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 ₹12,839 per night from 7 Sept to 8 Sept
₹12,839
₹19,479 total
7 Sept - 8 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 ₹14,089 per night from 27 Sept to 28 Sept
₹14,089
₹16,985 total
27 Sept - 28 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! (1,097 reviews)
"This was a last-minute stay, and we thought it was wonderful from the moment we got there. Food and bartender was amazing in the evening room with clean definitely will stay again."
Reviewed on 4 Sept 2026

Rogue Regency Inn Medford Airport
2300 Biddle Rd Medford OR
The price is ₹9,270 per night from 6 Sept to 7 Sept
₹9,270
₹10,901 total
6 Sept - 7 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. ...

Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
The price is ₹11,825 per night from 7 Sept to 8 Sept
₹11,825
₹14,130 total
7 Sept - 8 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! (1,535 reviews)
"Amazing staff!"
Reviewed on 4 Sept 2026

Prospero's Flagship Inn
1193 Siskiyou Blvd Ashland OR
The price is ₹5,340 per night from 7 Sept to 8 Sept
₹5,340
₹5,954 total
7 Sept - 8 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 ...
8.6/10 Excellent! (1,445 reviews)
"Bathroom door squeaked loudly. Clean, comfortable rooms. Good price. So-so breakfast. Conveniently located near Case Coffee, Sammich, Morning Glory Cafe, and a 7 Eleven. Easy access to downtown Ashland’s shopping and dining and the Oregon Shakespeare Festival."
Reviewed on 4 Sept 2026

Ramada by Wyndham Medford Airport North
2111 Biddle Rd Medford OR
The price is ₹6,320 per night from 4 Oct to 5 Oct
₹6,320
₹7,110 total
4 Oct - 5 Oct
includes taxes & fees
Stay at this business-friendly hotel in Medford. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in ...
8.2/10 Very good! (1,082 reviews)
"Staff is absolutely wonderful. Was thankful to be able to pay to leave a vehicle here while we flew out of the country. Cheaper than airport long term parking."
Reviewed on 3 Sept 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 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.





