Historic Downtown District
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 €163 per night from 31 Aug to 1 Sept
€163
31 Aug - 1 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
The price is €199 per night from 7 Sept to 8 Sept
€199
7 Sept - 8 Sept
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! (1,002 reviews)
"Delightful historic hotel, centrally located. Room was stylish and the lobby is a comfortable, beautiful place to relax. Do friendly!!"
Reviewed on 29 Aug 2026
Winchester Inn
35 S. 2nd St. Ashland OR
The price is €187 per night from 7 Sept to 8 Sept
€187
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 €234 per night from 31 Aug to 1 Sept
€234
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 €120 per night from 31 Aug to 1 Sept
€120
31 Aug - 1 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
Fully refundableReserve now, pay when you stay
The price is €167 per night from 6 Sept to 7 Sept
€167
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.
