Historic Railroad District Travel Guide

Ashland

Photo by Inna Blair
Photo by Inna Blair

Popular places to visit

Oregon Shakespeare Festival

Oregon Shakespeare Festival

You can get tickets for a performance at Oregon Shakespeare Festival during your trip to Ashland. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.

Oregon Shakespeare Festival
Mount Ashland Ski Area

Mount Ashland Ski Area

Hit the slopes in Ashland with a visit to Mount Ashland Ski Area. Discover the top-notch restaurants and lively festivals in this walkable area.

Mount Ashland Ski Area

Southern Oregon University

Walk around the campus at Southern Oregon University during your visit to Ashland. Experience the area's entertainment choices and lively festivals.

Southern Oregon University

Lithia Park

Explore the great outdoors at Lithia Park, a lovely green space in Ashland. Discover the top-notch restaurants and acclaimed theatre scene in this family-friendly area.

Lithia Park

Oregon Cabaret Theatre

You can get tickets for a performance at Oregon Cabaret Theatre during your stay in Ashland. Amble around this family-friendly area's picturesque gardens and enjoy its top-notch restaurants.

Oregon Cabaret Theatre

Howard Prairie Lake

Commune with nature and explore the great outdoors at Howard Prairie Lake during your travels in Ashland. While in this family-friendly area, you can savour the top-notch restaurants.

Howard Prairie Lake

Things to do

Salem Puzzling Adventure

Ashland Puzzling Adventure

Rp575.627
per traveller
Ashland Puzzling Adventure
Ashland Team Trivia Hunt: New 2024 Mobile Game App!

Ashland Team Trivia Hunt: New 2024 Mobile Game App!

Rp691.740
per adult
Ashland Team Trivia Hunt: New 2024 Mobile Game App!
Klamath River- Irongate "Kucascas" Dam Scenic Float

Klamath River- Irongate "Kucascas" Dam Scenic Float

Rp3.229.767
per adult
Klamath River- Irongate "Kucascas" Dam Scenic Float
See all activities in Ashland

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! (88 reviews)
"The Peerless was a nice stay for a couple nighta on our trip up the coast. We stayed in the honeymoon suite. Plenty of space and quiet during our stay. The adjustable shades made the views customizable. So we could open them more to see the mountain views or close them. There are homes and businesses ..."

Reviewed on 27 Aug 2025

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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 Rp1.801.980 per night from 28 Sept to 29 Sept
Rp1.801.980
per night
28 Sept - 29 Sept
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! (2,445 reviews)
"Bigand comfort room."

Reviewed on 25 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 Rp2.105.191 per night from 28 Sept to 29 Sept
Rp2.105.191
per night
28 Sept - 29 Sept
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! (1,479 reviews)
Definitely recommend
"Clean room, friendly staff and lots of parking. Location is great close to everything."

Reviewed on 24 Sept 2025

Ashland Hills Hotel & Suites
Quality Inn & Suites Medford Airport

Quality Inn & Suites Medford Airport

2.5 out of 5
1950 Biddle Rd, Medford, OR
The price is Rp1.389.861 per night from 24 Oct to 25 Oct
Rp1.389.861
per night
24 Oct - 25 Oct
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! (1,015 reviews)
Pleasant overnight accommodations
"Clean and comfortable size room to relax in. Quiet and within walking distance to dining."

Reviewed on 24 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 ...
8.8/10 Excellent! (1,038 reviews)
Breakfast needs an overhaul!
"Great location. Can walk into town. Close to a grocery store/coffee shop. The room was very nice/comfortable. Plenty of parking. The breakfast is a joke! The first day they literally ran out of food and only had a couple of items left. The second day they did not have any bowls for cereal (did not ..."

Reviewed on 21 Sept 2025

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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 Rp1.569.055 per night from 9 Oct to 10 Oct
Rp1.569.055
per night
9 Oct - 10 Oct
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! (1,475 reviews)
"The only thing that would be helpful would be an option of transportation to the airport."

Reviewed on 25 Sept 2025

My Place Hotel-Medford OR
See all 669 properties in Historic Railroad District
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