aug to 31 Aug
฿6,321
฿7,577 total
30 Aug - 31 Aug
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! (1,001 reviews)
"We were moved 3 times to get an accessible shower. Gave up when the “accessible “ shower had no handle bars. This is a 104 year old hotel with cheap updating. Our king room had a bathroom in which it literally was difficult to turn around. Cannot recommend this property which does have a great location. ..."
Reviewed on 29 Aug 2026
Winchester Inn
35 S. 2nd St. Ashland OR
The price is ฿5,885 per night from 7 Sept to 8 Sept
฿5,885
฿7,156 total
7 Sept - 8 Sept
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 ...
McCall House Boutique Inn
153 Oak St Ashland OR
The price is ฿8,046 per night from 31 Aug to 1 Sept
฿8,046
฿8,971 total
31 Aug - 1 Sept
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! (608 reviews)
"Cute place. Helpful and friendly staff. Excellent breakfast. Would definitely return because I’m already booked again."
Reviewed on 28 Aug 2026
Rogue Regency Inn Medford Airport
2300 Biddle Rd Medford OR
The price is ฿3,912 per night from 10 Sept to 11 Sept
฿3,912
฿4,565 total
10 Sept - 11 Sept
includes taxes & fees
Stay at this business-friendly hotel in Medford. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. ...
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
The price is ฿5,296 per night from 6 Sept to 7 Sept
฿5,296
฿6,352 total
6 Sept - 7 Sept
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.
Where to stay in Historic Downtown District
Find the best Historic Downtown District areas for the activities you enjoy most.
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.
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.
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 Oregon Shakespeare Festival.
