Historic Downtown District
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.
Things to do
Top hotels in Historic Downtown District
Ashland Springs Hotel
The room was clean, very very small. Parking was good. The staff at the front desk was extremely nice. The breakfast was at best ok. It wasn't kept stocked very fast, so when we got there only potatoes and bagels were available. Eventually they brought more fresh fruit, but the egg bake thing was ...
Reviewed on 16 Apr 2026
The Bard's Inn, BW Signature Collection by Best Western
Breakfast was not great. Bananas were old and splitting open. Powdered eggs were tasteless.
Reviewed on 17 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
Ashland Hills Hotel & Suites
Super cute, loved the vibe! Can’t comment on most amenities as we weren’t there for long. We spoke to w staff members and both were fairly friendly. I would visit again, but there were a couple of issues. There was an excessive amount of hair on the bathroom floor- so much that I cleaned it. My biggest ...
Reviewed on 19 Apr 2026
Stratford Inn
It was a fine stay but not that great. The heating/cooling unit did not work properly - based on other reviews that seems to be a common issue. The breakfast wasn’t great but as expected. Staff was super friendly.
Reviewed on 18 Apr 2026
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.
