Historic Railroad District Travel Guide
Ashland
Visit Historic Railroad District
Top hotels in Historic Railroad District
The Peerless Hotel by WanderLodges
243 4th St Ashland OR
The price is ₹11,938 per night from 1 Sept to 2 Sept
₹11,938
₹18,522 total
1 Sept - 2 Sept
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! (112 reviews)
"The place was cute. Room was really nice and bed was comfy. Close to downtown. Would stay there again."
Reviewed on 13 Aug 2026
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
The price is ₹15,367 per night from 6 Sept to 7 Sept
₹15,367
₹18,432 total
6 Sept - 7 Sept
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! (1,083 reviews)
"Loved this place! Super dog friendly, nice Margaritaville theme without being over the top. Very clean rooms and common places. Staff was super friendly. Would definitely stay here again."
Reviewed on 31 Aug 2026
Rogue Regency Inn Medford Airport
2300 Biddle Rd Medford OR
The price is ₹11,351 per night from 1 Sept to 2 Sept
₹11,351
₹13,247 total
1 Sept - 2 Sept
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. ...
Comfort Inn & Suites Ashland
434 S. Valley View Rd. Ashland OR
The price is ₹10,645 per night from 28 Sept to 29 Sept
₹10,645
₹10,805 total
28 Sept - 29 Sept
includes taxes & fees
Stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...
9/10 Wonderful! (1,011 reviews)
"The staff were very cheerful and friendly upon checking in. Also, the hot breakfast was delicious the next morning. I will definitely be staying there again."
Reviewed on 31 Aug 2026
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
The price is ₹9,882 per night from 2 Sept to 3 Sept
₹9,882
₹11,972 total
2 Sept - 3 Sept
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! (1,536 reviews)
"We enjoyed this visit from the moment we arrived—from the friendly staff and inviting lobby to the beautiful outdoor pool and hot tub. The king-sized bed had a wealth of cloud soft pillows and the room was quiet. The staff put us on the ground floor with a direct exit outside for our pup. And downtown ..."
Reviewed on 30 Aug 2026
Prospero's Flagship Inn
1193 Siskiyou Blvd Ashland OR
The price is ₹5,331 per night from 1 Sept to 2 Sept
₹5,331
₹5,944 total
1 Sept - 2 Sept
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 ...
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.
Check Historic Railroad District hotel availability
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 Oregon Shakespeare Festival.
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 Oregon Shakespeare Festival.
