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 ₹7,818 per night from 5 Nov to 6 Nov
₹7,818
₹13,902 total
5 Nov - 6 Nov
includes taxes & fees
Stay at this hotel in Ashland. Enjoy free Wi-Fi, free parking and a fireplace in reception. Popular attractions Ashland Library and Oregon Cabaret Theatre are ...
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 ₹14,434 per night from 22 Nov to 23 Nov
₹14,434
₹17,377 total
22 Nov - 23 Nov
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! (1,196 reviews)
"Very clean and well maintained hotel. Pleasantly surprised."

Reviewed on 3 Nov 2026

Compass by Margaritaville in Medford
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St Ashland OR
The price is ₹9,310 per night from 12 Nov to 13 Nov
₹9,310
₹11,329 total
12 Nov - 13 Nov
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! (1,578 reviews)
"Again, I sound like a broken record! This is my go to hotel on my way to WA or California in both directions. They take great care of myself and my dogs. Great property to walk the pups to get all the smells, a dog gift from the staff when ya check in and a great little restaurant to grab a bite. ..."

Reviewed on 2 Nov 2026

Ashland Hills Hotel & Suites
Red Lion Hotel Rogue Regency Medford Airport

Red Lion Hotel Rogue Regency Medford Airport

3 out of 5
2300 Biddle Rd Medford OR
The price is ₹8,798 per night from 5 Nov to 6 Nov
₹8,798
₹10,372 total
5 Nov - 6 Nov
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. ...
8.6/10 Excellent! (3,297 reviews)
"It was clean and property maintained well. Property lit up and always pleasant stay. Comfortable beds"

Reviewed on 3 Nov 2026

Red Lion Hotel Rogue Regency Medford Airport
Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

2.5 out of 5
434 S. Valley View Rd. Ashland OR
The price is ₹9,438 per night from 2 Dec to 3 Dec
₹9,438
₹9,579 total
2 Dec - 3 Dec
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
Stratford Inn

Stratford Inn

2.5 out of 5
555 Siskiyou Blvd Ashland OR
The price is ₹9,713 per night from 3 Dec to 4 Dec
₹9,713
₹10,830 total
3 Dec - 4 Dec
includes taxes & fees
Stay at this hotel in Ashland. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast and the pool in their reviews. Popular ...
9.4/10 Exceptional! (1,801 reviews)
"The Stratford in is a great spot. This is a throw back style hotel where the human element is still alive and well. The staff was engaged and very friendly. The hotel is clean, well maintained, and quiet. There are great touches like actual glasses and coffee mugs for your use and higher quality ..."

Reviewed on 3 Nov 2026

Stratford Inn
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