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 acclaimed theatre scene 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 lively festivals and entertainment choices.
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.
Top hotels in Historic Railroad District
The Peerless Hotel by WanderLodges
"I love The Peerless hotel. I have stayed there a couple of times now and it is always a delightful find. This time I was particularly impressed by the quality of the customer service. It was responsive, flexible, and friendly. I highly recommend this hotel."
Reviewed on 9 Jun 2026
Rogue Regency Inn Medford Airport
"I have to ask several days to clean my room. There’s no laundry service. But that’s maybe standard in the USA"
Reviewed on 20 Jun 2026
Prospero's Flagship Inn
"They absolutely skyrocketed the price for OSU graduation weekend, to 457.00 a night, which is deplorable greed. I've stayed here several times and always enjoyed it, but that makes me feel just taken advantage of. The breakfast is basic, all carbs, cereal, bread, waffles, etc. The carpet outside ..."
Reviewed on 18 Jun 2026
Ashland Hills Hotel & Suites
"No free coffee or breakfast whatsoever and the pool was so dirty, very disappointing"
Reviewed on 20 Jun 2026
Compass by Margaritaville in Medford
"Good breakfast"
Reviewed on 19 Jun 2026
My Place Hotel-Medford OR
"What a fantastic place to stay. Extremely clean and comfortable. I only wish we were going to stay longer than overnight to take advantage of the kitchenette with the full size refrig and stove burners. As silly as it sounds, I REALLY appreciated the 10 cup coffee brewer. What a pleasant surprise ..."
Reviewed on 19 Jun 2026
Where to stay in 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.
