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! (2,614 reviews)
Room was clean. Staff are great!

Reviewed on 17 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
Fully refundableReserve now, pay when you stay
The price is 1.384.005 ₫ per night from 5 Dec to 6 Dec
1.384.005 ₫
1.543.231 ₫ total
5 Dec - 6 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! (1,162 reviews)
Clean and comfortable, but bring your own pillow if you are a side sleeper

Reviewed on 20 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 2.286.901 ₫ per night from 7 Dec to 8 Dec
2.286.901 ₫
2.572.764 ₫ total
7 Dec - 8 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! (1,504 reviews)
It was clean and the price was right! However, you are in a room with a fridge and a stove and there are no glasses, plates, cookware of any kind or utensils. That was very odd.

Reviewed on 20 Nov 2025

My Place Hotel-Medford OR
Stratford Inn

Stratford Inn

2.5 out of 5
555 Siskiyou Blvd Ashland OR
The price is 2.372.580 ₫ per night from 1 Dec to 2 Dec
2.372.580 ₫
2.645.427 ₫ 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! (1,585 reviews)
Such friendly people! It was a pleasure to check in and our room is lovely! Many amenities, plus a pretty pool, an easy TV, generous kitchen appliances, and comfy bed. We'll definitely stay here again!

Reviewed on 20 Nov 2025

Stratford Inn
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St Ashland OR
The price is 2.380.489 ₫ per night from 30 Nov to 1 Dec
2.380.489 ₫
2.917.747 ₫ total
30 Nov - 1 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! (1,501 reviews)
Staff were extremely helpful and friendly, and the room was clean and comfortable.

Reviewed on 19 Nov 2025

Ashland Hills Hotel & Suites
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 Oregon Shakespeare Festival and Lithia Park.

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 Oregon Shakespeare Festival and Allen Elizabethan Theatre.

Skidmore Academy Historic District