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.
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.
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.
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.
Things to do
Historic Downtown District Hotel Deals
The Bard's Inn, BW Signature Collection by Best Western
"A nice property very close to restaurants and theatres. They have 3 different buildings which means breakfast room, pool and hot tub may be across the street. Breakfast was okay but not a lot of selection."
Reviewed on May 25, 2026
Ashland Springs Hotel
"Nice location for exploring Ashland and OSF."
Reviewed on May 26, 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 Apr 27, 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 May 2, 2026
Rogue Regency Inn Medford Airport
"Room was clean, staff was good. It’s an older hotel but not a deal breaker."
Reviewed on May 27, 2026
Ashland Hills Hotel & Suites
"We really like this hotel a lot. The staff is great. Unfortunately, the hot tub has been broken the last 2 times we have been here. We were disappointed that when we checked in we were not informed about it not working, nor were we offered any type of compensation. The hot tub is one of the main ..."
Reviewed on May 27, 2026
Check Historic Downtown District hotel availability
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 Angus Bowmer Theatre are two attractions nearby that you can check out.
