Historic Downtown District, OR
Ashland
Visit Historic Downtown District
Popular places to visit
Oregon Shakespeare Festival
You can make plans for a show 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.
Allen Elizabethan Theatre
You can enjoy a show at Allen Elizabethan Theatre during your stay in Ashland. Wander around the area's picturesque gardens or experience its entertainment choices.
Oregon Cabaret Theatre
You can make plans for a show at Oregon Cabaret Theatre during your trip to 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 on your trip to Ashland. Experience the area's lively festivals and entertainment choices.
Angus Bowmer Theatre
You can get tickets for a performance at Angus Bowmer Theatre during your trip to Ashland. Wander around the area's picturesque gardens or experience its entertainment choices.
Historic Downtown District Hotel Deals
Ashland Springs Hotel
Love this hotel! I am bummed they started charging for breakfast but it is delicious.
Reviewed on Dec 15, 2025
The Bard's Inn, BW Signature Collection by Best Western
fancy accommodations. Brick parking lot! German clerk! Short pleasant walk to downtown and Shakespeare.
Reviewed on Dec 18, 2025
Winchester Inn
Beautiful room with comfortable bed. Nice quality bedding.
Reviewed on Oct 26, 2025
McCall House Boutique Inn
We had a wonderful stay. Beautiful home with lovely decor. Staff were very attentive and friendly.
Reviewed on Dec 15, 2025
Rogue Regency Inn and Suites
Quiet spacious rooms
Reviewed on Dec 23, 2025
Ashland Hills Hotel & Suites
The potential of wanting to come back for a long stay in different seasons.
Reviewed on Dec 25, 2025
Other neighborhoods around Historic Downtown District
Historic Railroad District
Historic Railroad District might not have many top sights, but Oregon Cabaret Theatre and Thomas Theatre are two attractions nearby that you can check out.
Siskiyou-Hargadine Historic District
While visiting Siskiyou-Hargadine Historic District, you might make a stop by sights like Lithia Park and Ashland Library.
Skidmore Academy Historic District
Skidmore Academy Historic District might not have many top sights, but Thomas Theatre and Oregon Shakespeare Festival are two attractions nearby that you can check out.
