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.

Things to do


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 Rp2.214.317 per night from 30 Aug to 31 Aug
Rp2.214.317
Rp3.435.621 total
30 Aug - 31 Aug
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

The Peerless Hotel by WanderLodges
Rogue Regency Inn Medford Airport

Rogue Regency Inn Medford Airport

3 out of 5
2300 Biddle Rd Medford OR
The price is Rp2.105.467 per night from 30 Aug to 31 Aug
Rp2.105.467
Rp2.457.204 total
30 Aug - 31 Aug
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! (3,226 reviews)
"The property is worn and needs updating. The WiFi didn’t work most of the time I was there. When it did work it was slow and you couldn’t do anything. So I had to use a hotspot most of the time. Breakfast was very limited on options, most of the time not the freshest. Several nights there were groups ..."

Reviewed on 29 Aug 2026

Rogue Regency Inn Medford Airport
Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

4 out of 5
2399 S Pacific Hwy Medford OR
The price is Rp2.850.342 per night from 6 Sept to 7 Sept
Rp2.850.342
Rp3.418.950 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 ...
Compass by Margaritaville in Medford
Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

2.5 out of 5
434 S. Valley View Rd. Ashland OR
The price is Rp1.864.842 per night from 28 Sept to 29 Sept
Rp1.864.842
Rp1.892.815 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 ...
Comfort Inn & Suites Ashland
Best Western Windsor Inn

Best Western Windsor Inn

2.5 out of 5
2520 Ashland St Ashland OR
The price is Rp1.990.639 per night from 7 Sept to 8 Sept
Rp1.990.639
Rp2.219.562 total
7 Sept - 8 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! (1,002 reviews)
"Breakfast was almost over by 8am. Pancake mix was finished, no toast left, Last bits of eggs were remaining. There was sufficient coffee, juice and yogurt. No attendant was around to monitor"

Reviewed on 29 Aug 2026

Best Western Windsor Inn
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St Ashland OR
The price is Rp1.832.995 per night from 2 Sept to 3 Sept
Rp1.832.995
Rp2.220.648 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! (1,532 reviews)
"Older hotel showing her age."

Reviewed on 29 Aug 2026

Ashland Hills Hotel & Suites
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 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.



Historic Railroad District Travel Guide