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 ₹14,050 per night from 20 Jul to 21 Jul
₹14,050
₹20,869 total
20 Jul - 21 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 ₹16,103 per night from 4 Jul to 5 Jul
₹16,103
₹19,251 total
4 Jul - 5 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! (1,016 reviews)
"Love this place, food is great property is newer and well maintained. Staff is MOST EXCELLENT"
Reviewed on 2 Jul 2026
Rogue Regency Inn Medford Airport
2300 Biddle Rd Medford OR
The price is ₹9,798 per night from 12 Jul to 13 Jul
₹9,798
₹11,496 total
12 Jul - 13 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! (3,144 reviews)
"It is a iconic hotel, well located and family oriented, but have rugs inside the property. Not suitable for allergic sensitive."
Reviewed on 1 Jul 2026
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
The price is ₹12,773 per night from 5 Jul to 6 Jul
₹12,773
₹15,194 total
5 Jul - 6 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 ...
8.8/10 Excellent! (1,498 reviews)
"It was fine for one night"
Reviewed on 2 Jul 2026
My Place Hotel-Medford OR
580 Airport Rd Medford OR
The price is ₹8,273 per night from 2 Aug to 3 Aug
₹8,273
₹9,308 total
2 Aug - 3 Aug
includes taxes & fees
Stay at this business-friendly hotel in Medford. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (1,584 reviews)
"I’m not sure how this hotel have such high reviews. The room we stayed in had a faint smelled of animal urine and feces covered up with cleaning products. The chain to draw the shade was hard to use. The hotel overall was very dingy and old. The front desk at check in and check out were great and ..."
Reviewed on 1 Jul 2026
Prospero's Flagship Inn
1193 Siskiyou Blvd Ashland OR
The price is ₹8,591 per night from 6 Jul to 7 Jul
₹8,591
₹9,579 total
6 Jul - 7 Jul
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! (1,378 reviews)
"Friendly staff, clean and comfy and good location. I would stay again."
Reviewed on 2 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 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 Angus Bowmer Theatre.
