Historic Railroad District Vacations
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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
Historic Downtown District
3 out of top 10 points of interest in this area
If you're spending some time in Historic Downtown District, Allen Elizabethan Theatre and Oregon Shakespeare Festival are top sights worth seeing.
Historic Railroad District Hotel Deals
The Peerless Hotel by WanderLodges
243 4th St, Ashland, OR
The price is SAR 449 per night from May 8 to May 9
SAR 449
SAR 707 total
includes taxes & fees
8 May - 9 May
9.4/10 Exceptional! (64 reviews)
A wonderful stay
"This is a charming old historic hotel, filled with beautiful antiques. It’s clean and comfortable, and the location is so convenient. There was easy parking on the street, but we really enjoyed walking to most things."
Reviewed on 22 April 2025
Rogue Regency Inn and Suites
2300 Biddle Rd, Medford, OR
Fully refundableReserve now, pay when you stay
The price is SAR 405 per night from Apr 29 to Apr 30
SAR 405
SAR 456 total
includes taxes & fees
29 Apr - 30 Apr
9/10 Wonderful! (1,894 reviews)
"quiet"
Reviewed on 26 April 2025
Ashland Hills Hotel & Suites
2525 Ashland St, Ashland, OR
Fully refundableReserve now, pay when you stay
The price is SAR 436 per night from May 11 to May 12
SAR 436
SAR 523 total
includes taxes & fees
11 May - 12 May
8.8/10 Excellent! (1,436 reviews)
Spotless
"Beautifully maintained mid century modern resort. Pool was not yet open when I visited. Easy parking and electric chargers. Dog friendly with fenced in excercise area at the back. Large, well maintained bedrooms with terrace or balcony. Great staff that are well trained and friendly."
Reviewed on 24 April 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.
Discover the most popular places to visit in Historic Railroad District
Oregon Shakespeare Festival
4.5/5(265 reviews)
You can make plans for a show at Oregon Shakespeare Festival during your trip to Ashland. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.
Mount Ashland Ski Area
4/5(70 reviews)
Hit the slopes in Ashland with a visit to Mount Ashland Ski Area. Discover the top-notch restaurants and entertainment choices in this walkable area.
Southern Oregon University
4.5/5(146 reviews)
Enjoy the collegiate vibe at Southern Oregon University as part of your travels around Ashland. Experience the area's acclaimed theater scene and entertainment choices.