Historic Railroad District Vacations
Book a Hotel + Flight together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to SAR 390 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
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 591 per night from Mar 24 to Mar 25
SAR 591
SAR 857 total
includes taxes & fees
24 Mar - 25 Mar
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 February 2025
In the historic railroad district, walking distance to all the best of Ashland!
Ashland
10/10 Exceptional! (168 reviews)
Nothing better in Ashland
"This small cozy house was perfect for our group over the Thanksgiving Holiday. Great kitchen with every item we needed. Cannot beat the location. We will be back."
Reviewed on 4 December 2024
Rogue Regency Inn and Suites
2300 Biddle Rd, Medford, OR
Fully refundableReserve now, pay when you stay
The price is SAR 383 per night from Mar 13 to Mar 14
SAR 383
SAR 430 total
includes taxes & fees
13 Mar - 14 Mar
9/10 Wonderful! (1,796 reviews)
"Great place to stay with a great price for a weekend get away."
Reviewed on 9 March 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.