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.

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.
Thomas Theatre
You can get tickets for a performance at Thomas Theatre during your trip to Ashland. Experience the area's lively festivals and 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.
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 lively festivals.
Top hotels in Historic Downtown District

Ashland Springs Hotel
The room was spotless and in good nick. While it was smallish in the style of the period, everything we needed was there and very satisfying. The screen in the room was quite large and had an excellent picture. And do not miss the breakfast! Absolutely EXCELLENT fare, served by a lovely group of ...
Reviewed on 16 Feb 2026

The Bard's Inn, BW Signature Collection by Best Western
The first time we stayed at The Bard's Inn back in 2020 was an amazing experience. The room was extremely nice, service was great, food was great. This time, though, the room was very dingy, with minimal amenities. It looked as though nothing had been done with it in years. The food experience was ...
Reviewed on 17 Feb 2026

Winchester Inn
The room is fantastic!! Highly recommend!
Reviewed on 15 Jan 2026

McCall House Boutique Inn
Room was good, but I wish the would take care of the dust and webs on the ceiling beams. The skylight is a killer bringing light into the room very early morning...
Reviewed on 15 Feb 2026

Rogue Regency Inn and Suites
Best bang for the buck! Will be coming back !
Reviewed on 17 Feb 2026

Stratford Inn
Clean room, friendly staff, good healthy breakfast options and coffee, comfortable bed and thoughtfully set up room.
Reviewed on 17 Feb 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.
