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.
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
"Beautiful rooms, walkable, comfortable rooms, really enjoyed. Great for couples"
Reviewed on 30 May 2026
Rogue Regency Inn Medford Airport
"The lady that checked me in at the front desk was fantastic. I really like the park and fly program. I like the fact that the rooms have microwaves, coffee makers and refrigerators. I really love the airport shuttle. That man was professional and did a great job."
Reviewed on 7 Jun 2026
Prospero's Flagship Inn
"We stayed here twice. The first time the room was super clean- we were amazed. The 2nd time it wasn't quite as clean but still good. Our neighbors left a few discarded cans outside our front door at night and staff was slow in getting rid of them. A few towels had stains which were a bit disconcerting, ..."
Reviewed on 8 Jun 2026
Ashland Hills Hotel & Suites
"Very nice and helpful staff at the front desk. Our room was comfortable and nicely decorated. Sliding door put the garden by the pool. Good variety of options at the cafe. We’ll be back!"
Reviewed on 7 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.
