Historic Railroad District

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! (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
Rogue Regency Inn and Suites

Rogue Regency Inn and Suites

3 out of 5
2300 Biddle Rd Medford OR
The price is RM346 per night from 14 Jan to 15 Jan
RM346
RM389 total
14 Jan - 15 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! (2,736 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! (1,627 reviews)
Breakfast and breakfast staff, pool saved the days. Front desk day staff were disappointing. Room 326 shower had been dyed with henna so it looked like a murder scene. My girls were afraid of it and wouldn’t use it even though it was just gross but not really blood. When I asked if it could be remedied ...

Reviewed on 29 Dec 2025

Stratford Inn
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 RM364 per night from 1 Jan to 2 Jan
RM364
RM451 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! (1,498 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 RM352 per night from 8 Jan to 9 Jan
RM352
RM453 total
8 Jan - 9 Jan 2026
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! (1,003 reviews)
Bathroom aur vent flaps all night and ,mattress should be replaced, dips down on right

Reviewed on 29 Dec 2025

Ashland Springs Hotel
Flagship Inn of Ashland

Flagship Inn of Ashland

2.5 out of 5
1193 Siskiyou Blvd Ashland OR
Fully refundableReserve now, pay when you stay
The price is RM274 per night from 1 Jan to 2 Jan
RM274
RM305 total
1 Jan - 2 Jan 2026
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! (1,207 reviews)
Room was clean and bed was good Price was very reasonable

Reviewed on 25 Dec 2025

Flagship Inn of Ashland
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