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 ₹15,987 per night from 20 Sept to 21 Sept
₹15,987
₹23,021 total
20 Sept - 21 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
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 ₹8,812 per night from 12 Sept to 13 Sept
₹8,812
₹10,389 total
12 Sept - 13 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. ...
Red Lion Hotel Rogue Regency 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 ₹14,518 per night from 12 Oct to 13 Oct
₹14,518
₹17,477 total
12 Oct - 13 Oct
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
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 ₹12,494 per night from 21 Sept to 22 Sept
₹12,494
₹14,885 total
21 Sept - 22 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! (1,529 reviews)
"we have stayed there many times over the years, this was not a good experience, I paid a bit extra for what i thought might be a better location but was in the cheapest parking lot view room with a carpet stain. the coffee maker did not work and there was no coffee in the lobby. they used to have ..."

Reviewed on 11 Sept 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 ₹5,198 per night from 13 Sept to 14 Sept
₹5,198
₹5,795 total
13 Sept - 14 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! (1,444 reviews)
"The property was an excellent price. It was clean and well taken care of. The only problem I had was coming from a long trip from California, we got there an hour early. They wanted to charge us for wanting to check-in early, so we pretty much waited in the car until 3 PM. This is the only property ..."

Reviewed on 11 Sept 2026

Prospero's Flagship Inn
Ramada by Wyndham Medford Airport North

Ramada by Wyndham Medford Airport North

2 out of 5
2111 Biddle Rd Medford OR
The price is ₹6,384 per night from 4 Oct to 5 Oct
₹6,384
₹7,181 total
4 Oct - 5 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 helpful staff and the clean rooms in ...
8.2/10 Very good! (1,083 reviews)
"Absolutely happy with all the service that was provided here. Conveniently close to the airport."

Reviewed on 10 Sept 2026

Ramada by Wyndham Medford Airport North
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