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 ₹15,369 per night from 5 Jul to 6 Jul
₹15,369
₹22,348 total
5 Jul - 6 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 ₹14,510 per night from 5 Jul to 6 Jul
₹14,510
₹17,468 total
5 Jul - 6 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! (1,007 reviews)
"We were driving from CA to OR to look at homes and needed a nice hotel to stay at while we were here. Found this one and was so thankful we did!! The hotel was so clean, beautiful and catered to their customers fully! The rooms were great, toiletries were all available and the food was awesome ! ..."
Reviewed on 2 Jul 2026

Rogue Regency Inn Medford Airport
2300 Biddle Rd Medford OR
The price is ₹9,858 per night from 12 Jul to 13 Jul
₹9,858
₹11,566 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! (3,147 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 ₹12,793 per night from 5 Jul to 6 Jul
₹12,793
₹15,218 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! (1,502 reviews)
"My bed had dog hair on it, a stain and the tv did not work. I had to change rooms and did not get reimbursed for my room."
Reviewed on 3 Jul 2026

My Place Hotel-Medford OR
580 Airport Rd Medford OR
The price is ₹8,287 per night from 2 Aug to 3 Aug
₹8,287
₹9,322 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! (1,567 reviews)
"Wonderful find! I would have paid $225.00 a night and been happy. In N out was close by……..WIN,WIN!"
Reviewed on 3 Jul 2026

Prospero's Flagship Inn
1193 Siskiyou Blvd Ashland OR
The price is ₹8,324 per night from 6 Jul to 7 Jul
₹8,324
₹9,281 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! (1,380 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.
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.





