Historic Railroad District Travel Guide
Ashland




Visit Historic Railroad 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.
Southern Oregon University
Walk around the campus at Southern Oregon University during your visit to Ashland. Experience the area's entertainment choices and acclaimed theatre scene.
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.
Howard Prairie Lake
Commune with nature and explore the great outdoors at Howard Prairie Lake during your travels in Ashland. While in this family-friendly area, you can savour the top-notch restaurants.
Top hotels in Historic Railroad District

The Peerless Hotel by WanderLodges
Beautiful property. Gorgeous furnishings. Great location. Is my favorite room to stay in.
Reviewed on 20 Apr 2026

Rogue Regency Inn Medford Airport
Yes
Reviewed on 10 May 2026

Ashland Hills Hotel & Suites
Clean room | Great Location | Visiting 4th time
Reviewed on 11 May 2026

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 9 May 2026

Prospero's Flagship Inn
Booked this motel specifically because there was an outdoor pool and the weather was predicted to be super warm. Apparently, May is still winter months. When we arrived the pool was green and still closed. I accept that I did not call in advance but May is closer to Summer than Winter. To make matters ...
Reviewed on 11 May 2026

Stratford Inn
Clean and quiet room and friendly staff. Easily walkable to downtown Ashland and OSF theaters. Breakfast was passable but not great.
Reviewed on 11 May 2026
Check Historic Railroad District hotel availability
Other neighbourhoods around Historic Railroad District

Historic Downtown District
While visiting Historic Downtown District, you might make a stop by sights like Allen Elizabethan Theatre and Angus Bowmer Theatre.

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.
