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 ₹15,088 per night from 2 Aug to 3 Aug
₹15,088
₹22,062 total
2 Aug - 3 Aug
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 ₹16,311 per night from 2 Aug to 3 Aug
₹16,311
₹19,500 total
2 Aug - 3 Aug
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! (1,049 reviews)
"Very nice overall"
Reviewed on 27 Jul 2026
Rogue Regency Inn Medford Airport
2300 Biddle Rd Medford OR
The price is ₹9,407 per night from 5 Aug to 6 Aug
₹9,407
₹11,062 total
5 Aug - 6 Aug
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! (3,196 reviews)
"The hotel was great just took a long time to get checked in as there was only one person working on a Saturday night"
Reviewed on 27 Jul 2026
Comfort Inn & Suites Ashland
434 S. Valley View Rd. Ashland OR
The price is ₹12,168 per night from 16 Aug to 17 Aug
₹12,168
₹12,351 total
16 Aug - 17 Aug
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! (1,023 reviews)
"24 hr indoor pool and hot tub Close to freeway Waffles bacon or snausages & eggs type breakfast. Chill staff who get you in, or on your way, with the quickness. Asked if I could check in a half hour early on a hot day and since there was a room ready, they were able to accommodate."
Reviewed on 28 Jul 2026
Best Western Windsor Inn
2520 Ashland St Ashland OR
The price is ₹15,104 per night from 9 Aug to 10 Aug
₹15,104
₹16,841 total
9 Aug - 10 Aug
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)
"Excellent front desk staff. Good breakfast. Grouds very well maintained."
Reviewed on 27 Jul 2026
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
The price is ₹13,234 per night from 10 Aug to 11 Aug
₹13,234
₹15,714 total
10 Aug - 11 Aug
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! (1,519 reviews)
"the place was nice and the pool was awesome. note that they don't include breakfast."
Reviewed on 27 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.
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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 Angus Bowmer 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 Angus Bowmer Theatre and Oregon Shakespeare Festival.
