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
฿337
per adult
Top hotels in Historic Downtown District

Ashland Springs Hotel
212 E Main St Ashland OR
The price is ฿2,880 per night from 14 Dec to 15 Dec
฿2,880
฿3,736 total
14 Dec - 15 Dec
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)
"Great staff. Pass on the breakfast."
Reviewed on 14 Nov 2026

The Bard's Inn, BW Signature Collection by Best Western
132 N Main Street Ashland OR
The price is ฿2,736 per night from 24 Nov to 25 Nov
฿2,736
฿3,051 total
24 Nov - 25 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 ...
8.4/10 Very good! (1,000 reviews)
"The Bards Inn was close to all the fun shops, restaurants, and Lithia Park."
Reviewed on 6 Nov 2026

Winchester Inn
35 S. 2nd St. Ashland OR
The price is ฿4,054 per night from 16 Nov to 17 Nov
฿4,054
฿5,040 total
16 Nov - 17 Nov
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! (292 reviews)
"Well maintained and beautiful Victorian boutique hotel located within a short walk to Main Street. Our room had all the modern amenities. Staff very helpful. Breakfast was good."
Reviewed on 10 Nov 2026

McCall House Boutique Inn
153 Oak St Ashland OR
The price is ฿5,337 per night from 16 Nov to 17 Nov
฿5,337
฿5,950 total
16 Nov - 17 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 ...

Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
The price is ฿3,234 per night from 18 Nov to 19 Nov
฿3,234
฿3,945 total
18 Nov - 19 Nov
includes taxes & fees
Stay at this business-friendly hotel in Ashland. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (1,576 reviews)
"酒店设施很干净,尤其是卫生间。非常棒的体验"
Reviewed on 13 Nov 2026

Red Lion Hotel Rogue Regency Medford Airport
2300 Biddle Rd Medford OR
The price is ฿2,992 per night from 15 Dec to 16 Dec
฿2,992
฿3,535 total
15 Dec - 16 Dec
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! (3,291 reviews)
"We stay here when traveling to visit family in California. While dated, they are working on repairs. The beds are comfy and the breakfasts are plentiful well stocked."
Reviewed on 14 Nov 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.

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.




