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.
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.
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 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
This room was in disrepair. The toilet was only partially bolted to the floor, hooks were loose, chips in the paint. Down comforter was clumped. Bed was also a bit lumpy, pillows were hard.
Reviewed on 12 May 2026

Compass by Margaritaville in Medford
Loved this place in every way. Really sprinted the onsite restaurant that was open until 10 pm!
Reviewed on 12 May 2026

Ashland Hills Hotel & Suites
We've stayed here several times. It's a lovely hotel. We really love the large rooms. They are comfortable,and well lit . The pool area is very nice. The hot tub was broken this time, but it's usually fine. If we have any complaint it's that the bar/res
Reviewed on 13 May 2026

Prospero's Flagship Inn
Handicapped room was good. I had some trouble closing the bathroom door because there wasn't much room to close the door and get my wheelchair in. But I really appreciated the prompt delivery of a shower chair when I asked for one. It is an older property, so the carpet is worn, with a few stains. ...
Reviewed on 13 May 2026

Stratford Inn
Rooms are very clean and staff is super friendly! We look forward to staying here again in the future.
Reviewed on 13 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.
