Historic Railroad District Travel Guide

Ashland

Photo by Inna Blair

Popular places to visit


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
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 ...
9.6/10 Exceptional! (94 reviews)
Very charming hotel, the common areas were cute and clean with free coffee and tea. My husband and I stayed in the anniversary sweet for two nights. We had an excellent stay! Checked in right at 4:00pm and self check in was a breeze. Our room was super spacious and very clean. The bathtubs were my ...

Reviewed on 7 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
Stay at this business-friendly hotel in Medford. Enjoy free breakfast, free Wi-Fi and a free airport shuttle. Our guests praise the breakfast and the pool in ...
8.8/10 Excellent! (2,656 reviews)
Excellent staff

Reviewed on 29 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 ₹5,971 per night from 30 Nov to 1 Dec
₹5,971
₹6,658 total
30 Nov - 1 Dec
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! (1,176 reviews)
The room was fine and the staff help with the reservation was excellent. The problem was that I thought I had made a reservation for Nov. 23 and 24, but it was instead made for Nov. 24 and 25. Staff at the motel fixed this. I don't know how this happened, but will be sure to read the small print ...

Reviewed on 26 Nov 2025

Flagship Inn of Ashland
Stratford Inn

Stratford Inn

2.5 out of 5
555 Siskiyou Blvd Ashland OR
The price is ₹8,051 per night from 1 Dec to 2 Dec
₹8,051
₹8,977 total
1 Dec - 2 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 ...
9.2/10 Wonderful! (1,595 reviews)
Nice staff

Reviewed on 26 Nov 2025

Stratford Inn
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St Ashland OR
The price is ₹8,078 per night from 7 Dec to 8 Dec
₹8,078
₹9,901 total
7 Dec - 8 Dec
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! (1,509 reviews)
Nice hotel. Would stay again.

Reviewed on 26 Nov 2025

Ashland Hills Hotel & Suites
My Place Hotel-Medford OR

My Place Hotel-Medford OR

3 out of 5
580 Airport Rd Medford OR
The price is ₹7,760 per night from 19 Dec to 20 Dec
₹7,760
₹8,730 total
19 Dec - 20 Dec
includes taxes & fees
Stay at this business-friendly hotel in Medford. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,516 reviews)
The stay was good overall. Room was clean.

Reviewed on 27 Nov 2025

My Place Hotel-Medford OR
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 Thomas 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 Thomas Theatre and Oregon Shakespeare Festival.

Skidmore Academy Historic District


Historic Railroad District Travel Guide