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.
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.
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.
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
"This place is a lot more run-down than it appears in the photos and description on Hotels.com. We stayed on the main floor and the hallway and the room smelled really musty. The room itself was passable, but felt like it was just on the edge of a lot of stuff falling apart. Overall impression I had ..."
Reviewed on 8 Jun 2026
Prospero's Flagship Inn
"Thank you to the great receptionists for supporting my stay. I will come back just because of their ability to accommodate and be flexible with the situation I was in. Blessings on you."
Reviewed on 9 Jun 2026
Ashland Hills Hotel & Suites
"This is one of our favorite places to stay in Ashland. The place is well kept with large rooms and a good pool and hot tub. Bar and restaurant are nice. Only down sides are the additional charge for a pool view room and the discontinued breakfast buffet. The buffet was excellent pre-covid and when ..."
Reviewed on 9 Jun 2026
Compass by Margaritaville in Medford
"Staff were all super friendly and helpful. Had zero issues with the room or stay. Would definitely recommend a stay here, and I'll be back!"
Reviewed on 8 Jun 2026
My Place Hotel-Medford OR
"I was very surprised everything about the hotel seemed upgraded and new. A lot better than any motel 6. That's for sure"
Reviewed on 8 Jun 2026
Check Historic Railroad District hotel availability
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 Angus Bowmer Theatre.
