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 ₹14,868 per night from 5 Oct to 6 Oct
₹14,868
₹21,741 total
5 Oct - 6 Oct
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
₹16,984 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! (1,106 reviews)
"The location was fun and had great staff. We had a fun time at this place."
Reviewed on 8 Sept 2026

Red Lion Hotel Rogue Regency Medford Airport
2300 Biddle Rd Medford OR
The price is ₹9,270 per night from 14 Sept to 15 Sept
₹9,270
₹10,901 total
14 Sept - 15 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. ...
8.8/10 Excellent! (3,249 reviews)
"Great for families. Rooms are spacious but a little outdated"
Reviewed on 8 Sept 2026

Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
Fully refundableReserve now, pay when you stay
The price is ₹12,670 per night from 29 Sept to 30 Sept
₹12,670
₹15,072 total
29 Sept - 30 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! (1,538 reviews)
"Great hotel, especially if you’re traveling with kids or pets."
Reviewed on 7 Sept 2026

Prospero's Flagship Inn
1193 Siskiyou Blvd Ashland OR
The price is ₹5,778 per night from 13 Sept to 14 Sept
₹5,778
₹6,442 total
13 Sept - 14 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! (1,448 reviews)
"First when you check in it's strange you're waiting for the person at the desk to be free after they're done talking to somebody and all of the sudden you hear somebody talking to you from the right and it's on a computer and it's a person to check you in. She was somewhat hard to understand on the ..."
Reviewed on 8 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! (1,084 reviews)
"Loved it"
Reviewed on 6 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.
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.





