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 ฿3,140 per night from 1 Nov to 2 Nov
฿3,140
฿5,344 total
1 Nov - 2 Nov
includes taxes & fees
Stay at this hotel in Ashland. Enjoy free Wi-Fi, free parking and a fireplace in reception. Popular attractions Ashland Library and Oregon Cabaret Theatre are ...

Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
The price is ฿5,132 per night from 2 Nov to 3 Nov
฿5,132
฿6,178 total
2 Nov - 3 Nov
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 ...
9.6/10 Exceptional! (1,186 reviews)
"Food was great, bar was fun, room clean and comfortable."
Reviewed on 30 Oct 2026

Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
Fully refundableReserve now, pay when you stay
The price is ฿3,310 per night from 12 Nov to 13 Nov
฿3,310
฿4,028 total
12 Nov - 13 Nov
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 ...

Red Lion Hotel Rogue Regency Medford Airport
2300 Biddle Rd Medford OR
The price is ฿3,130 per night from 1 Nov to 2 Nov
฿3,130
฿3,690 total
1 Nov - 2 Nov
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. ...
8.6/10 Excellent! (3,285 reviews)
"Room was clean, staff is beyond good. They are excellent. They go out of their way to make sure your stay is top notch. Shuttle to the airport is valuable and appreciated. I highly recommend this establishment"
Reviewed on 31 Oct 2026

Comfort Inn & Suites Ashland
434 S. Valley View Rd. Ashland OR
The price is ฿3,417 per night from 29 Nov to 30 Nov
฿3,417
฿3,468 total
29 Nov - 30 Nov
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 ...

Stratford Inn
555 Siskiyou Blvd Ashland OR
The price is ฿3,153 per night from 8 Nov to 9 Nov
฿3,153
฿3,516 total
8 Nov - 9 Nov
includes taxes & fees
Stay at this hotel in Ashland. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast and the pool in their reviews. Popular ...
9.4/10 Exceptional! (1,796 reviews)
"Totally fine place for an overnight stay. Very basic. Older building. Rooms are nicely updated. Ok beds. Nice shower. Breakfast was not great. We went out to a restaurant after seeing what was offered. Parking is tight. Did not utilize pool area at all but seemed nice enough. Grocery store across ..."
Reviewed on 31 Oct 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 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.





