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 ₹8,370 per night from 22 Nov to 23 Nov
₹8,370
₹14,529 total
22 Nov - 23 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 ₹12,442 per night from 3 Nov to 4 Nov
₹12,442
₹15,139 total
3 Nov - 4 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! (1,188 reviews)
"This is the only place we will stay in Medford OR. Very clean great staff and in a good part of town. Just got home from our 6th visit and still as good as the 1st."

Reviewed on 29 Oct 2026

Compass by Margaritaville in Medford
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St Ashland OR
Fully refundableReserve now, pay when you stay
The price is ₹9,331 per night from 16 Nov to 17 Nov
₹9,331
₹11,355 total
16 Nov - 17 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 ...
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 ₹8,823 per night from 30 Oct to 31 Oct
₹8,823
₹10,402 total
30 Oct - 31 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 breakfast and the pool in their reviews. ...
8.6/10 Excellent! (3,282 reviews)
"The quietest hotel I've been in for quite a while. The beds were so very comfy. The weather had turned cold, so when we walked into our room, oh my heavens, the heat was already on! Front desk people were very curtieous and friendly. The hotel is going through some renovations, but it didn't affect ..."

Reviewed on 29 Oct 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 ₹9,633 per night from 29 Nov to 30 Nov
₹9,633
₹9,777 total
29 Nov - 30 Nov
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 ₹8,889 per night from 1 Nov to 2 Nov
₹8,889
₹9,911 total
1 Nov - 2 Nov
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! (1,791 reviews)
"The staff was so incredibly welcoming and kind and knowledgeable about the area. The hotel is clean and well decorated for Halloween (even if the clowns were a little bit scary). I loved that the pool had extended hours and it was open until 1 AM. It was nice to go soak in the hot tub after seeing ..."

Reviewed on 29 Oct 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