Historic Railroad District

Ashland

Photo by Inna Blair
Photo by Inna Blair

Popular places to visit

Oregon Shakespeare Festival

Oregon Shakespeare Festival

You can make plans for a show 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 entertainment choices in this walkable area.

Mount Ashland Ski Area

Southern Oregon University

Enjoy the collegiate vibe at Southern Oregon University as part of your travels around Ashland. Experience the area's lively festivals and entertainment choices.

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 theater scene in this family-friendly area.

Lithia Park

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 savor the top-notch restaurants.

Howard Prairie Lake

Oregon Cabaret Theatre

You can make plans for a show at Oregon Cabaret Theatre during your trip to Ashland. Amble around this family-friendly area's picturesque gardens and enjoy its top-notch restaurants.

Oregon Cabaret Theatre

Things to do

Salem Puzzling Adventure

Ashland Puzzling Adventure

P1,982
per traveler
Ashland Puzzling Adventure
Rogue River Family Float & Discovery Park-Rafting and Kayaking

Rogue River Family Float & Discovery Park-Rafting and Kayaking

P6,310
per adult
Rogue River Family Float & Discovery Park-Rafting and Kayaking
Klamath River- Irongate "Kucascas" Dam Scenic Float

Klamath River- Irongate "Kucascas" Dam Scenic Float

P11,118
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 WiFi, free parking, and a fireplace in the lobby. Popular attractions Ashland Library and Oregon Cabaret Theatre are ...
9.6/10 Exceptional! (78 reviews)
"This is a very differant and rare hotel. If you want something very different fr0m the chain hotel give it a go."

Reviewed on Jul 15, 2025

Get rates
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 P6,170 per night from Jul 29 to Jul 30
P6,170
P6,941 total
Jul 29 - Jul 30
includes taxes & fees
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
8.8/10 Excellent! (2,185 reviews)
Close to airport
"Close to the airport. We stayed one night due to an early flight. The staff was kind. The room was fine but a bit run down. Overall we liked it."

Reviewed on Jul 26, 2025

Rogue Regency Inn and Suites
Quality Inn & Suites Medford Airport

Quality Inn & Suites Medford Airport

2.5 out of 5
1950 Biddle Rd, Medford, OR
The price is P5,099 per night from Aug 25 to Aug 26
P5,099
P5,765 total
Aug 25 - Aug 26
includes taxes & fees
Book a stay at this spa hotel in Medford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,030 reviews)
"Nice hotel friendly staff and clean room"

Reviewed on Jul 25, 2025

Quality Inn & Suites Medford Airport
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St, Ashland, OR
The price is P7,903 per night from Aug 17 to Aug 18
P7,903
P9,382 total
Aug 17 - Aug 18
includes taxes & fees
Stay at this 3-star ski hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in ...
8.8/10 Excellent! (1,480 reviews)
"Spacious room. big property. WiFi was spotty."

Reviewed on Jul 25, 2025

Ashland Hills Hotel & Suites
Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

2.5 out of 5
434 S. Valley View Rd., Ashland, OR
The price is P6,003 per night from Aug 17 to Aug 18
P6,003
P6,093 total
Aug 17 - Aug 18
includes taxes & fees
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,027 reviews)
"It was ok, a bit noisy by hwy. Location good -Staff super nice and accommodating. Needed to change rooms due to ada issue. Breakfast wasn’t great - runny eggs, bacon and sausage was bad - bacon paper thin and broke apart, waffles good."

Reviewed on Jul 26, 2025

Comfort Inn & Suites Ashland
Flagship Inn of Ashland

Flagship Inn of Ashland

2.5 out of 5
1193 Siskiyou Blvd, Ashland, OR
The price is P4,885 per night from Jul 28 to Jul 29
P4,885
P5,446 total
Jul 28 - Jul 29
includes taxes & fees
Book a 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 ...
8.8/10 Excellent! (1,027 reviews)
Comfortable bed
"Everyone there was very helpful! The breakfast was a typical breakfast( fruit, cereal, waffles, yogurt and bread products). The room has a microwave and refrigerator and keurig. It was close enough to town to drive in a few minutes. Ashland is a very lovely town"

Reviewed on Jul 27, 2025

Flagship Inn of Ashland
See all 654 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

If you're spending some time in Historic Downtown District, Allen Elizabethan Theatre and Oregon Shakespeare Festival are top sights worth seeing.

Historic Downtown District
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Siskiyou-Hargadine Historic District

While visiting Siskiyou-Hargadine Historic District, you might make a stop by sights like Lithia Park and Ashland Library.

Siskiyou-Hargadine Historic District
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Skidmore Academy Historic District

Skidmore Academy Historic District might not have many top sights, but Allen Elizabethan Theatre and Oregon Shakespeare Festival are two attractions nearby that you can check out.

Skidmore Academy Historic District

Historic Railroad District