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.
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 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.
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
The Bard's Inn, BW Signature Collection by Best Western
WiFi was horrible. No excuse for this. This isnt 1998.
Reviewed on 2026/5/11
Ashland Springs Hotel
Buffet style breakfast Biscuits and gravy were excellent
Reviewed on 2026/5/10
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 2026/5/2
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 2026/4/27
Rogue Regency Inn Medford Airport
Yes
Reviewed on 2026/5/10
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 2026/5/9
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Other neighborhoods around Historic Downtown District
Historic Railroad District
Historic Railroad District might not have many top sights, but Oregon Cabaret Theatre and Allen Elizabethan 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 Allen Elizabethan Theatre and Oregon Shakespeare Festival are two attractions nearby that you can check out.
