Historic Downtown District Travel Guide
Ashland
Visit Historic Downtown District
Popular places to visit
Oregon Shakespeare Festival
You can get tickets for a performance at Oregon Shakespeare Festival during your trip to Ashland. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.
Mount Ashland Ski Area
Hit the slopes in Ashland with a visit to Mount Ashland Ski Area. Discover the top-notch restaurants and entertainment choices in this walkable area.
Oregon Cabaret Theatre
You can get tickets for a performance at Oregon Cabaret Theatre during your stay in Ashland. Amble around this family-friendly area's picturesque gardens and enjoy its top-notch restaurants.
Allen Elizabethan Theatre
You can enjoy a show at Allen Elizabethan Theatre during your trip to Ashland. Wander around the area's picturesque gardens or experience its entertainment choices.
Thomas Theatre
You can get tickets for a performance at Thomas Theatre during your trip to Ashland. Experience the area's entertainment choices and acclaimed theatre scene.
Angus Bowmer Theatre
You can make plans for a show at Angus Bowmer Theatre during your trip to Ashland. Wander around the area's picturesque gardens or experience its entertainment choices.
Top hotels in Historic Downtown District
Ashland Springs Hotel
The room was very comfortable and clean. We also thought the lady running breakfast was kind and efficient.
Reviewed on 9 Jan 2026
The Bard's Inn, BW Signature Collection by Best Western
Clean, great location
Reviewed on 12 Jan 2026
Winchester Inn
The room is fantastic!! Highly recommend!
Reviewed on 15 Jan 2026
McCall House Boutique Inn
Limited iptions for breafast
Reviewed on 4 Jan 2026
Rogue Regency Inn and Suites
Staff was great, room not very clean.
Reviewed on 10 Jan 2026
Stratford Inn
Very nice day overall however, the beds are extremely uncomfortable did didn’t get the best night sleep but the hotel is very nice. The staff extremely friendly and it was very clean.
Reviewed on 11 Jan 2026
Check Historic Downtown District hotel availability
Other neighbourhoods around Historic Downtown District
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.
