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 lively festivals 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.
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.
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.
Our pick of the best Historic Downtown District Hotel Deals
Ashland Springs Hotel
Nice, place breakfast was not worth 5.00 or the trouble.
Reviewed on 22 Mar 2026
The Bard's Inn, BW Signature Collection by Best Western
Great location! Very walkable
Reviewed on 23 Mar 2026
Winchester Inn
The room is fantastic!! Highly recommend!
Reviewed on 15 Jan 2026
McCall House Boutique Inn
Nice job on the room, service.
Reviewed on 16 Mar 2026
Stratford Inn
This is the second time we’ve stayed here and it was great! Love the location, the staff is super nice, the beds were so-so but the pillows were good. I loved how we could open the windows to get fresh air! The breakfast had lots of good options. Would definitely stay again!
Reviewed on 23 Mar 2026
Rogue Regency Inn Medford Airport
Our go to place to stay when we come into town to see our kids. Pet friendly, kid friendly and amazing staff
Reviewed on 23 Mar 2026
Check Historic Downtown District hotel availability
Other neighbourhoods around Historic Downtown District
Historic Railroad District
While Historic Railroad District isn't home to many top sights, Oregon Cabaret Theatre and Thomas 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 Thomas Theatre and Oregon Shakespeare Festival.
