Historic Downtown District
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.
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.
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
Will be returning. Fantastic historic hotel, holding on to its history.
Reviewed on 4 Mar 2026
The Bard's Inn, BW Signature Collection by Best Western
Over delivered for inexpensive price.
Reviewed on 2 Mar 2026
Winchester Inn
The room is fantastic!! Highly recommend!
Reviewed on 15 Jan 2026
McCall House Boutique Inn
Room clean, great breakfast
Reviewed on 1 Mar 2026
Stratford Inn
we enjoyed the kitchenette
Reviewed on 5 Mar 2026
Rogue Regency Inn Medford Airport
Entering the hotel it seemed as though it was beautiful and had a great history. We were excited to stay at the property. After some odd side conversations in the lobby about a fire due to someone smoking in their room, we were greeted by the front desk staff. They were quick to get us settled and ...
Reviewed on 6 Mar 2026
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 Oregon Shakespeare Festival and Oregon Cabaret Theatre.
