Historic Downtown District Travel Guide
Tourist Guide
Visit Historic Downtown District
Stay near popular Historic Downtown District attractions
Activities
Rogue River Family Float & Discovery Park-Rafting and Kayaking
AU$159
per adult
Rogue River Whitewater- Morning Rafting Adventure
AU$152
per adult
Rogue River Whitewater Rafting- Mid Day
AU$167
per adult
100% of travellers recommend
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$267 per night from 9 Aug to 10 Aug
AU$267
9 Aug - 10 Aug
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! (1,004 reviews)
"Staff was great, and parking was convenient. The room was clean, though the bedding could be improved. Breakfast could also be improved with more fresh, locally made items and less packaging."
Reviewed on 4 Aug 2026
Ashland Springs Hotel
212 E Main St Ashland OR
The price is AU$320 per night from 1 Sept to 2 Sept
AU$320
1 Sept - 2 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! (1,012 reviews)
"charming hotel with a lot of character. Great location, walking distance to everything...it is on the main street. Rooms are small."
Reviewed on 5 Aug 2026
Winchester Inn
35 S. 2nd St. Ashland OR
The price is AU$331 per night from 16 Aug to 17 Aug
AU$331
16 Aug - 17 Aug
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! (282 reviews)
"We had a wonderful time at the Winchester Inn! It’s an absolutely charming inn with a great location. Rooms and staff and breakfast were all fabulous. We will be back!"
Reviewed on 2 Aug 2026
McCall House Boutique Inn
153 Oak St Ashland OR
The price is AU$439 per night from 9 Aug to 10 Aug
AU$439
9 Aug - 10 Aug
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 AU$289 per night from 11 Aug to 12 Aug
AU$289
11 Aug - 12 Aug
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 ...
Rogue Regency Inn Medford Airport
2300 Biddle Rd Medford OR
The price is AU$165 per night from 6 Aug to 7 Aug
AU$165
6 Aug - 7 Aug
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. ...
8.8/10 Excellent! (3,191 reviews)
"This hotel was pleasant. You can tell it was very nice back in the day and it was very clean, but it hasn’t been updated in quite some time. It was charming and the staff were very friendly and welcoming. We didn’t get the opportunity to use the pool or gym, but the included buffet breakfast spread ..."
Reviewed on 4 Aug 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.
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.
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, Allen Elizabethan Theatre and Oregon Shakespeare Festival 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.
