Historic Downtown District Travel Guide
Tourist Guide
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.
Lithia Park
Explore the great outdoors at Lithia Park, a lovely green space in Ashland. Discover the top-notch restaurants and entertainment choices in this family-friendly 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.
Activities
Our pick of the best Historic Downtown District Hotel Deals
Ashland Springs Hotel
We upgraded and that was not wise. The rooms are extremely small. The upgrade was not worth the $ as we viewed 3 rooms before choosing one. The Hotel is a classic, historical center of quaint Ashland. Good staffstaff
Reviewed on 27 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
Great place, quite and very helpful and friendly staff
Reviewed on 4 Feb 2026
Rogue Regency Inn and Suites
Great employees very helpful and also the shuttle to and from airport is extremely helpful 👍
Reviewed on 4 Feb 2026
Stratford Inn
The staff was amazing very
Reviewed on 3 Feb 2026
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.
