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
Red Lion Hotel Rogue Regency Medford Airport
2300 Biddle Rd Medford OR
The price is ฿3,117 per night from 10 Oct to 11 Oct
฿3,117
฿3,675 total
10 Oct - 11 Oct
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. ...
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
The price is ฿5,117 per night from 12 Oct to 13 Oct
฿5,117
฿6,160 total
12 Oct - 13 Oct
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 ...
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
The price is ฿3,243 per night from 2 Nov to 3 Nov
฿3,243
฿3,952 total
2 Nov - 3 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 ...
8.8/10 Excellent! (1,544 reviews)
"Staff was great but hotel is run down. Rooms smell kind of mildewy. The charm you see in the photos and on the website isn’t quite there in real life. Hotel needs updates for sure. AC unit is from the 80s - loud and clunky and will wake you up. Food at the restaurant was also terrible and overpriced ..."
Reviewed on 8 Oct 2026
Stratford Inn
555 Siskiyou Blvd Ashland OR
The price is ฿3,154 per night from 20 Oct to 21 Oct
฿3,154
฿3,517 total
20 Oct - 21 Oct
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 ...
Comfort Inn & Suites Ashland
434 S. Valley View Rd. Ashland OR
The price is ฿3,785 per night from 18 Oct to 19 Oct
฿3,785
฿3,842 total
18 Oct - 19 Oct
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 ...
9/10 Wonderful! (1,038 reviews)
"Friendly staff, pet friendly, very clean, great breakfast, comfortable bed, AC. Would definitely stay here again."
Reviewed on 9 Oct 2026
Best Western Windsor Inn
2520 Ashland St Ashland OR
The price is ฿3,785 per night from 4 Nov to 5 Nov
฿3,785
฿4,220 total
4 Nov - 5 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 ...
9/10 Wonderful! (1,001 reviews)
"Definitely not the best hotel in Ashland I had a fruit fly infestation in my room and the breakfast was meh."
Reviewed on 8 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.
