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 acclaimed theatre scene 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 acclaimed theatre scene and entertainment choices.
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 lively festivals.
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

Premier Downstairs Flat in Perfect Down Town Location
Great location - walking distance to the Oregon Shakespeare Festival. The flat is cleaned the kitchen is stocked with more cooking utensils than I have at home. Our host made everything so comfortable. We loved our stay and will be back again.
Reviewed on 17 Oct 2025

Rogue Regency Inn and Suites
Great hotel for the price. Super nice to have a bar/restaurant attached to the hotel. We loved the pool and hotub area.
Reviewed on 7 Feb 2026

Stratford Inn
Great location for the price
Reviewed on 5 Feb 2026

Ashland Springs Hotel
The Hotel is beautiful and historic. The beds were the most comfortable we had on our travels.
Reviewed on 5 Feb 2026

Compass by Margaritaville in Medford
Room, staff, location, amenities. Polite professional staff is ALWAYS a good thing. Can never have too much of that. Your staff has been incredible every visit. KUDOS! Thank you for caring.
Reviewed on 8 Feb 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 Thomas 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 Thomas Theatre.
