A rusted metal bridge in a forested area.

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Our top choices for Historic Railroad District hotels

1. The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges
2.0 star property
Historic Railroad District
9.6 out of 10, Exceptional, (118 reviews)
"My room was clean, bed was comfortable. It was really nice and central to restaurants, coffee shops and downtown. It was nice having a door code instead of keys etc. would stay here again"
Canada
Lindsay
The price is £118
includes taxes & fees
3 Nov - 4 Nov
The Peerless Hotel by WanderLodges

2. Hanna's House by WanderLodges

Hanna's House by WanderLodges
4.0 star property
Historic Railroad District
10.0 out of 10, Exceptional, (6 reviews)
"Very cute cottage, 10 min walk to OSF theaters. It has everything you need - full kitchen, front room, and AC for the hot summers! Owner very kind. Will stay there again!"
United States
Robert
The price is £143
includes taxes & fees
8 Nov - 9 Nov
Hanna's House by WanderLodges

3. Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District, 0.3 mi from Historic Railroad District
9.2 out of 10, Wonderful, (1,003 reviews)
"Location is perfect for Ashland."
United States
Duff
The price is £90
includes taxes & fees
1 Dec - 2 Dec
Ashland Springs Hotel

4. Stratford Inn

Stratford Inn
2.5 star property
Siskiyou-Hargadine Historic District, 0.2 mi from Historic Railroad District
9.4 out of 10, Exceptional, (1,798 reviews)
"Nice little hotel that was well decorated for the holiday."
United States
Thomas
The price is £85
includes taxes & fees
3 Nov - 4 Nov
Stratford Inn

5. The Bard's Inn, BW Signature Collection by Best Western

The Bard's Inn, BW Signature Collection by Best Western
2.5 star property
Historic Downtown District, 0.5 mi from Historic Railroad District
8.4 out of 10, Very good, (1,001 reviews)
"Location is very convenient to nice walks, restaurants and shops."
United States
Thomas
The price is £79
includes taxes & fees
24 Nov - 25 Nov
The Bard's Inn, BW Signature Collection by Best Western

6. Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek
3.0 star property
0.5 mi from Historic Railroad District
9.0 out of 10, Wonderful, (1,002 reviews)
"Very nicece hotel and perfect location for walking and exploring Ashland."
United States
Heather
The price is £97
includes taxes & fees
4 Nov - 5 Nov
Plaza Inn & Suites at Ashland Creek

7. Winchester Inn

Winchester Inn
3.5 star property
Historic Downtown District, 0.3 mi from Historic Railroad District
9.6 out of 10, Exceptional, (291 reviews)
"Amazing breakfasts, friendly staff, best location"
United States
Ellen
The price is £123
includes taxes & fees
9 Nov - 10 Nov
Winchester Inn

8. Prospero's Flagship Inn

Prospero's Flagship Inn
2.5 star property
0.9 mi from Historic Railroad District
8.4 out of 10, Very good, (1,489 reviews)
"We enjoyed our stay very much. The location was good; the staff great and our room was very nice"
United States
Mary
The price is £52
includes taxes & fees
5 Nov - 6 Nov
Prospero's Flagship Inn

9. Ashland Commons Hostel

Ashland Commons Hostel
2.0 star property
0.3 mi from Historic Railroad District
9.4 out of 10, Exceptional, (75 reviews)
"Great place to stay. Excellent location."
United States
Sam
The price is £56
includes taxes & fees
3 Nov - 4 Nov
Ashland Commons Hostel

10. Timbers INN and Suites

Timbers INN and Suites
2.0 star property
1.2 mi from Historic Railroad District
8.8 out of 10, Excellent, (1,002 reviews)
"Our room was very clean and comfortable and our staff interaction was great. We’ll definitely stay here again when we come to Ashland."
United States
Sarah
The price is £52
includes taxes & fees
3 Nov - 4 Nov
Timbers INN and Suites

11. Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
0.4 mi from Historic Railroad District
10.0 out of 10, Exceptional, (10 reviews)
"Great ~ memorable stay. "
United States
Melissa
The price is £200
includes taxes & fees
3 Nov - 4 Nov
Barclay Klum House by WanderLodges

12. McCall House Boutique Inn

McCall House Boutique Inn
4.0 star property
Historic Downtown District, 0.3 mi from Historic Railroad District
9.6 out of 10, Exceptional, (619 reviews)
"All good; would stay again. Great breakfast too"
United States
Elizabeth
The price is £156
includes taxes & fees
3 Nov - 4 Nov
McCall House Boutique Inn

13. Ashland Motel - Oregon

Ashland Motel - Oregon
2.0 star property
0.9 mi from Historic Railroad District
8.0 out of 10, Very good, (251 reviews)
"Clean, basic room that is walking distance to downtown Ashland."
United States
Madrik A.
The price is £59
includes taxes & fees
7 Nov - 8 Nov
Ashland Motel - Oregon

14. Lithia Springs Resort

Lithia Springs Resort
3.0 star property
2.5 mi from Historic Railroad District
9.4 out of 10, Exceptional, (1,003 reviews)
"Modern rooms, well thought out. Really enjoyed the stay, was not a “just sleep” motel but a nice relaxing mini resort!"
United States
Matthew
The price is £86
includes taxes & fees
16 Nov - 17 Nov
Lithia Springs Resort

15. Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
3.0 star property
2.4 mi from Historic Railroad District
8.8 out of 10, Excellent, (1,577 reviews)
"Clean rooms, nice location."
United States
Nicholas
The price is £89
includes taxes & fees
3 Nov - 4 Nov
Ashland Hills Hotel & Suites

16. Arden Forest Inn

Arden Forest Inn
4.0 star property
0.7 mi from Historic Railroad District
9.8 out of 10, Exceptional, (115 reviews)
"Tasteful charming bedroom and bathroom."
United States
Jean
The price is £114
includes taxes & fees
3 Nov - 4 Nov
Arden Forest Inn

17. The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges
4.0 star property
0.5 mi from Historic Railroad District
10.0 out of 10, Exceptional, (8 reviews)
"Lovely space and very comfortable; walkable from downtown "
United States
Joyce
The price is £238
includes taxes & fees
29 Nov - 30 Nov
The Mountain Ave House by WanderLodges

18. Cedarwood Inn of Ashland

Cedarwood Inn of Ashland
2.0 star property
1.7 mi from Historic Railroad District
7.4 out of 10, Good, (1,001 reviews)
"Good location, good value."
United States
Toby
The price is £56
includes taxes & fees
3 Nov - 4 Nov
Cedarwood Inn of Ashland

19. Savage Upon Siskiyou

Savage Upon Siskiyou
3.0 star property
Siskiyou-Hargadine Historic District, 0.3 mi from Historic Railroad District
10.0 out of 10, Exceptional, (2 reviews)
"Had an amazing stay, thank you!"
United States
megan
The price is £257
includes taxes & fees
22 Nov - 23 Nov
Savage Upon Siskiyou

20. Best Western Windsor Inn

Best Western Windsor Inn
2.5 star property
2.4 mi from Historic Railroad District
9.0 out of 10, Wonderful, (1,003 reviews)
"Great location, clean room, friendly staff"
United States
Ross
The price is £94
includes taxes & fees
8 Nov - 9 Nov
Best Western Windsor Inn
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.

Compare top hotels in Historic Railroad District

2.0 star property
Historic Railroad District
4.0 star property
Historic Railroad District
3.0 star property
Historic Downtown District, 0.3 mi from Historic Railroad District
2.5 star property
Siskiyou-Hargadine Historic District, 0.2 mi from Historic Railroad District
2.5 star property
Historic Downtown District, 0.5 mi from Historic Railroad District
9.6
Exceptional
118 reviews
10.0
Exceptional
6 reviews
9.2
Wonderful
1,003 reviews
9.4
Exceptional
1,798 reviews
8.4
Very good
1,001 reviews
The price is £118
includes taxes & fees
3 Nov - 4 Nov
The price is £143
includes taxes & fees
8 Nov - 9 Nov
The price is £90
includes taxes & fees
1 Dec - 2 Dec
The price is £85
includes taxes & fees
3 Nov - 4 Nov
The price is £79
includes taxes & fees
24 Nov - 25 Nov
  • No Breakfast included
  • No Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • No Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • No Pool
  • Yes, Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking

Where to stay in Historic Railroad District

Find the best Historic Railroad District areas for the activities you enjoy most.

Historic Downtown District

While visiting Historic Downtown District, you might make a stop by sights like Allen Elizabethan Theatre and Oregon Shakespeare Festival.

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.

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.

Top Historic Railroad District Hotel Reviews

Frequently asked questions

What are the best hotels in Historic Railroad District that travellers recommend?
For an exceptional stay in the Historic Railroad District, travellers highly recommend The Peerless Hotel by WanderLodges.

This hotel, with an outstanding 9.6 rating, offers a truly luxurious experience. Guests can enjoy wonderful amenities such as deep soaking bathtubs, a cosy fireplace, and effective air conditioning. The hotel also provides a delightful champagne service and offers rooms with stunning mountain views. Premium bedding ensures a restful night's sleep. Guests frequently praise the great coffee shop on site. The Peerless Hotel by WanderLodges is conveniently located near several points of interest, including the Oregon Shakespeare Festival (0.6 km), Ashland Library (0.4 km), Allen Elizabethan Theatre (0.5 km), and Angus Bowmer Theatre (0.5 km).
What are the best budget hotels in Historic Railroad District?
For a highly-rated budget hotel in the Historic Railroad District, consider The Peerless Hotel by WanderLodges.

This excellent hotel has a superb 9.6 rating and offers free WiFi and complimentary self-parking, which is very convenient. Guests often mention the great coffee shop on site. The hotel is well-situated for outdoor enthusiasts, with mountain climbing and mountain biking available nearby, and offers lovely mountain views directly from the property. It is also conveniently located close to several points of interest, including the Oregon Shakespeare Festival (0.6 km away), Ashland Library (0.4 km away), and Lithia Park (1.2 km away).
What are the most romantic hotels in Historic Railroad District for couples?
For a romantic stay in the Historic Railroad District, The Peerless Hotel by WanderLodges is an excellent choice for couples.

This luxurious hotel, with an outstanding 9.6 rating, offers private indoor hot tubs and balconies, great for a secluded and relaxing experience. Many rooms also boast wonderful mountain views. Guests have praised the great coffee shop on-site. The hotel's location is convenient for exploring, with the Allen Elizabethan Theatre just half a kilometre away.
What are the best hotels in Historic Railroad District near Lithia Park?
For a highly-rated hotel in the Historic Railroad District near Lithia Park, consider The Peerless Hotel by WanderLodges.

This exceptional hotel, with a 9.6 rating, is a fantastic choice for those looking to explore the area's natural beauty. Guests particularly appreciate the great coffee shop on-site. While Lithia Park is not explicitly listed as a nearby point of interest, the hotel is well-situated for outdoor activities with mountain climbing and mountain biking available nearby, and offers wonderful mountain views. The hotel is also conveniently located just 0.6 km from the Oregon Shakespeare Festival and 0.5 km from both the Allen Elizabethan Theatre and the Angus Bowmer Theatre.
When is the best time to go to Historic Railroad District?
The best time to go to the Historic Railroad District, Oregon, is during the spring or autumn months, specifically from April to June or September to October.

During these periods, the weather is generally pleasant with mild temperatures, making it ideal for exploring the district's outdoor attractions and enjoying the scenic beauty of the surrounding area. You'll find fewer crowds compared to the peak summer season, allowing for a more relaxed experience when visiting the historic train depots, local shops, and eateries.

Couples looking for a romantic getaway will appreciate the comfortable climate for leisurely strolls along the old railway lines, perhaps stopping at a local vineyard or enjoying a meal at one of the district's acclaimed restaurants. The softer light of spring and autumn also provides excellent conditions for photography.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Historic Railroad District.
How much is the nightly rate at a Historic Railroad District hotel?
Hotel prices in Historic Railroad District often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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