Historic Railroad District Travel Guide

Tourist Guide

Photo by Inna Blair

Popular places to visit

Activities


Our pick of the best Historic Railroad District Hotel Deals

The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges

2 out of 5
243 4th St, Ashland, OR
Stay at this hotel in Ashland. Enjoy free WiFi, free parking, and a fireplace in the lobby. Popular attractions Ashland Library and Oregon Cabaret Theatre are ...
9.6/10 Exceptional! (92 reviews)
There are no staff in the hotel, that is why there is no rating. The room was perfect! I booked this for my birthday/halloween celebration! It did not disappoint! Bathtub (Jr Suite 2) was relaxing and huge! There is a restaurant next door (I did not eat there), noble coffee half a block down, a small ...

Reviewed on 4 Nov 2025

The Peerless Hotel by WanderLodges
Rogue Regency Inn and Suites

Rogue Regency Inn and Suites

3 out of 5
2300 Biddle Rd, Medford, OR
Fully refundableReserve now, pay when you stay
The price is NZ$189 per night from 13 Nov to 14 Nov
NZ$189
13 Nov - 14 Nov
includes taxes & fees
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
8.8/10 Excellent! (2,574 reviews)
Friendly check in staff

Reviewed on 5 Nov 2025

Rogue Regency Inn and Suites
Flagship Inn of Ashland

Flagship Inn of Ashland

2.5 out of 5
1193 Siskiyou Blvd, Ashland, OR
The price is NZ$97 per night from 11 Nov to 12 Nov
NZ$97
11 Nov - 12 Nov
includes taxes & fees
Book a 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 ...
8.6/10 Excellent! (1,128 reviews)
Very clean, quiet, and comfortable. Exceptional value. I'll be back.

Reviewed on 5 Nov 2025

Flagship Inn of Ashland
My Place Hotel-Medford OR

My Place Hotel-Medford OR

3 out of 5
580 Airport Rd, Medford, OR
The price is NZ$172 per night from 22 Nov to 23 Nov
NZ$172
22 Nov - 23 Nov
includes taxes & fees
Stay at this 3-star business-friendly hotel in Medford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the ...
9/10 Wonderful! (1,517 reviews)
The room was perfect. Has a small kitchen with a full size fridge. We have our two dogs only cost 28.13. Comfortable beds nice size TV. Dog area. Large clean bathrooms nice pillows and towels. I like it, we were impressed. Good parking. Everything you need large rooms.

Reviewed on 2 Nov 2025

My Place Hotel-Medford OR
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St, Ashland, OR
The price is NZ$204 per night from 7 Dec to 8 Dec
NZ$204
7 Dec - 8 Dec
includes taxes & fees
Stay at this 3-star ski hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in ...
8.8/10 Excellent! (1,495 reviews)
Staff was friendly, property and room was clean. Restaurant staff was great, food was so so.

Reviewed on 2 Nov 2025

Ashland Hills Hotel & Suites
Stratford Inn

Stratford Inn

2.5 out of 5
555 Siskiyou Blvd, Ashland, OR
The price is NZ$177 per night from 7 Dec to 8 Dec
NZ$177
7 Dec - 8 Dec
includes taxes & fees
Stay at this hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular ...
9.2/10 Wonderful! (1,574 reviews)
This was our first time staying here despite coming to Ashland for decades, and we don't feel like we have been missing out on much. The best feature here is the walking distance (in nice weather) to downtown. It was noisy in all ways: thin walls, street traffic, loud guests, etc. We would not stay ...

Reviewed on 3 Nov 2025

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.

Other neighbourhoods around Historic Railroad District

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Historic Downtown District

While visiting Historic Downtown District, you might make a stop by sights like Allen Elizabethan Theatre and Oregon Shakespeare Festival.

Historic Downtown District
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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.

Siskiyou-Hargadine Historic District
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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.

Skidmore Academy Historic District


Historic Railroad District Travel Guide

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