Historic Downtown District Travel Guide
Tourist Guide
Visit Historic Downtown District
Stay near popular Historic Downtown District attractions
Our pick of the best Historic Downtown District Hotel Deals
The Bard's Inn, BW Signature Collection by Best Western
132 N Main Street Ashland OR
The price is AU$151 per night from 24 Nov to 25 Nov
AU$151
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! (1,002 reviews)
"First of all, the front desk staff was wonderful and extremely helpful, and my room was very clean. That said, I was surprised by the extremely poor quality of the room itself. Its decor was dark and gloomy throughout; inner curtains had gaping holes in them; paper cups were provided instead of glasses; ..."
Reviewed on 2 Nov 2026
Ashland Springs Hotel
212 E Main St Ashland OR
The price is AU$171 per night from 1 Dec to 2 Dec
AU$171
1 Dec - 2 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. ...
Winchester Inn
35 S. 2nd St. Ashland OR
The price is AU$218 per night from 5 Nov to 6 Nov
AU$218
5 Nov - 6 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! (291 reviews)
"Amazing breakfasts, friendly staff, best location"
Reviewed on 10 Oct 2026
McCall House Boutique Inn
153 Oak St Ashland OR
The price is AU$298 per night from 4 Nov to 5 Nov
AU$298
4 Nov - 5 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 ...
1907 Charmer, Perfect Downtown Location, So Clean!
Ashland OR
Stay at this holiday home in Ashland. Enjoy laundry facilities, an in-room coffee maker and air conditioning. Popular attractions Ashland Library and Oregon ...
9.4/10 Exceptional! (140 reviews)
"Love everything about this property. Very clean, accurately represented in the listing, communication could not have been easier or better. Host is very responsive to questions. We were able to park at the house and walk everywhere in this delightful town. Kitchen has everything needed. Beds are ..."
Reviewed on 22 Oct 2026
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
The price is AU$260 per night from 16 Nov to 17 Nov
AU$260
16 Nov - 17 Nov
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.
Check Historic Downtown District hotel availability
Our guide on 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.
