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
฿328
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 ฿4,329 per night from 1 Nov to 2 Nov
฿4,329
฿4,827 total
1 Nov - 2 Nov
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 ...
Ashland Springs Hotel
212 E Main St Ashland OR
The price is ฿2,855 per night from 1 Nov to 2 Nov
฿2,855
฿3,703 total
1 Nov - 2 Nov
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. ...
Winchester Inn
35 S. 2nd St. Ashland OR
The price is ฿4,526 per night from 27 Oct to 28 Oct
฿4,526
฿5,585 total
27 Oct - 28 Oct
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 ฿5,799 per night from 2 Nov to 3 Nov
฿5,799
฿6,466 total
2 Nov - 3 Nov
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 ...
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
The price is ฿5,104 per night from 12 Oct to 13 Oct
฿5,104
฿6,145 total
12 Oct - 13 Oct
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 ...
9.6/10 Exceptional! (1,152 reviews)
"Very modern, fresh appeal from this establishment. The room was amazing and it was so nice to have an up to-date bathroom with amazing lighting for applying makeup, etc. The breakfast buffet was top notch. I actually looked forward to waking up in time for breakfast each morning. The staff at the ..."
Reviewed on 3 Oct 2026
Red Lion Hotel Rogue Regency Medford Airport
2300 Biddle Rd Medford OR
The price is ฿3,109 per night from 5 Oct to 6 Oct
฿3,109
฿3,666 total
5 Oct - 6 Oct
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. ...
8.6/10 Excellent! (3,275 reviews)
"What I liked about this property was the clean room and the staff. The front desk gentleman was very nice and friendly and our server in the restaurant was delightful. She was very nice and did a great job! I think it was a great property for the price we got on Expedia. I know there is a transition ..."
Reviewed on 2 Oct 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.
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.
