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Check prices for these dates

Tonight
5 Nov - 6 Nov
Tomorrow
6 Nov - 7 Nov
This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

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Our top choices for Historic Railroad District hotels

A two-story building with a wooden facade, large windows, and a front porch with chairs.

1. The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges
2.0 star property
Historic Railroad District
9.6 out of 10, Exceptional, (119 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 ₹8,807
₹14,991 total
includes taxes & fees
22 Nov - 23 Nov
The Peerless Hotel by WanderLodges
A cozy living room with a built-in bench, a flat-screen TV, a bookshelf, and a vase of flowers.

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 ₹9,711
₹18,118 total
includes taxes & fees
8 Nov - 9 Nov
Hanna's House by WanderLodges
Property grounds

3. Whimsy On B 2br & Studio

Whimsy On B 2br & Studio
Historic Railroad District
The price is ₹19,527
₹34,924 total
includes taxes & fees
9 Nov - 10 Nov
Whimsy On B 2br & Studio
Exterior

4. Whimsy on B

Whimsy on B
3.0 star property
Historic Railroad District
The price is ₹9,721
₹16,842 total
includes taxes & fees
8 Nov - 9 Nov
Whimsy on B
An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.

5. Stratford Inn

Stratford Inn
2.5 star property
Siskiyou-Hargadine Historic District, 0.4 km from Historic Railroad District
9.4 out of 10, Exceptional, (1,793 reviews)
"Nice little hotel that was well decorated for the holiday."
United States
Thomas
The price is ₹9,687
₹10,801 total
includes taxes & fees
8 Nov - 9 Nov
Stratford Inn
A grand lobby with a high ceiling, large windows, and a central staircase.

6. Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District, 0.4 km from Historic Railroad District
9.2 out of 10, Wonderful, (1,009 reviews)
"Cutest hotel ever! Will stay again."
Canada
Tamara
The price is ₹8,866
₹11,358 total
includes taxes & fees
1 Dec - 2 Dec
Ashland Springs Hotel
An outdoor dining area with a table set for two, surrounded by chairs, a red umbrella, and a stone water feature.

7. Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek
3.0 star property
0.8 km from Historic Railroad District
9.0 out of 10, Wonderful, (1,005 reviews)
"Very nicece hotel and perfect location for walking and exploring Ashland."
United States
Heather
The price is ₹10,989
₹12,252 total
includes taxes & fees
12 Nov - 13 Nov
Plaza Inn & Suites at Ashland Creek
A Victorian-style building with ornate architectural details, large windows, and a red door.

8. McCall House Boutique Inn

McCall House Boutique Inn
4.0 star property
Historic Downtown District, 0.6 km from Historic Railroad District
9.6 out of 10, Exceptional, (620 reviews)
"All good; would stay again. Great breakfast too"
United States
Elizabeth
The price is ₹16,355
₹18,236 total
includes taxes & fees
3 Dec - 4 Dec
McCall House Boutique Inn
A balcony with a view of a residential area, a black pickup truck, and a white RV parked in the foreground.

9. Ashland Commons Hostel

Ashland Commons Hostel
2.0 star property
0.5 km from Historic Railroad District
9.4 out of 10, Exceptional, (75 reviews)
"Great place to stay. Excellent location."
United States
Sam
The price is ₹6,191
₹6,903 total
includes taxes & fees
3 Dec - 4 Dec
Ashland Commons Hostel
A large, two-story house with a wrap-around porch and a steeply pitched roof.

10. Winchester Inn

Winchester Inn
3.5 star property
Historic Downtown District, 0.4 km from Historic Railroad District
9.6 out of 10, Exceptional, (291 reviews)
"Amazing breakfasts, friendly staff, best location"
United States
Ellen
The price is ₹12,656
₹15,623 total
includes taxes & fees
9 Nov - 10 Nov
Winchester Inn
A spacious lobby with a reception desk, seating area, and large windows.

11. 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, 0.8 km from Historic Railroad District
8.4 out of 10, Very good, (1,003 reviews)
"Location is very convenient to nice walks, restaurants and shops."
United States
Thomas
The price is ₹8,992
₹10,027 total
includes taxes & fees
1 Dec - 2 Dec
The Bard's Inn, BW Signature Collection by Best Western
A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.

12. Prospero's Flagship Inn

Prospero's Flagship Inn
2.5 star property
1.5 km from Historic Railroad District
8.4 out of 10, Very good, (1,495 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 ₹6,654
₹7,420 total
includes taxes & fees
16 Nov - 17 Nov
Prospero's Flagship Inn
A bedroom with a large bed, a dresser, a mirror, a chandelier, and a staircase leading to another room.

13. Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
0.6 km from Historic Railroad District
10.0 out of 10, Exceptional, (10 reviews)
"Great ~ memorable stay. "
United States
Melissa
The price is ₹11,572
₹25,039 total
includes taxes & fees
6 Dec - 7 Dec
Barclay Klum House by WanderLodges
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a covered seating area.

14. Palm Cottages

Palm Cottages
2.5 star property
1.3 km from Historic Railroad District
9.2 out of 10, Wonderful, (233 reviews)
"Palm Cottages is a clean and wonderful boutique hotel on the outskirts of downtown Ashland. We only stayed one night but we will definitely be back again some day. Thank you 🙏"
United States
Eric
The price is ₹19,232
₹21,443 total
includes taxes & fees
6 Nov - 7 Nov
Palm Cottages
A spacious indoor seating area with blue sofas and round tables, large windows with a view of the beach and umbrellas, and a flat-screen TV mounted on the wall.

15. Compass by Margaritaville in Medford

Compass by Margaritaville in Medford
4.0 star property
16.7 km from Historic Railroad District
9.6 out of 10, Exceptional, (1,199 reviews)
"Very comfortable stay. Great staff and clean rooms.loves the area."
United States
Sharon
The price is ₹14,396
₹17,331 total
includes taxes & fees
22 Nov - 23 Nov
Compass by Margaritaville in Medford
A garden pathway with wisteria and red flowers, surrounded by lush greenery.

16. Arden Forest Inn

Arden Forest Inn
4.0 star property
1.1 km from Historic Railroad District
9.8 out of 10, Exceptional, (115 reviews)
"Tasteful charming bedroom and bathroom."
United States
Jean
The price is ₹12,961
₹14,452 total
includes taxes & fees
6 Nov - 7 Nov
Arden Forest Inn
Exterior

17. Best Western Windsor Inn

Best Western Windsor Inn
2.5 star property
3.9 km from Historic Railroad District
9.0 out of 10, Wonderful, (1,000 reviews)
"Great location, clean room, friendly staff"
United States
Ross
The price is ₹10,649
₹11,873 total
includes taxes & fees
11 Nov - 12 Nov
Best Western Windsor Inn
A modern hotel lobby with multiple seating areas, including round tables and chairs, and a bar area with stools.

18. Springhill Suites By Marriott Medford Airport

Springhill Suites By Marriott Medford Airport
3.0 star property
23.6 km from Historic Railroad District
9.6 out of 10, Exceptional, (1,002 reviews)
"Great stay"
United States
Rijab
The price is ₹11,183
₹12,580 total
includes taxes & fees
22 Nov - 23 Nov
Springhill Suites By Marriott Medford Airport
A staircase with wooden balusters, a round glass table with chairs, a patterned rug, and a white door with a decorative valance.

19. Savage Upon Siskiyou

Savage Upon Siskiyou
3.0 star property
Siskiyou-Hargadine Historic District, 0.5 km from Historic Railroad District
10.0 out of 10, Exceptional, (2 reviews)
"Had an amazing stay, thank you!"
United States
megan
The price is ₹15,159
₹32,643 total
includes taxes & fees
22 Nov - 23 Nov
Savage Upon Siskiyou
A well-lit room with a sofa, chairs, and a coffee table. There are bookshelves filled with books and decorative items.

20. Lithia Springs Resort

Lithia Springs Resort
3.0 star property
4 km from Historic Railroad District
9.4 out of 10, Exceptional, (1,006 reviews)
"Well maintained, affordable delicious breakfast, clean rooms"
United States
Christina
The price is ₹8,866
₹10,894 total
includes taxes & fees
16 Nov - 17 Nov
Lithia Springs Resort
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.
View all properties

Compare popular hotels in Historic Railroad District

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A two-story building with a wooden facade, large windows, and a front porch with chairs.
The Peerless Hotel by WanderLodges
2.0 star property
9.6
Exceptional
119 reviews
View
A cozy living room with a built-in bench, a flat-screen TV, a bookshelf, and a vase of flowers.
Hanna's House by WanderLodges
4.0 star property
10.0
Exceptional
6 reviews
View
An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.
Stratford Inn
2.5 star property
9.4
Exceptional
1,793 reviews
View
A Victorian-style building with ornate architectural details, large windows, and a red door.
McCall House Boutique Inn
4.0 star property
9.6
Exceptional
620 reviews
View
A grand lobby with a high ceiling, large windows, and a central staircase.
Ashland Springs Hotel
3.0 star property
9.2
Wonderful
1,009 reviews
View

Where to stay in Historic Railroad District

Find the best Historic Railroad District areas for the activities you enjoy most.
A paved pedestrian area with trees, a white building with a green awning, and a dog walking.
Photo by Shannon Willitts
Open Photo by Shannon Willitts

Historic Downtown District

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

A tree-lined street with a mountain backdrop.

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.

A town with buildings and trees in autumn colors, surrounded by mountains.

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

A two-story building with a wooden facade, large windows, and a front porch with chairs.
The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges
Historic Railroad District

10/10 Excellent

This is a very differant and rare hotel. If you want something very different fr0m the chain hotel give it a go.
United Kingdom
christopher
Reviewed July 15, 2025
The Peerless Hotel by WanderLodges

Frequently Asked Questions

What is Historic Railroad District like?

Travellers will be sure to enjoy their time in Ashland's Historic Railroad District neighbourhood.

How many hotels are there in the Historic Railroad District area?

If you're searching for places to stay in Ashland, Expedia has something to meet your needs with 65 Historic Railroad District hotels and other accommodation options to choose from.

If I need to cancel my hotel reservation in Historic Railroad District, will I receive a refund?

Yes, most hotel bookings are fully refundable if cancelled before the hotel’s cancellation deadline, which is often 24 or 48 hours before your arrival date. If you booked a non-refundable reservation, you might be able to still cancel and get a refund within 24 hours of booking. Plug in your dates, click on "Search", then use the filter option "fully refundable" to view the top deals on offer in Historic Railroad District.

What are the top things to see and do in Historic Railroad District?

Ashland Library, Oregon Cabaret Theatre and Allen Elizabethan Theatre are just a few of the places to visit in and around Historic Railroad District. While you're out sightseeing in Ashland, make sure that you visit other sights such as Angus Bowmer Theatre or Thomas Theatre.

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