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.

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.

Lithia Park
Explore the great outdoors at Lithia Park, a lovely green space in Ashland. Discover the top-notch restaurants and entertainment choices in this family-friendly 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.
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
This historic hotel was everything we hoped for. Was very low key in a quiet neighborhood. The twin soaking tubs were perfect. It really felt like a trip back in time. We will definitely be back!
Reviewed on 22 Jan 2026

Rogue Regency Inn and Suites
Accommodating staff
Reviewed on 2 Feb 2026

Stratford Inn
Great location and easily walkable to anything and everything downtown!
Reviewed on 1 Feb 2026

Ashland Springs Hotel
We upgraded and that was not wise. The rooms are extremely small. The upgrade was not worth the $ as we viewed 3 rooms before choosing one. The Hotel is a classic, historical center of quaint Ashland. Good staffstaff
Reviewed on 27 Jan 2026

Compass by Margaritaville in Medford
Best Front desk EVER!
Reviewed on 2 Feb 2026

Ashland Hills Hotel & Suites
Front desk staff were very helpful and gave us a nice room with direct access to the lawn for our four-legged companion. Room was clean though the light over the round coffee table gave everything a greenish hue. I suggest you change that to a better modern one.
Reviewed on 29 Jan 2026
Check Historic Railroad District hotel availability
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.
