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 ₹14,761 per night from 19 Jul to 20 Jul
₹14,761
₹21,723 total
19 Jul - 20 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 ₹16,377 per night from 20 Jul to 21 Jul
₹16,377
₹19,580 total
20 Jul - 21 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 ...
Rogue Regency Inn Medford Airport
2300 Biddle Rd Medford OR
The price is ₹9,272 per night from 26 Jul to 27 Jul
₹9,272
₹10,912 total
26 Jul - 27 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! (3,173 reviews)
"It be nice if you could change the toilet seat in room #237, it’s in ruff shape. Looks like someone tried to paint it and it didn’t turn very nice!"
Reviewed on 18 Jul 2026
Comfort Inn & Suites Ashland
434 S. Valley View Rd. Ashland OR
The price is ₹11,799 per night from 20 Jul to 21 Jul
₹11,799
₹11,976 total
20 Jul - 21 Jul
includes taxes & fees
Stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...
8.8/10 Excellent! (1,005 reviews)
"Elevator was out of service... sometimes that happens....lol.. building shows it's age.... room was clean.... I would stay again."
Reviewed on 18 Jul 2026
Best Western Windsor Inn
2520 Ashland St Ashland OR
The price is ₹12,035 per night from 26 Jul to 27 Jul
₹12,035
₹13,420 total
26 Jul - 27 Jul
includes taxes & fees
Stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...
9/10 Wonderful! (1,004 reviews)
"Lovely comfortable room, pool/hot tub were great, a very clean hotel, and such kind customer service. Thank you, Windsor Inn!"
Reviewed on 18 Jul 2026
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
The price is ₹12,911 per night from 26 Jul to 27 Jul
₹12,911
₹15,359 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! (1,511 reviews)
"Nice big room w/ fridge & microwave & coffee maker ."
Reviewed on 18 Jul 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.
