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 ₹15,511 per night from 23 Jul to 24 Jul
₹15,511
₹22,555 total
23 Jul - 24 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 ₹17,244 per night from 21 Jul to 22 Jul
₹17,244
₹20,555 total
21 Jul - 22 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! (1,025 reviews)
"Facility was clean, fresh and nice looking. Beautiful pool that we didn’t have time to use, but it was a gorgeous area. Room was nicely decorated, clean, toiletries and amenities were very nice too. Staff pleasant and friendly. Breakfast was very good."
Reviewed on 19 Jul 2026

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! (3,174 reviews)
"For a one-night stopover, it was a great choice. The staff was excellent and very service-oriented. Beds were comfortable. Although the TV had options for Netflix and Disney, they weren't actually part of the hotel's plan, so you get very few channels. Breakfast was standard and MEH. Again, the staff ..."
Reviewed on 19 Jul 2026

Comfort Inn & Suites Ashland
434 S. Valley View Rd. Ashland OR
The price is ₹11,799 per night from 26 Jul to 27 Jul
₹11,799
₹11,976 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 ...
8.8/10 Excellent! (1,007 reviews)
"We were well pleased with the overnight stay. Quiet, comfortable, well located! My only complaint or comment was about the toilet. For a normal height man or woman.. the toilet is too low. The toilet height was more suitable for a child or person of short stature."
Reviewed on 19 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! (1,005 reviews)
"It is very dark in the room."
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 ...
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 Angus Bowmer Theatre.

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.





