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! (95 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
Hanna's House by WanderLodges

Hanna's House by WanderLodges

4 out of 5
39 4th St Ashland OR
The price is ฿3,518 per night from 22 Dec to 23 Dec
฿3,518
฿6,339 total
22 Dec - 23 Dec
includes taxes & fees
Stay at this business-friendly holiday home in Ashland. Enjoy free Wi-Fi, free parking and a garden. Popular attractions Ashland Library and Oregon Cabaret Theatre ...
10/10 Exceptional! (3 reviews)
Thoughtfully arranged and provisioned. A hidden gem.

Reviewed on 14 Dec 2025

Hanna's House by WanderLodges
Rogue Regency Inn and Suites

Rogue Regency Inn and Suites

3 out of 5
2300 Biddle Rd Medford OR
The price is ฿2,685 per night from 11 Jan to 12 Jan
฿2,685
฿3,021 total
11 Jan - 12 Jan 2026
includes taxes & fees
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! (2,697 reviews)
Great room. Very Clean

Reviewed on 16 Dec 2025

Rogue Regency Inn and Suites
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St Ashland OR
The price is ฿2,814 per night from 1 Jan to 2 Jan
฿2,814
฿3,490 total
1 Jan - 2 Jan 2026
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! (1,496 reviews)
Great

Reviewed on 10 Dec 2025

Ashland Hills Hotel & Suites
Stratford Inn

Stratford Inn

2.5 out of 5
555 Siskiyou Blvd Ashland OR
The price is ฿2,544 per night from 22 Dec to 23 Dec
฿2,544
฿2,837 total
22 Dec - 23 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! (1,615 reviews)
Just short stop to sleep on our road trip. Staff was nice.

Reviewed on 20 Dec 2025

Stratford Inn
My Place Hotel-Medford OR

My Place Hotel-Medford OR

3 out of 5
580 Airport Rd Medford OR
The price is ฿2,773 per night from 4 Jan to 5 Jan
฿2,773
฿3,120 total
4 Jan - 5 Jan 2026
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)
Cleen rooms, clean hallways. Staff Friendly and knowledge.

Reviewed on 13 Dec 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