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 ₹14,487 per night from 25 Jun to 26 Jun
₹14,487
₹21,319 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
Fully refundableReserve now, pay when you stay
The price is ₹9,702 per night from 21 Jun to 22 Jun
₹9,702
₹11,388 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. ...
8.8/10 Excellent! (3,115 reviews)
"I had to change room three times. The toilet didn't flush. The bed was not made. The garbage was not emptied. The T.V. did not work. But Amber upgrade our room. Breakfast was meh.. so so. Not much options. We stay comfortable for two nights. Overall, not too bad. Thank you."
Reviewed on 16 Jun 2026
Prospero's Flagship Inn
1193 Siskiyou Blvd Ashland OR
The price is ₹8,783 per night from 6 Jul to 7 Jul
₹8,783
₹9,793 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! (1,378 reviews)
"The hotel is in a great location and I liked that there was a good quality Mexican restaurant practically on the property. I also like a hotel where I can easily go from room to my car quickly. Room layout and amenities were very good and the room was spacious."
Reviewed on 17 Jun 2026
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
The price is ₹16,936 per night from 28 Jun to 29 Jun
₹16,936
₹20,188 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! (1,035 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 ₹12,681 per night from 29 Jun to 30 Jun
₹12,681
₹15,084 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! (1,471 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 ₹9,738 per night from 7 Jul to 8 Jul
₹9,738
₹10,956 total
7 Jul - 8 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! (1,598 reviews)
"Pets were allowed and not charged extra for"
Reviewed on 17 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.
