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 entertainment choices 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 acclaimed theater scene.

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 acclaimed theater scene 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

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

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 SAR 500 per night from Feb 9 to Feb 10
SAR 500
SAR 751 total
includes taxes & fees
9 Feb - 10 Feb
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! (58 reviews)
"Fun and unique stay in an awesome location. Great dinner at the Peerless restaurant next door, sweet coffee shop and recycled furniture on same street, and easy walk downtown. Only disappointment was the coffee - they only had powdered creamer available in the room and lobby. Otherwise we loved our ..."

Reviewed on 2 January 2025

The Peerless Hotel by WanderLodges
Premier Downstairs Flat in Perfect Down Town Location
Premier Downstairs Flat in Perfect Down Town Location
Ashland
Stay at this vacation home in Ashland. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Ashland Library and Oregon Cabaret Theatre ...
9.8/10 Exceptional! (48 reviews)
Great location near downtown
"Great location - close to restaurants and shops!"

Reviewed on 1 January 2025

Get rates
Premier Downstairs Flat in Perfect Down Town Location
Rogue Regency Inn and Suites
Rogue Regency Inn and Suites
3 out of 5
2300 Biddle Rd, Medford, OR
The price is SAR 385 per night from Feb 9 to Feb 10
SAR 385
SAR 433 total
includes taxes & fees
9 Feb - 10 Feb
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 ...
9/10 Wonderful! (1,729 reviews)
"Nice place due to restarunt"

Reviewed on 7 February 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 SAR 364 per night from Feb 23 to Feb 24
SAR 364
SAR 443 total
includes taxes & fees
23 Feb - 24 Feb
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! (1,477 reviews)
"Great service"

Reviewed on 1 February 2025

Ashland Hills Hotel & Suites
Stratford Inn
Stratford Inn
2.5 out of 5
555 Siskiyou Blvd, Ashland, OR
The price is SAR 319 per night from Feb 10 to Feb 11
SAR 319
SAR 355 total
includes taxes & fees
10 Feb - 11 Feb
Book a stay at this business-friendly hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool ...
9.2/10 Wonderful! (1,524 reviews)
"We enjoyed our stay very much and would stay again. The room was clean, attractive, and quiet. The staff was friendly and helpful."

Reviewed on 7 February 2025

Stratford Inn
Springhill Suites By Marriott Medford Airport
Springhill Suites By Marriott Medford Airport
3 out of 5
3519 HEATHROW WAY, Medford, OR
The price is SAR 476 per night from Feb 16 to Feb 17
SAR 476
SAR 536 total
includes taxes & fees
16 Feb - 17 Feb
Stay at this 3-star business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.4/10 Exceptional! (747 reviews)
"Hotel was very clean and room spacious. The staff were very friendly and welcoming. Would stay there again if in the area."

Reviewed on 5 February 2025

Springhill Suites By Marriott Medford Airport
See all 641 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, Oregon Shakespeare Festival and Oregon Cabaret Theatre 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 Ashland Library and Lithia Park.

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 Oregon Shakespeare Festival and Oregon Cabaret Theatre are two attractions nearby that you can check out.

Skidmore Academy Historic District

Historic Railroad District, OR

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