Historic Railroad District Travel Guide
Ashland
Visit Historic Railroad District
Things to do
The Cultural Heart of Ashland: A Self-Guided Audio Tour
฿334
per adult
Top hotels in Historic Railroad District
The Peerless Hotel by WanderLodges
243 4th St Ashland OR
The price is ฿5,213 per night from 16 Aug to 17 Aug
฿5,213
฿7,623 total
16 Aug - 17 Aug
includes taxes & fees
Stay at this hotel in Ashland. Enjoy free Wi-Fi, free parking and a fireplace in reception. Popular attractions Oregon Shakespeare Festival and Ashland Library ...
9.6/10 Exceptional! (110 reviews)
"Comfortable beds, nice jacuzzi, comfy lounge, great location.this was our second time here."
Reviewed on 29 Jul 2026
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
The price is ฿5,326 per night from 7 Sept to 8 Sept
฿5,326
฿6,389 total
7 Sept - 8 Sept
includes taxes & fees
Stay at this golf hotel in Medford. Enjoy free breakfast, free parking and a casino. Our guests praise the breakfast and the pool in their reviews. Popular attractions ...
Rogue Regency Inn Medford Airport
2300 Biddle Rd Medford OR
The price is ฿3,214 per night from 7 Sept to 8 Sept
฿3,214
฿3,781 total
7 Sept - 8 Sept
includes taxes & fees
Stay at this business-friendly hotel in Medford. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. ...
Comfort Inn & Suites Ashland
434 S. Valley View Rd. Ashland OR
The price is ฿3,936 per night from 30 Aug to 31 Aug
฿3,936
฿3,995 total
30 Aug - 31 Aug
includes taxes & fees
Stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
The price is ฿4,295 per night from 7 Sept to 8 Sept
฿4,295
฿5,119 total
7 Sept - 8 Sept
includes taxes & fees
Stay at this business-friendly hotel in Ashland. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (1,521 reviews)
"This is a nice place to say, not too far from downtown. The beds were comfortable, and the room was very clean. They have a restaurant at the facility, which was convenient, but I recommend finding a fun restaurant downtown."
Reviewed on 8 Aug 2026
Prospero's Flagship Inn
1193 Siskiyou Blvd Ashland OR
The price is ฿2,946 per night from 9 Aug to 10 Aug
฿2,946
฿3,285 total
9 Aug - 10 Aug
includes taxes & fees
Stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free parking and an outdoor pool. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,412 reviews)
"inexpensive but still needs a lot of updating"
Reviewed on 7 Aug 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Where to stay in Historic Railroad District
Find the best Historic Railroad District areas for the activities you enjoy most.
Photo by Shannon Willitts
Open Photo by Shannon Willitts
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 Oregon Shakespeare Festival.
