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
"Room was clean and the"
Reviewed on 4 Jun 2026
Prospero's Flagship Inn
"Every things was excellent about our stay, the staff, the room, location, etc. except that the shower wouldn't adjust to a comfortable temperature. I did tell the staff about that and fully expect it will be fixed. I have stayed there before and would normally give it 5 stars in all categories."
Reviewed on 5 Jun 2026
The Bard's Inn, BW Signature Collection by Best Western
"Disappointed in our room air conditioner, that continually shut down and never cooled the room sufficiently. The staff offered to move us, but by that time we were unpacked and had reservations for dinner."
Reviewed on 5 Jun 2026
Ashland Hills Hotel & Suites
"Staff was not helpful at all. Had a lot of items to unload and they would not relocate our room or work with us because they said we booked on a third party platform and not on their website. They blamed us for booking on Expedia saying they can’t do anything for us."
Reviewed on 5 Jun 2026
Compass by Margaritaville in Medford
"The staff were more than welcoming, they were extremely kind and friendly when checking in and out. They even gave me free dog treats for my dog who was traveling with me. I only stayed one night but was pleasantly surprised by how clean and nice the property was."
Reviewed on 3 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 Oregon Shakespeare Festival.
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.
