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
Fully refundable
The price is ₹16,170 per night from 23 Jul to 24 Jul
₹16,170
₹23,286 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 ₹16,364 per night from 19 Jul to 20 Jul
₹16,364
₹19,564 total
19 Jul - 20 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! (1,036 reviews)
"Nice place. Good atmosphere"
Reviewed on 13 Jul 2026
Rogue Regency Inn Medford Airport
2300 Biddle Rd Medford OR
The price is ₹9,271 per night from 26 Jul to 27 Jul
₹9,271
₹10,911 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. ...
Comfort Inn & Suites Ashland
434 S. Valley View Rd. Ashland OR
The price is ₹10,975 per night from 16 Aug to 17 Aug
₹10,975
₹11,139 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 ...
Best Western Windsor Inn
2520 Ashland St Ashland OR
The price is ₹12,034 per night from 26 Jul to 27 Jul
₹12,034
₹13,418 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! (1,001 reviews)
"There was a hole in the bathroom wall which was unsettling, so we stuck some tissue paper in it. The room furniture was a bit run down too. Beds were fine."
Reviewed on 16 Jul 2026
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
The price is ₹12,384 per night from 10 Aug to 11 Aug
₹12,384
₹14,771 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! (1,506 reviews)
"My daughter recommended this hotel and she was right, the staff is awesome! The rooms are great and the overall experience was amazing! I will be staying again."
Reviewed on 15 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 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.
