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.
Lithia Park
Explore the great outdoors at Lithia Park, a lovely green space in Ashland. Discover the top-notch restaurants and acclaimed theatre scene 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 entertainment choices 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 entertainment choices.
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.
Activities
Rogue River Family Float & Discovery Park-Rafting and Kayaking
Rogue River Whitewater Rafting- Mid Day
Rogue River Whitewater- Morning Rafting Adventure
Our pick of the best Historic Downtown District Hotel Deals
The Bard's Inn, BW Signature Collection by Best Western
"Location is fantastic. No staff from 11:00p- 7:00a. Seemed odd. The king suite room was tired and soul-less."
Reviewed on 19 June 2026
Ashland Springs Hotel
"The rooms are too small for two people. The bed filled about 80% of the room. The bathroom was nice enough, but barely big enough for one person. No shelf space. Suit cases plus everything on the floor. Breakfast was mediocre. For the money I won’t return. Cool building though."
Reviewed on 15 June 2026
Winchester Inn
"A lovely place to land. Beautiful Victorian with a garden to relax in. The room was so comfortable (even had a window seat) and the food was great. As was each member of the staff."
Reviewed on 2 May 2026
McCall House Boutique Inn
"Beautiful"
Reviewed on 15 June 2026
Rogue Regency Inn Medford Airport
"The property and the room were clean and the food was good. But there was no comforter on the top of the beds so it looks like there are just two sheets. The beds look unfinished with missing linen. They do supply a blanket in-between two sheets but it is thin. The hot tub water looked a bit ..."
Reviewed on 19 June 2026
Prospero's Flagship Inn
"They absolutely skyrocketed the price for OSU graduation weekend, to 457.00 a night, which is deplorable greed. I've stayed here several times and always enjoyed it, but that makes me feel just taken advantage of. The breakfast is basic, all carbs, cereal, bread, waffles, etc. The carpet outside ..."
Reviewed on 18 June 2026
Our guide on where to stay in 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.
