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Historic Railroad District Holidays
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Where to stay in Historic Railroad District
Find the best Historic Railroad District areas and neighborhoods for the activities you enjoy most. Learn more about Historic Railroad District
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Historic Downtown District
3 out of top 10 points of interest in this area
While visiting Historic Downtown District, you might make a stop by sights like Allen Elizabethan Theatre and Oregon Shakespeare Festival.
Top hotels in Historic Railroad District
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The Peerless Hotel by WanderLodges
243 4th St, Ashland, OR
The price is €191 per night from 23 Feb to 24 Feb
€191
includes taxes & fees
23 Feb - 24 Feb
9.4/10 Exceptional! (61 reviews)
"This place was very clean and quiet. Absolutely the perfect romantic get away. Very conveniently located to really good restaurants."
Reviewed on 15 Feb 2025
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Rogue Regency Inn and Suites
2300 Biddle Rd, Medford, OR
Fully refundableReserve now, pay when you stay
The price is €110 per night from 7 Mar to 8 Mar
€110
includes taxes & fees
7 Mar - 8 Mar
9/10 Wonderful! (1,756 reviews)
"My husband and I had decided to take a little time for ourselves for Valentine's Day as we had had a stressful chain of events since Christmas. Everything seemed great and it was a decent place at a very reasonable price. There were options to eat in the restaurant, a comedy show in the bar on Fridays ..."
Reviewed on 20 Feb 2025
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Stratford Inn
555 Siskiyou Blvd, Ashland, OR
Fully refundableReserve now, pay when you stay
The price is €90 per night from 24 Feb to 25 Feb
€90
includes taxes & fees
24 Feb - 25 Feb
9.2/10 Wonderful! (1,527 reviews)
best hotel service & amenities for the best price
"Indoor pool & hot tub open til 1am, complimentary breakfast was great, service was excellent, & they even let me do late check-out at 12p for no extra cost. The Stratford Inn is themed around the Ashland Shakespeare Festival & the building itself is historical, so it isn't like...super fancy or "modern". ..."
Reviewed on 20 Feb 2025
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.
Frequently asked questions
Popular places to visit
Allen Elizabethan Theatre
You can enjoy a show at Allen Elizabethan Theatre during your trip to Ashland. Wander around the area's picturesque gardens or experience its entertainment choices.
Tashi Choling Buddhist Center
Find out about the history of Ashland with a stop at Tashi Choling Buddhist Center. Wander around the area's picturesque gardens or experience its lively festivals.
Things to do
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Ashland Team Trivia Hunt: New 2024 Mobile Game App!
€40
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.