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! (89 reviews)
"What a charming property! We loved staying here. The Victorian charm oozes from every pore of this building (if a building can be said to have pores), with delightful and eccentric Knick Knacks in both the public and private areas. Getting in was a breeze with the lock codes, and we were treated ..."

Reviewed on 25 Sept 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 2.850.768 ₫ per night from 6 Oct to 7 Oct
2.850.768 ₫
3.207.114 ₫ total
6 Oct - 7 Oct
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! (2,459 reviews)
"Decent. The older place, a bit worn but clean and on par for the price. Would stay again. They do have an on site restaurant, bar and pool."

Reviewed on 30 Sept 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 2.870.565 ₫ per night from 6 Oct to 7 Oct
2.870.565 ₫
3.464.739 ₫ total
6 Oct - 7 Oct
includes taxes & fees
Stay at this 3-star ski hotel in Ashland. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in ...
8.8/10 Excellent! (1,457 reviews)

Reviewed on 1 Oct 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 2.674.700 ₫ per night from 17 Oct to 18 Oct
2.674.700 ₫
3.009.038 ₫ total
17 Oct - 18 Oct
includes taxes & fees
Stay at this 3-star 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 ...
9/10 Wonderful! (1,484 reviews)
"Nice kitchenette, comfortable chair, pleasant staff. Clean and quiet."

Reviewed on 28 Sept 2025

My Place Hotel-Medford OR
Quality Inn & Suites Medford Airport

Quality Inn & Suites Medford Airport

2.5 out of 5
1950 Biddle Rd, Medford, OR
The price is 2.064.167 ₫ per night from 2 Nov to 3 Nov
2.064.167 ₫
2.333.799 ₫ total
2 Nov - 3 Nov
includes taxes & fees
Stay at this spa hotel in Medford. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. ...
8.4/10 Very Good! (1,000 reviews)
"Very nice stay"

Reviewed on 30 Sept 2025

Quality Inn & Suites Medford Airport
Flagship Inn of Ashland

Flagship Inn of Ashland

2.5 out of 5
1193 Siskiyou Blvd, Ashland, OR
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! (1,061 reviews)
"We had a room on the back side, away from Siskiyou Ave, and it was very quiet."

Reviewed on 28 Sept 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