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 ฿5,277 per night from 21 Sept to 22 Sept
฿5,277
฿5,884 total
21 Sept - 22 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)
"Nice hotel and walking distance to shopping and restaurants"
Reviewed on 29 Aug 2026
Ashland Springs Hotel
212 E Main St Ashland OR
Fully refundable
The price is ฿6,189 per night from 5 Oct to 6 Oct
฿6,189
฿7,430 total
5 Oct - 6 Oct
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! (1,010 reviews)
"My problem was the very soft and sagging bed. It was like sleeping in a hammock. Everything else was great. Very nice staff."
Reviewed on 3 Sept 2026
Winchester Inn
35 S. 2nd St. Ashland OR
The price is ฿5,518 per night from 7 Sept to 8 Sept
฿5,518
฿6,731 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 ...
9.6/10 Exceptional! (286 reviews)
"The property, location, and staff were amazing!!! However, the room itself was a little underwhelming due to hearing the upstairs guests all night, the bedroom window opening up to the trash bins, and the shower being extremely cold. Additionally someone woke me up at 3 am drumming on the trash bins, ..."
Reviewed on 31 Aug 2026
McCall House Boutique Inn
153 Oak St Ashland OR
Fully refundable
The price is ฿9,066 per night from 5 Oct to 6 Oct
฿9,066
฿10,108 total
5 Oct - 6 Oct
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! (609 reviews)
"All good; would stay again. Great breakfast too"
Reviewed on 1 Sept 2026
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
The price is ฿5,303 per night from 7 Sept to 8 Sept
฿5,303
฿6,361 total
7 Sept - 8 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 ...
Rogue Regency Inn Medford Airport
2300 Biddle Rd Medford OR
The price is ฿3,229 per night from 14 Sept to 15 Sept
฿3,229
฿3,798 total
14 Sept - 15 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. ...
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.
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 Oregon Shakespeare Festival.
