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
The price is ₹19,404 per night from 6 Jul to 7 Jul
₹19,404
₹26,800 total
6 Jul - 7 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! (109 reviews)
"We loved our stay at The Peerless. The room was beautiful and comfortable and the hotel’s lobby, back room, and patio are lovely for hanging out in. The in-room coffee needs filters and a suggestion of amount for those of us who are coffee making impaired. We would stay here again!"
Reviewed on 27 Jun 2026
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
The price is ₹14,380 per night from 5 Jul to 6 Jul
₹14,380
₹17,311 total
5 Jul - 6 Jul
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! (1,010 reviews)
"Couldn't recommend this place highly enough. Everything from the check-in to breakfast was perfect."
Reviewed on 27 Jun 2026
Rogue Regency Inn Medford Airport
2300 Biddle Rd Medford OR
The price is ₹9,785 per night from 5 Jul to 6 Jul
₹9,785
₹11,481 total
5 Jul - 6 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! (3,144 reviews)
"Staff made a great recommendation for evening dinner and a hike for a couple hours before noon. No coffee or water available in the lobby. Breakfast available at attached restaurant."
Reviewed on 30 Jun 2026
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
The price is ₹12,678 per night from 12 Jul to 13 Jul
₹12,678
₹15,081 total
12 Jul - 13 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! (1,504 reviews)
"We booked this hotel for the pool and enjoyed that very much. Not walkable to the Shakespeare festival, but within a short drive. Worth it for the pool. Bed was comfortable. Might stay here again."
Reviewed on 30 Jun 2026
Prospero's Flagship Inn
1193 Siskiyou Blvd Ashland OR
The price is ₹8,805 per night from 6 Jul to 7 Jul
₹8,805
₹9,818 total
6 Jul - 7 Jul
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! (1,379 reviews)
"#1 Southern Oregon is footsteps away. We were at the tour start stop withing a 5 minute walk. Our room was very clean and included a good sized mini fridge, A K-cup machine and assorted PODS. More PODS were available in the office. The pool was clean and there were chairs and towels located at the ..."
Reviewed on 30 Jun 2026
My Place Hotel-Medford OR
580 Airport Rd Medford OR
The price is ₹8,212 per night from 26 Jul to 27 Jul
₹8,212
₹9,239 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! (1,582 reviews)
"Safe and quiet area, comfortable room (minor maintenance issues that didn’t really impact my stay), super helpful staff, and a great price. I would definitely stay here again."
Reviewed on 30 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.
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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, 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 Angus Bowmer Theatre.
