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 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.
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 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.
Top hotels in Historic Downtown District
The Bard's Inn, BW Signature Collection by Best Western
"Pretty low end"
Reviewed on 4 Jun 2026
Ashland Springs Hotel
"Had high hopes based upon the reviews, but unfortunately turned out to be a disappointment. Check in was friendly and efficient. The room was small, and the bathroom toilet was not cleaned, big pile of long hair swirling in the toilet bowl. Could not make reservations for the restaurant that I heard ..."
Reviewed on 3 Jun 2026
McCall House Boutique Inn
"Perfection."
Reviewed on 27 May 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
Rogue Regency Inn Medford Airport
"Room was clean and the"
Reviewed on 4 Jun 2026
Prospero's Flagship Inn
"Over all this place is very good,for the money"
Reviewed on 3 Jun 2026
Check Historic Downtown District hotel availability
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.
