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 NZ$267 per night from 6 July to 7 July
NZ$267
6 July - 7 July
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! (1,006 reviews)
"Walls and floors too thin."
Reviewed on 24 June 2026
Ashland Springs Hotel
212 E Main St Ashland OR
The price is NZ$391 per night from 29 June to 30 June
NZ$391
29 June - 30 June
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)
"We had a charming room and the lobby is so pretty!"
Reviewed on 26 June 2026
Winchester Inn
35 S. 2nd St. Ashland OR
The price is NZ$505 per night from 12 July to 13 July
NZ$505
12 July - 13 July
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
Fully refundable
The price is NZ$544 per night from 7 July to 8 July
NZ$544
7 July - 8 July
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! (599 reviews)
"Great location and lovely room and bath."
Reviewed on 23 June 2026
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
The price is NZ$378 per night from 29 June to 30 June
NZ$378
29 June - 30 June
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! (1,005 reviews)
"Excellent overnight stay while driving from Washington to California. Hotel staff was very ready with lots of recommendations on nearby restaurants and gas stations."
Reviewed on 26 June 2026
Prospero's Flagship Inn
1193 Siskiyou Blvd Ashland OR
The price is NZ$164 per night from 29 June to 30 June
NZ$164
29 June - 30 June
includes taxes & fees
Stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free parking and an outdoor pool. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,373 reviews)
"This place is old, rundown, unkept, and not in a safe area. Don’t stay here even if you’re trying to save money, it’s not worth it."
Reviewed on 26 June 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.
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, Allen Elizabethan Theatre and Angus Bowmer Theatre are some notable places to visit nearby.
Siskiyou-Hargadine Historic District
If you're spending some time in Siskiyou-Hargadine Historic District, Ashland Library and Lithia Park 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 Angus Bowmer Theatre.
