Historic Railroad District, OR

Ashland

Photo by Inna Blair
Photo by Inna Blair

Popular places to visit

Ashland is probably best known for the Tony Award-winning Oregon Shakespeare Festival, which I highly recommend checking out if you're in to Shakespeare plays. The statue in the photo is actually a guy in a Shakespearean costume collecting contributions toward a permanent statue of the Bard in Ashland. #WeekendGetaway

Oregon Shakespeare Festival

4.5/5(265 reviews)

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
Being the tallest peak in the Siskiyou Mountains, Mt. Ashland offers excellent panoramic views, year round. The ski resort is relatively small, but the runs are steep and a few have cornice drops and chutes. It's a half hour drive from the town of Ashland in good weather. This photo was taken pre-season near the peak after a short yet strenuous ascent. #WeekendGetaway

Mount Ashland Ski Area

4/5(70 reviews)

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

4.5/5(146 reviews)

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

4.5/5(481 reviews)

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

Lithia Park

Oregon Cabaret Theatre

4.5/5(47 reviews)

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

Allen Elizabethan Theatre

You can enjoy a show at Allen Elizabethan Theatre during your stay in Ashland. Wander around the area's picturesque gardens or experience its acclaimed theater scene.

Allen Elizabethan Theatre

Historic Railroad District Hotel Deals

The Peerless Hotel by WanderLodges
The Peerless Hotel by WanderLodges
2 out of 5
243 4th St, Ashland, OR
The price is AED 529 per night from Jun 1 to Jun 2
AED 529
AED 796 total
includes taxes & fees
1 Jun - 2 Jun
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 ...
9.4/10 Exceptional! (70 reviews)
"An absolutely charming place to stay. Beautiful historic building with lush decor. Lots of unique touches and lovely atmosphere. Great peaceful neighborhood with nearby amenities and very quick walk to the centre of Ashland. If I was forced to suggest any improvements I'd love a slightly later checkout ..."

Reviewed on 19 May 2025

The Peerless Hotel by WanderLodges
Railroad District, steps to downtown, everything you need to enjoy Ashland!
Railroad District, steps to downtown, everything you need to enjoy Ashland!
Ashland
Stay at this vacation home in Ashland. Enjoy free WiFi, a garden, and patios. Popular attractions Ashland Library and Oregon Cabaret Theatre are located ...
9.8/10 Exceptional! (130 reviews)
Excellent location
"We travelled to Ashland to see plays, shop and wander around this lovely city. The location of this house is perfect to do that without getting into our car. The Garden suite was very clean, comfortable, and well equipped."

Reviewed on 19 May 2025

Get rates
Railroad District, steps to downtown, everything you need to enjoy Ashland!
Rogue Regency Inn and Suites
Rogue Regency Inn and Suites
3 out of 5
2300 Biddle Rd, Medford, OR
The price is AED 397 per night from Jun 6 to Jun 7
AED 397
AED 446 total
includes taxes & fees
6 Jun - 7 Jun
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! (1,959 reviews)
Outstanding Professionalism
"basketball tournament and it was very well handled with all of the people and players and teams great service"

Reviewed on 23 May 2025

Rogue Regency Inn and Suites
Comfort Inn & Suites Ashland
Comfort Inn & Suites Ashland
2.5 out of 5
434 S. Valley View Rd., Ashland, OR
The price is AED 354 per night from Jun 1 to Jun 2
AED 354
AED 359 total
includes taxes & fees
1 Jun - 2 Jun
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 ...
8.4/10 Very Good! (1,000 reviews)
"It hard to find the entrance. And there is indoor pool here."

Reviewed on 19 May 2025

Comfort Inn & Suites Ashland
Ashland Hills Hotel & Suites
Ashland Hills Hotel & Suites
3 out of 5
2525 Ashland St, Ashland, OR
The price is AED 511 per night from May 26 to May 27
AED 511
AED 606 total
includes taxes & fees
26 May - 27 May
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 ...
9/10 Wonderful! (1,433 reviews)
"Very nice rooms. Spacious with hardwood floors. Nice courtyard view. Very comfortable and restful stay."

Reviewed on 17 May 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 AED 304 per night from May 26 to May 27
AED 304
AED 344 total
includes taxes & fees
26 May - 27 May
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! (1,001 reviews)
"Great bed. Good for the price. Loud A/C unit"

Reviewed on 21 May 2025

Quality Inn & Suites Medford Airport
See all 650 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 neighborhoods around Historic Railroad District

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Historic Downtown District

5/5(133 area reviews)

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

4.5/5(12 area reviews)

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

Siskiyou-Hargadine Historic District
Walked across the street from the ER and imagine this was the view from a physician parking lot

Skidmore Academy Historic District

5/5(1 area review)

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, OR

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