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.
Lithia Park
Explore the great outdoors at Lithia Park, a lovely green space in Ashland. Discover the top-notch restaurants and lively festivals in this family-friendly area.
Mount Ashland Ski Area
Hit the slopes in Ashland with a visit to Mount Ashland Ski Area. Discover the top-notch restaurants and lively festivals in this walkable area.
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 acclaimed theatre scene.
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.
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 acclaimed theatre scene.
Top hotels in Historic Downtown District
Ashland Springs Hotel
There was an amazing breakfast buffet in the adorable room. Everything about it is so incredibly unique and will decorate. It’s aThere was an amazing breakfast buffet in the adorable room. Everything about it is so incredibly unique and will decorated. It’s a great preserved historical building. ...
Reviewed on 15 Apr 2026
The Bard's Inn, BW Signature Collection by Best Western
food good parking good
Reviewed on 12 Apr 2026
Winchester Inn
Lovely establishment, made to order breakfast, easy walking to theaters.
Reviewed on 8 Apr 2026
McCall House Boutique Inn
It has a great location, easy to walk to center of town. The breakfasts were very fresh and warm. They had 3 or 4 different EV chargers behind the lovely historic house.
Reviewed on 31 Mar 2026
Stratford Inn
Outstanding hotel and a great staff.
Reviewed on 14 Apr 2026
Rogue Regency Inn Medford Airport
We stayed two nights (a group of four ladies). Everything was great, the staff was very friendly and helpful. It's the third time I've stayed there in the last 5-6 years. Its changed a bit each time for the better. My group is already looking forward to our next stay.
Reviewed on 15 Apr 2026
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Other neighbourhoods around Historic Downtown District
Historic Railroad District
While Historic Railroad District isn't home to many top sights, Allen Elizabethan 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 Allen Elizabethan Theatre and Oregon Shakespeare Festival.
