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 entertainment choices 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 acclaimed theatre scene.

Southern Oregon University

Lithia Park

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

Allen Elizabethan Theatre

You can enjoy a show at Allen Elizabethan Theatre during your trip to Ashland. Wander around the area's picturesque gardens or experience its entertainment choices.

Allen Elizabethan 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

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 Oregon Shakespeare Festival and Ashland Library ...
9.4/10 Exceptional! (71 reviews)
"We arrived earlier than expected. We were able to get in but not into our room. We really need restroom but there isn’t one outside of the rooms. We sent a message asking if we could get in but never received a response. Our room was comfortable. Getting in and out of the tub shower was challenging ..."

Reviewed on 14 Jun 2025

Get rates
The Peerless Hotel by WanderLodges
Hanna's House by WanderLodges
Hanna's House by WanderLodges
4 out of 5
39 4th St, Ashland, OR
The price is 3.882.153 ₫ per night from 28 Jul to 29 Jul
3.882.153 ₫
6.397.025 ₫ total
28 Jul - 29 Jul
includes taxes & fees
Stay at this 4-star business-friendly holiday home in Ashland. Enjoy free Wi-Fi, free parking and a garden. Popular attractions Oregon Shakespeare Festival and ...
"If I were single I could live here. It's that comfortable. The freestanding apartment is ideally located and finished to a very high standard. Amazingly well designed and laid out. Full kitchen, living room, bedroom, and bath. Many, many conveniences. Cafe table in garden outside. We parked once ..."

Reviewed on 19 Sep 2024

Hanna's House by WanderLodges
Rogue Regency Inn and Suites
Rogue Regency Inn and Suites
3 out of 5
2300 Biddle Rd, Medford, OR
The price is 2.818.260 ₫ per night from 1 Jul to 2 Jul
2.818.260 ₫
3.170.543 ₫ total
1 Jul - 2 Jul
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! (2,037 reviews)
"Great"

Reviewed on 26 Jun 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 2.439.883 ₫ per night from 28 Jul to 29 Jul
2.439.883 ₫
2.758.592 ₫ total
28 Jul - 29 Jul
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! (1,007 reviews)
"It was clean and staff was friendly."

Reviewed on 27 Jun 2025

Quality Inn & Suites Medford Airport
Comfort Inn & Suites Ashland
Comfort Inn & Suites Ashland
2.5 out of 5
434 S. Valley View Rd., Ashland, OR
The price is 2.477.720 ₫ per night from 20 Jul to 21 Jul
2.477.720 ₫
2.514.886 ₫ total
20 Jul - 21 Jul
includes taxes & fees
Stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...
8.6/10 Excellent! (1,008 reviews)
"Fun and friendly staff . In process of remodel. Keep is nice while doing work . Loved the sheets and great towels. Comfortable beds ."

Reviewed on 28 Jun 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 2.974.308 ₫ per night from 27 Jul to 28 Jul
2.974.308 ₫
3.577.363 ₫ total
27 Jul - 28 Jul
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! (1,427 reviews)
"I made this reservation 6-8mos ago, The front desk begrudgingly offered me a room with a view of the garden and was told to return at 4pm. When I returned I had to explain the change to the next front office person after she attempted to give me the parking lot view room. My feeling is, I was deprioritized ..."

Reviewed on 26 Jun 2025

Ashland Hills Hotel & Suites
See all 661 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 Angus Bowmer Theatre.

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 Angus Bowmer Theatre.

Skidmore Academy Historic District

Historic Railroad District Travel Guide

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