Historic Downtown District
Ashland
Visit Historic Downtown District
Popular places to visit
Oregon Shakespeare Festival
You can make plans for a show 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 make plans for a show at Oregon Cabaret Theatre during your trip to 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 stay in 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 on your trip to Ashland. Experience the area's lively festivals and entertainment choices.
Angus Bowmer Theatre
You can get tickets for a performance at Angus Bowmer Theatre during your trip to Ashland. Wander around the area's picturesque gardens or experience its lively festivals.
Things to do
Top hotels in Historic Downtown District
Ashland Springs Hotel
Yummy
Reviewed on Oct 26, 2025
The Bard's Inn, BW Signature Collection by Best Western
Great location and nice room
Reviewed on Oct 18, 2025
Winchester Inn
Beautiful room with comfortable bed. Nice quality bedding.
Reviewed on Oct 26, 2025
McCall House Boutique Inn
Breakfast was great! Convenient location…walked to shopping, dinner, and a play.
Reviewed on Oct 24, 2025
Rogue Regency Inn and Suites
Courteous staff. Clean room. Breakfast could use some other options, but was ok.
Reviewed on Oct 30, 2025
Flagship Inn of Ashland
Room was clean and quiet. We all slept well. Kids enjoyed the pool. Breakfast lacked a bit of variety. But will stay again.
Reviewed on Oct 29, 2025
Other neighbourhoods around Historic Downtown District
Historic Railroad District
Historic Railroad District might not have many top sights, but Oregon Cabaret Theatre and Allen Elizabethan Theatre are two attractions nearby that you can check out.
Siskiyou-Hargadine Historic District
While visiting Siskiyou-Hargadine Historic District, you might make a stop by sights like Lithia Park and Ashland Library.
Skidmore Academy Historic District
Skidmore Academy Historic District might not have many top sights, but Allen Elizabethan Theatre and Oregon Shakespeare Festival are two attractions nearby that you can check out.
