Historic Downtown District Travel Guide
Tourist Guide
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 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 acclaimed theatre scene.
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.
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.
Activities
The Cultural Heart of Ashland: A Self-Guided Audio Tour
Our pick of the best Historic Downtown District Hotel Deals
The Bard's Inn, BW Signature Collection by Best Western
We brought our dog and got a pet friendly room. It wasnt stinky or anything which is a plus. Very nice location.
Reviewed on 28 Apr 2026
Ashland Springs Hotel
The breakfast area is excellent. Parking lot is good also.
Reviewed on 29 Apr 2026
Winchester Inn
Fabulous breakfast and a great room. Location is right in town, can't really get a better location for the theatres and downtown restaurants. I stay here often.
Reviewed on 28 Apr 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
The bed and the pillows weren’t the most comfortable I have slept on and the restaurant was closed because all their staff called in sick. The desk clerk was very friendly, but never did email me the receipt I asked for. The property was clean but older. I’m all for the price. It was acceptable.
Reviewed on 29 Apr 2026
Ashland Hills Hotel & Suites
Very nice property! Very spacious room. Onsite restaurant was nicely decorated and food was good. Only disappointment was the Hot Tub was down for maintenance or something.
Reviewed on 29 Apr 2026
Check Historic Downtown District hotel availability
Other neighbourhoods around Historic Downtown District
Historic Railroad District
While Historic Railroad District isn't home to many top sights, Allen Elizabethan Theatre and Oregon Shakespeare Festival 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.
