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.
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.
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.
Top hotels in Historic Downtown District
The Bard's Inn, BW Signature Collection by Best Western
"Disappointed in our room air conditioner, that continually shut down and never cooled the room sufficiently. The staff offered to move us, but by that time we were unpacked and had reservations for dinner."
Reviewed on 5 Jun 2026
Ashland Springs Hotel
"Property was clean and maintained well."
Reviewed on 5 Jun 2026
McCall House Boutique Inn
"Perfection."
Reviewed on 27 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
Rogue Regency Inn Medford Airport
"The lady that checked me in at the front desk was fantastic. I really like the park and fly program. I like the fact that the rooms have microwaves, coffee makers and refrigerators. I really love the airport shuttle. That man was professional and did a great job."
Reviewed on 7 Jun 2026
Prospero's Flagship Inn
"We stayed here twice. The first time the room was super clean- we were amazed. The 2nd time it wasn't quite as clean but still good. Our neighbors left a few discarded cans outside our front door at night and staff was slow in getting rid of them. A few towels had stains which were a bit disconcerting, ..."
Reviewed on 8 Jun 2026
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Where to stay in Historic Downtown District
Historic Railroad District
While Historic Railroad District isn't home to many top sights, Allen Elizabethan Theatre and Angus Bowmer 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 Angus Bowmer Theatre.
