Historic Railroad District Travel Guide
Ashland
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Top hotels in Historic Railroad District
The Peerless Hotel by WanderLodges
243 4th St Ashland OR
Fully refundable
The price is ₹14,854 per night from 20 Jul to 21 Jul
₹14,854
₹21,719 total
20 Jul - 21 Jul
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! (108 reviews)
"I love The Peerless hotel. I have stayed there a couple of times now and it is always a delightful find. This time I was particularly impressed by the quality of the customer service. It was responsive, flexible, and friendly. I highly recommend this hotel."
Reviewed on 9 Jun 2026
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
The price is ₹16,907 per night from 28 Jun to 29 Jun
₹16,907
₹20,154 total
28 Jun - 29 Jun
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! (1,005 reviews)
"Excellent overnight stay while driving from Washington to California. Hotel staff was very ready with lots of recommendations on nearby restaurants and gas stations."
Reviewed on 26 Jun 2026
Prospero's Flagship Inn
1193 Siskiyou Blvd Ashland OR
The price is ₹7,830 per night from 29 Jun to 30 Jun
₹7,830
₹8,731 total
29 Jun - 30 Jun
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! (1,374 reviews)
"My son had stayed there before, his room seemed more updated than ours. The rate for our room was really high due to the fact that it was SOU’s graduation weekend, that was sort of a bummer to see the rate increase. I didn’t really like the self check in, especially when they had staff in the office ..."
Reviewed on 26 Jun 2026
Rogue Regency Inn Medford Airport
2300 Biddle Rd Medford OR
The price is ₹10,535 per night from 30 Jun to 1 Jul
₹10,535
₹12,324 total
30 Jun - 1 Jul
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. ...
8.8/10 Excellent! (3,131 reviews)
"Very quiet. The pool is awesome! The ice machines are tricky to find, but we finally asked at the front desk and the lady was very helpful. Some of the screens need replaced, which would make the hotel look a little more cared for. Also, our shampoo and conditioner bottles were not full. It was obvious ..."
Reviewed on 26 Jun 2026
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
The price is ₹11,810 per night from 19 Jul to 20 Jul
₹11,810
₹14,112 total
19 Jul - 20 Jul
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! (1,486 reviews)
"My room, and the whole building as I later noticed, smelled moldy/mildewy/musky."
Reviewed on 24 Jun 2026
My Place Hotel-Medford OR
580 Airport Rd Medford OR
The price is ₹8,200 per night from 26 Jul to 27 Jul
₹8,200
₹9,225 total
26 Jul - 27 Jul
includes taxes & fees
Stay at this business-friendly hotel in Medford. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (1,566 reviews)
"did not care for all the cigarette butts left from around front entrance and neighboring landscape areas."
Reviewed on 25 Jun 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 Angus Bowmer Theatre.
Siskiyou-Hargadine Historic District
If you're spending some time in Siskiyou-Hargadine Historic District, Ashland Library and Lithia Park 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 Angus Bowmer Theatre.
