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.
Thomas Theatre
You can get tickets for a performance at Thomas Theatre during your trip to Ashland. Experience the area's lively festivals and entertainment choices.
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.
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
Beautiful, historic hotel with fireplace in the lobby. Elegant but not snooty.
Reviewed on 2 Dec 2025
The Bard's Inn, BW Signature Collection by Best Western
Great staff, location and a clean room.
Reviewed on 28 Nov 2025
Winchester Inn
Beautiful room with comfortable bed. Nice quality bedding.
Reviewed on 26 Oct 2025
McCall House Boutique Inn
The house was simply spectacular and the people couldn’t be any friendlier or helpful. Great breakfast to start the day and a very comfortable room and bed. This will become our go to hotel when next in Ashland.
Reviewed on 26 Nov 2025
Rogue Regency Inn and Suites
Clean, good area and good breakfast.
Reviewed on 4 Dec 2025
Ashland Hills Hotel & Suites
A great place
Reviewed on 7 Dec 2025
Other neighbourhoods around Historic Downtown District
Historic Railroad District
While Historic Railroad District isn't home to many top sights, Thomas Theatre and Oregon Shakespeare Festival 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 Thomas Theatre and Oregon Shakespeare Festival.
