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 ₹15,259 per night from 22 Jun to 23 Jun
₹15,259
₹22,188 total
22 Jun - 23 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 ₹9,718 per night from 21 Jun to 22 Jun
₹9,718
₹11,406 total
21 Jun - 22 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. ...

Prospero's Flagship Inn
1193 Siskiyou Blvd Ashland OR
The price is ₹8,497 per night from 17 Jun to 18 Jun
₹8,497
₹9,474 total
17 Jun - 18 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! (1,369 reviews)
"Room was alright. Breakfast was a dud. The hotel should not even bother with offering breakfast."
Reviewed on 15 Jun 2026

Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
The price is ₹16,963 per night from 30 Jun to 1 Jul
₹16,963
₹20,220 total
30 Jun - 1 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! (1,035 reviews)
"Best hidden gem on the road from Portland to the Bay Area. It’s a newer hotel where I feel they really thought things through. The rooms are clean and the beds are comfortable. The AC was very efficient, the refrigerator was quiet and cold. No microwaves in the room but they had one down in the lobby ..."
Reviewed on 16 Jun 2026

Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
The price is ₹12,701 per night from 12 Jul to 13 Jul
₹12,701
₹15,109 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! (1,501 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 ₹8,262 per night from 12 Jul to 13 Jul
₹8,262
₹9,295 total
12 Jul - 13 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! (1,595 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.
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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 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.





