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 lively festivals and 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.
Things to do
Ashland Team Trivia Hunt: New 2024 Mobile Game App!
Top hotels in Historic Downtown District
Ashland Springs Hotel
Excellent view.
Reviewed on 26 Dec 2025
The Bard's Inn, BW Signature Collection by Best Western
Awesome
Reviewed on 23 Dec 2025
Winchester Inn
Beautiful B&B. This will now be our favorite stop in Ashland.
Reviewed on 23 Dec 2025
McCall House Boutique Inn
We had a wonderful stay. Beautiful home with lovely decor. Staff were very attentive and friendly.
Reviewed on 15 Dec 2025
Rogue Regency Inn and Suites
Room was clean property was welcoming
Reviewed on 28 Dec 2025
Stratford Inn
The attendant at the reception was super nice. We did have some issues with the bathroom but Elijah helped resolved it immediately.
Reviewed on 27 Dec 2025
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.
