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 2 Sept to 3 Sept
Rp2.214.317
Rp3.435.621 total
2 Sept - 3 Sept
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
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 ...
9.6/10 Exceptional! (1,083 reviews)
"Loved this place! Super dog friendly, nice Margaritaville theme without being over the top. Very clean rooms and common places. Staff was super friendly. Would definitely stay here again."

Reviewed on 31 Aug 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 Rp2.105.467 per night from 1 Sept to 2 Sept
Rp2.105.467
Rp2.457.204 total
1 Sept - 2 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. ...
Rogue Regency Inn 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 Rp1.974.539 per night from 13 Sept to 14 Sept
Rp1.974.539
Rp2.004.157 total
13 Sept - 14 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! (1,012 reviews)
"The location is convenient, front desk customer service with a smile, shopping and restaurants nearby."

Reviewed on 31 Aug 2026

Comfort Inn & Suites Ashland
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! (1,537 reviews)
"1) Very Disappointed that the property does Not have Secure Internet Access That makes it very dangerous to do any financial transactions while at the Property No Stock market trading No purchases that include providing financial and personal information I DON’T UNDERSTAND HOW THERE IS NO SECURE ..."

Reviewed on 31 Aug 2026

Ashland Hills Hotel & Suites
Prospero's Flagship Inn

Prospero's Flagship Inn

2.5 out of 5
1193 Siskiyou Blvd Ashland OR
The price is Rp1.098.735 per night from 1 Sept to 2 Sept
Rp1.098.735
Rp1.225.090 total
1 Sept - 2 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! (1,435 reviews)
"Basic room for one nights stay on"

Reviewed on 31 Aug 2026

Prospero's Flagship 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