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 ₹15,509 per night from 23 Jul to 24 Jul
₹15,509
₹22,552 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
Fully refundableReserve now, pay when you stay
The price is ₹16,389 per night from 19 Jul to 20 Jul
₹16,389
₹19,594 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! (1,020 reviews)
"Its a great place to stay when I visit, very clean rooms, staff is great, breakfast is good and its very relaxing by the pool with several fire pits. I had a great time visiting family and they were able to come hang out with me at the pool/fire pit, playing cornhole and enjoy the restaurant as ..."
Reviewed on 16 Jul 2026

Rogue Regency Inn Medford Airport
2300 Biddle Rd Medford OR
The price is ₹9,279 per night from 26 Jul to 27 Jul
₹9,279
₹10,920 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! (3,170 reviews)
"Love how helpful and friendly they are and very safe . I will definitely staying there in the future . Thank you."
Reviewed on 17 Jul 2026

Comfort Inn & Suites Ashland
434 S. Valley View Rd. Ashland OR
The price is ₹11,076 per night from 16 Aug to 17 Aug
₹11,076
₹11,242 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! (1,004 reviews)
"There were ants all over the place. We had to switch rooms."
Reviewed on 16 Jul 2026

Best Western Windsor Inn
2520 Ashland St Ashland OR
The price is ₹12,044 per night from 26 Jul to 27 Jul
₹12,044
₹13,429 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! (1,002 reviews)
"This Hotel is much cleaner and nicer in everyway than others that cost twice as much. I was very pleased."
Reviewed on 16 Jul 2026

Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
The price is ₹12,513 per night from 10 Aug to 11 Aug
₹12,513
₹14,915 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 ...
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.





