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 ₹16,044 per night from 20 Sept to 21 Sept
₹16,044
₹23,103 total
20 Sept - 21 Sept
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! (112 reviews)
"The place was cute. Room was really nice and bed was comfy. Close to downtown. Would stay there again."
Reviewed on 13 Aug 2026
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
Fully refundableReserve now, pay when you stay
The price is ₹14,534 per night from 12 Oct to 13 Oct
₹14,534
₹17,498 total
12 Oct - 13 Oct
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 ...
Red Lion Hotel Rogue Regency Medford Airport
2300 Biddle Rd Medford OR
The price is ₹8,843 per night from 13 Sept to 14 Sept
₹8,843
₹10,426 total
13 Sept - 14 Sept
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. ...
Best Western Windsor Inn
2520 Ashland St Ashland OR
The price is ₹10,751 per night from 27 Sept to 28 Sept
₹10,751
₹11,988 total
27 Sept - 28 Sept
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)
"I was pleasantly surprised. I frequent Ashland regularly but don't always stay. I would stay here again. The gym is comical because it has as many plush chairs and couches as workout equipment. I wouldn't even change it."
Reviewed on 12 Sept 2026
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
The price is ₹11,207 per night from 21 Sept to 22 Sept
₹11,207
₹13,452 total
21 Sept - 22 Sept
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! (1,534 reviews)
"Very very tired facility."
Reviewed on 12 Sept 2026
Prospero's Flagship Inn
1193 Siskiyou Blvd Ashland OR
The price is ₹5,275 per night from 13 Sept to 14 Sept
₹5,275
₹5,882 total
13 Sept - 14 Sept
includes taxes & fees
Stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free parking and an outdoor pool. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,445 reviews)
"Old, cracks on the wall, moldy, terrible. Couldn’t sleep."
Reviewed on 11 Sept 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.
