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 ₹14,571 per night from 25 Jun to 26 Jun
₹14,571
₹21,444 total
25 Jun - 26 Jun
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
Rogue Regency Inn Medford Airport
2300 Biddle Rd Medford OR
The price is ₹10,615 per night from 15 Jun to 16 Jun
₹10,615
₹12,417 total
15 Jun - 16 Jun
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! (3,110 reviews)
"The Rogue Regency is an older property. It is very well maintained but is showing its age. Still, a very good value. I have paid far more and gotten far less! I will definitely stay there again in the future."
Reviewed on 14 Jun 2026
Prospero's Flagship Inn
1193 Siskiyou Blvd Ashland OR
The price is ₹7,999 per night from 16 Jun to 17 Jun
₹7,999
₹8,919 total
16 Jun - 17 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! (1,365 reviews)
"Late check in with the virtual front desk was clunky, and after taking a while for the check-in process, the key card didn't work. Beds were comfortable and the bathroom was well maintained."
Reviewed on 14 Jun 2026
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
The price is ₹17,035 per night from 29 Jun to 30 Jun
₹17,035
₹20,305 total
29 Jun - 30 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! (1,033 reviews)
"Extremely clean. Attentive staff. Andrew was one of the best servers ever! Everything is updated, feels new. Pool is nice."
Reviewed on 14 Jun 2026
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
The price is ₹13,611 per night from 29 Jun to 30 Jun
₹13,611
₹16,127 total
29 Jun - 30 Jun
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! (1,499 reviews)
"Unfortunately breakfast is not provided nor a voucher. They have a cafe onsite yet no breakfast option. That is a downside."
Reviewed on 14 Jun 2026
My Place Hotel-Medford OR
580 Airport Rd Medford OR
The price is ₹8,816 per night from 9 Jul to 10 Jul
₹8,816
₹9,918 total
9 Jul - 10 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! (1,593 reviews)
"Navigation menu for the TV seemed odd / slow. Prob utensils would be great to have available in the kitchen drawers."
Reviewed on 14 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 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.
