Historic Railroad District Travel Guide

Ashland

Photo by Inna Blair

Popular places to visit

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
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! (96 reviews)
Cute hotel

Reviewed on 31 Dec 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! (2,736 reviews)
Room was clean property was welcoming

Reviewed on 28 Dec 2025

Rogue Regency Inn and Suites
Stratford Inn

Stratford Inn

2.5 out of 5
555 Siskiyou Blvd Ashland OR
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! (1,619 reviews)
Rooms clwan and quier

Reviewed on 31 Dec 2025

Stratford Inn
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St Ashland OR
The price is Rp1.523.718 per night from 12 Jan to 13 Jan
Rp1.523.718
Rp1.886.008 total
12 Jan - 13 Jan
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! (1,476 reviews)
Nice, clean room. Super dog-friendly. There’s even a dog park! The staff was great.

Reviewed on 28 Dec 2025

Ashland Hills Hotel & Suites
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
212 E Main St Ashland OR
The price is Rp1.449.992 per night from 4 Jan to 5 Jan
Rp1.449.992
Rp1.866.826 total
4 Jan - 5 Jan
includes taxes & fees
Stay at this spa hotel in Ashland. Enjoy free Wi-Fi, free parking and a full-service spa. Our guests praise the breakfast and the helpful staff in their reviews. ...
9.2/10 Wonderful! (1,001 reviews)
Excellent view.

Reviewed on 26 Dec 2025

Ashland Springs Hotel
Motel 6 Medford, OR - North

Motel 6 Medford, OR - North

2 out of 5
2400 Biddle Rd Medford OR
The price is Rp681.497 per night from 19 Jan to 20 Jan
Rp681.497
Rp766.601 total
19 Jan - 20 Jan
includes taxes & fees
Stay at this motel in Medford. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in their reviews. ...
7.2/10 Good! (1,070 reviews)
Yes, and yes

Reviewed on 1 Jan 2026

Motel 6 Medford, OR - 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.

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