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.
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.
Things to do
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
Great mattresses! Nice rooms. However, due to wood floors, we would recommend booking the top floor, as otherwise you'll hear the footsteps from the floor above your room.
Reviewed on 15 May 2026
Prospero's Flagship Inn
Ice machine did not work and coffee maker in my room did not work
Reviewed on 15 May 2026
Compass by Margaritaville in Medford
The staff was extremely friendly and helpful. Room was clean and comfortable. Had a Keurig in the room along with a refrigerator. Only complaint about the room was the shower. It dad one of those rainwater shower heads that make getting soap out of hair difficult. The breakfast was good with fresh ...
Reviewed on 16 May 2026
Ashland Hills Hotel & Suites
Classic older hotel with a mid century vibe. Rooms are very large and the beds comfy. Fairly new owners have nicely refurbished some of the public rooms, but the restaurant lost the cold wine sales refrigerator and most every prepared food and drink items. Still a great place to stay in Ashland.
Reviewed on 15 May 2026
The Bard's Inn, BW Signature Collection by Best Western
My stay was excellent on all points, until I went to check out and found a cockroach in the bathroom. When I returned the key to the front desk I reported the cockroach finding and the clerk assured me they’d look into it.
Reviewed on 15 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 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 Oregon Shakespeare Festival.
