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.
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 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.
Top hotels in Historic Downtown District
The Bard's Inn, BW Signature Collection by Best Western
Excellent staff. The hotel is located right next to downtown Asland with access to restaurants, theater, and Lithia Park. They have a slow charger for electric vehicles. The chairs are cushioned and low to the ground and you sink, making the table come up to your chest so you can't get any work done ...
Reviewed on 12 May 2026
Ashland Springs Hotel
Everything was good. We were missing more information about the options for breakfast, tea or dinner.
Reviewed on 11 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
McCall House Boutique Inn
McCall House was a perfect place to stay for an overnight trip to Ashland. The location was perfect and easy walking distance to many restaurants. The property was very quite. The breakfast was delicious.
Reviewed on 27 Apr 2026
Rogue Regency Inn Medford Airport
Yes
Reviewed on 10 May 2026
Compass by Margaritaville in Medford
I really enjoyed our stay here, but through Expedia, I rented an ADA room, but when I arrived they had no knowledge of the request. They were able to find us a room with a walk in shower, but it had no safety bars, so I was not able to use it. Next time, I will not go through Expedia, but will reserve ...
Reviewed on 9 May 2026
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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 Oregon Shakespeare Festival.
