Historic Railroad District Travel Guide

Ashland

A rusted metal bridge in a forested area.
A wooden railway bridge with graffiti, surrounded by greenery.
A wooden log cabin with two red-framed windows.
The exterior of Ashland Food Cooperative with a sign reading "Do You Have Your Bags Today?" and a dog and bike free zone sign.


Top hotels in Historic Railroad District

The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges

2 out of 5
243 4th St Ashland OR
The price is ₹17,397 per night from 9 Jul to 10 Jul
₹17,397
₹24,601 total
9 Jul - 10 Jul
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! (109 reviews)
"We loved our stay at The Peerless. The room was beautiful and comfortable and the hotel’s lobby, back room, and patio are lovely for hanging out in. The in-room coffee needs filters and a suggestion of amount for those of us who are coffee making impaired. We would stay here again!"

Reviewed on 27 Jun 2026

The Peerless Hotel by WanderLodges
Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

4 out of 5
2399 S Pacific Hwy Medford OR
The price is ₹15,776 per night from 27 Jul to 28 Jul
₹15,776
₹18,890 total
27 Jul - 28 Jul
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! (1,013 reviews)
"This will be our go to hotel from here on out. We’ve never received such excellent customer service! Everyone from housekeeping to the bartenders were amazing!!"

Reviewed on 5 Jul 2026

Compass by Margaritaville in Medford
Rogue Regency Inn Medford Airport

Rogue Regency Inn Medford Airport

3 out of 5
2300 Biddle Rd Medford OR
The price is ₹9,170 per night from 12 Jul to 13 Jul
₹9,170
₹10,792 total
12 Jul - 13 Jul
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! (3,156 reviews)
"Okay stay for a quick night or two. The carpet definitely needs to be updated as do the bathrooms. Overall it’s a nice enough place, great to have free coffee and breakfast. The staff was very nice and helpful."

Reviewed on 5 Jul 2026

Rogue Regency Inn Medford Airport
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St Ashland OR
The price is ₹12,770 per night from 12 Jul to 13 Jul
₹12,770
₹15,190 total
12 Jul - 13 Jul
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! (1,506 reviews)
"The hotel is well organized and well appointed. Restaurant has decent food, decently priced. Rooms are spacious. We enjoyed our stay."

Reviewed on 4 Jul 2026

Ashland Hills Hotel & Suites
My Place Hotel-Medford OR

My Place Hotel-Medford OR

3 out of 5
580 Airport Rd Medford OR
The price is ₹8,271 per night from 2 Aug to 3 Aug
₹8,271
₹9,305 total
2 Aug - 3 Aug
includes taxes & fees
Stay at this business-friendly hotel in Medford. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (1,569 reviews)
"Wonderful"

Reviewed on 5 Jul 2026

My Place Hotel-Medford OR
Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

2.5 out of 5
434 S. Valley View Rd. Ashland OR
The price is ₹10,313 per night from 12 Jul to 13 Jul
₹10,313
₹10,467 total
12 Jul - 13 Jul
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 ...
8.8/10 Excellent! (1,008 reviews)
"Our room wasn't ready at check-in. There house keeping was understaffed. We left and came back after dinner and the room we were assigned was never cleaned. We were assigned a room on the 3rd floor instead of the 4th. The room was very spacious and we really appreciated the kitchenette with a full-size ..."

Reviewed on 5 Jul 2026

Comfort Inn & Suites Ashland
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.

Historic Downtown District

While visiting Historic Downtown District, you might make a stop by sights like Allen Elizabethan Theatre and Angus Bowmer Theatre.

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 Angus Bowmer Theatre.



Historic Railroad District Travel Guide