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.
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.
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 acclaimed theatre scene.
Top hotels in Historic Downtown District
Ashland Springs Hotel
The Hotel is beautiful and historic. The beds were the most comfortable we had on our travels.
Reviewed on 5 Feb 2026
The Bard's Inn, BW Signature Collection by Best Western
Clean, great location
Reviewed on 12 Jan 2026
Winchester Inn
The room is fantastic!! Highly recommend!
Reviewed on 15 Jan 2026
McCall House Boutique Inn
Great place, quite and very helpful and friendly staff
Reviewed on 4 Feb 2026
Spacious 2 bedroom historic home with two king beds and kitchenette.
Great location, nice place to stay. Could use a frying pan.
Reviewed on 22 Apr 2025
Rogue Regency Inn and Suites
Great hotel for the price. Super nice to have a bar/restaurant attached to the hotel. We loved the pool and hotub area.
Reviewed on 7 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 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 Thomas Theatre.
