
Historic Railroad District Packages (Flight + Hotel)
Book a Hotel + Flight or Car together to unlock savings
Better together
Save up to ฿4,531 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Where to stay in Historic Railroad District
Find the best Historic Railroad District areas and neighborhoods for the activities you enjoy most. Learn more about Historic Railroad District

Historic Downtown District
4 out of top 10 points of interest in this area
While visiting Historic Downtown District, you might make a stop by sights like Allen Elizabethan Theatre and Angus Bowmer Theatre.
Top hotels in Historic Railroad District

The Peerless Hotel by WanderLodges
243 4th St, Ashland, OR
9.6/10 Exceptional! (76 reviews)
Peerless for the Ashland Shakespeare Festival
"This is a terrific hotel concept. Stayed here three times. And I will again. The rooms are quiet, cosy, and utterly charming. The staff are on call and they answer all questions and take care of any issues quickly. Try this place. I'm a hard core hotel critic and I love the Peerless."
Reviewed on 6 Jul 2025

Hanna's House by WanderLodges
39 4th St, Ashland, OR
The price is ฿4,301 per night from 10 Aug to 11 Aug
฿4,301
฿7,347 total
10 Aug - 11 Aug
includes taxes & fees
"If I were single I could live here. It's that comfortable. The freestanding apartment is ideally located and finished to a very high standard. Amazingly well designed and laid out. Full kitchen, living room, bedroom, and bath. Many, many conveniences. Cafe table in garden outside. We parked once ..."
Reviewed on 19 Sep 2024

Rogue Regency Inn and Suites
2300 Biddle Rd, Medford, OR
The price is ฿3,528 per night from 1 Aug to 2 Aug
฿3,528
฿3,969 total
1 Aug - 2 Aug
includes taxes & fees
8.8/10 Excellent! (2,084 reviews)
"Older hotel but still nice. Larger rooms than many hotels I’ve stayed at. The breakfast was either not very good or there was no food when we went."
Reviewed on 7 Jul 2025
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.
Frequently asked questions
Popular places to visit
Ashland Library
Ashland Library is just one of the places to see in Ashland, so why not enjoy the other things to explore during your travels? Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.
Things to do

Ashland Team Trivia Hunt: New 2024 Mobile Game App!
฿1,371
per adult

Klamath River- Irongate "Kucascas" Dam Scenic Float
฿6,400
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.