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
The hotel is in a great location. But the fridge didn’t work, the hair dryer was kind of hanging off the wall. I also got a $50 charge I wasn’t aware about. All I did was travel for work and was there to sleep. Wouldn’t be so bad, but not my favorite.
Reviewed on 9 May 2026
Compass by Margaritaville in Medford
Nice staff, clean property, updated, trying to be environmentally friendly. Pool seemed nice and bigger than a normal hotel pool. Free breakfast and not just stale bagels either.
Reviewed on 8 May 2026
Ashland Hills Hotel & Suites
Nice
Reviewed on 8 May 2026
Stratford Inn
We like hotels that aren’t cookie cutters, and the Stratford Inn reflects the personality of Ashland. We last stayed there in the ‘90s and it’s been updated without losing its character. Very convenient for walking to OSF, shops and restaurants.
Reviewed on 6 May 2026
Prospero's Flagship Inn
The breakfast was very good and an attendant was there for assistance. Parking was fine and staff extremely helpful.
Reviewed on 8 May 2026
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 Angus Bowmer Theatre.
