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.
Mount Ashland Ski Area
Hit the slopes in Ashland with a visit to Mount Ashland Ski Area. Discover the top-notch restaurants and lively festivals 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.
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.
Thomas Theatre
You can get tickets for a performance at Thomas Theatre during your trip to Ashland. Experience the area's entertainment choices and acclaimed theatre scene.
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 acclaimed theatre scene.
Things to do
Ashland Team Trivia Hunt: New 2024 Mobile Game App!
Top hotels in Historic Downtown District
Ashland Springs Hotel
Love this hotel - super comfy bed. Only downside was elevator was glitching so we had to carry luggage up three flights. Other than that, top notch.
Reviewed on 8 Nov 2025
The Bard's Inn, BW Signature Collection by Best Western
The Bards Inn is lovely with each room themed after a Shakespe Play. Location is excellent just at the top of Main St. I can highly recommend this hotel
Reviewed on 6 Nov 2025
Winchester Inn
Beautiful room with comfortable bed. Nice quality bedding.
Reviewed on 26 Oct 2025
McCall House Boutique Inn
Great stay! Ambience was magical!
Reviewed on 9 Nov 2025
Rogue Regency Inn and Suites
Wonderful food in the pub Beds were great
Reviewed on 11 Nov 2025
My Place Hotel-Medford OR
Room was very clean and modern looking, staff was very friendly. Good location close to the freeway, and there’s a coffee shop next door that’s pretty convenient. My only complaint was that the doors to the rooms, which are very big and heavy, don’t have anything to dampen/slow them down. Starting ...
Reviewed on 6 Nov 2025
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.
