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
"Clean rooms. Large pool. Good food. Great friendly staff"
Reviewed on 6 Jun 2026
Prospero's Flagship Inn
"This is maybe my 3 rd stay in the last couple years. Very quiet and ease of signing in and out make it a great place to stay. Nice Mexican restaurant within 100 foot walking distance."
Reviewed on 6 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
"We will stay again as the property is lovely, the rooms comfortable and there is easy access to downtown Ashland. We had to wait to check as there was a line of guests with only one staff member behind the desk. We found the check in fairly robotic and, unfortunately, we were not offered a choice ..."
Reviewed on 6 Jun 2026
Compass by Margaritaville in Medford
"Food wasn't good enough"
Reviewed on 6 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.
