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 ₹14,894 per night from 20 Jul to 21 Jul
₹14,894
₹21,779 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 ₹16,954 per night from 28 Jun to 29 Jun
₹16,954
₹20,209 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! (1,012 reviews)
"The hotel was very clean. The breakfast was better than most. Pool and amenities were great"
Reviewed on 23 Jun 2026
Rogue Regency Inn Medford Airport
2300 Biddle Rd Medford OR
The price is ₹10,564 per night from 30 Jun to 1 Jul
₹10,564
₹12,358 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! (3,128 reviews)
"Staff were fine, but there's a strong smoke smell everywhere and breakfast was disappointing."
Reviewed on 25 Jun 2026
Prospero's Flagship Inn
1193 Siskiyou Blvd Ashland OR
The price is ₹8,293 per night from 29 Jun to 30 Jun
₹8,293
₹9,246 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! (1,371 reviews)
"Second time here and always perfect; location near breakfast places makes it so easy to stay, or you can grab something in the breakfast room"
Reviewed on 24 Jun 2026
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
The price is ₹12,694 per night from 26 Jul to 27 Jul
₹12,694
₹15,100 total
26 Jul - 27 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 ₹8,222 per night from 26 Jul to 27 Jul
₹8,222
₹9,250 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! (1,578 reviews)
"Whenever we stay overnight in Medford traveling between the Bay Area and Portland we stay at this hotel. It is very clean, quiet, and comfortable. Also, they can accommodate our cat(s). The staff is helpful and friendly."
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.
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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, 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.
