A rusted metal bridge in a forested area.

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Check prices for these dates

Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 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, (116 reviews)
"What a beautiful hotel! The interior decor is so lovely. Anyone who enjoys historic buildings will love staying here. Not only is the hotel so comfortable and relaxing, but the surrounding neighborhood is quaint and quiet, and it is a very short and easy walk to the center of town."
United States
Jaye
The price is Rp2.062.991
Rp3.285.140 total
includes taxes & fees
1 Nov - 2 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, (5 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 Rp1.768.449
Rp3.358.728 total
includes taxes & fees
20 Oct - 21 Oct
Hanna's House by WanderLodges
An outdoor patio area with tables and chairs, string lights, and potted plants.

3. 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, (1,002 reviews)
"We love this charming, cheery, historic hotel, and always stay there when we pass through Ashland. Great location, cozy rooms with comfy beds, pretty public spaces and delish breakfast on site."
United States
Susan
The price is Rp1.686.952
Rp2.160.970 total
includes taxes & fees
11 Nov - 12 Nov
Ashland Springs Hotel
An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.

4. 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, (1,804 reviews)
"very nice inn to stay."
United States
David
The price is Rp1.684.623
Rp1.878.354 total
includes taxes & fees
26 Oct - 27 Oct
Stratford Inn
A hotel room with a bed, a sofa, a coffee table, and a desk.

5. 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, (1,001 reviews)
"Nice property, good breakfast, clean rooms, beautiful location"
United States
Bill
The price is Rp2.092.935
Rp2.333.595 total
includes taxes & fees
1 Nov - 2 Nov
Plaza Inn & Suites at Ashland Creek
A large, two-story house with a wrap-around porch and a steeply pitched roof.

6. 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 Rp2.407.930
Rp2.972.553 total
includes taxes & fees
26 Oct - 27 Oct
Winchester Inn
A spacious lobby with a reception desk, seating area, and large windows.

7. 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, (1,004 reviews)
"Comfortable room, nice breakfast, parking excellent, walking distance to OSF Theaters and restaurants"
United States
Marilyn
The price is Rp2.145.393
Rp2.392.113 total
includes taxes & fees
4 Nov - 5 Nov
The Bard's Inn, BW Signature Collection by Best Western
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
9.2 out of 10, Wonderful, (618 reviews)
"All good; would stay again. Great breakfast too"
United States
Elizabeth
The price is Rp2.823.028
Rp3.147.676 total
includes taxes & fees
1 Nov - 2 Nov
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 Rp1.281.720
Rp1.429.181 total
includes taxes & fees
20 Oct - 21 Oct
Ashland Commons Hostel
A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.

10. 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, (1,484 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 Rp1.330.393
Rp1.483.442 total
includes taxes & fees
1 Nov - 2 Nov
Prospero's Flagship Inn
A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.

11. Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
3.0 star property
3.8 km from Historic Railroad District
8.8 out of 10, Excellent, (1,560 reviews)
"Great Stay !!"
United States
Krishnaharsha
The price is Rp1.759.075
Rp2.141.608 total
includes taxes & fees
1 Nov - 2 Nov
Ashland Hills Hotel & Suites
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.

12. 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, (1,169 reviews)
"Room was great and breakfast was great as well."
United States
Joni
The price is Rp2.538.562
Rp3.072.161 total
includes taxes & fees
2 Nov - 3 Nov
Compass by Margaritaville in Medford
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a covered seating area.

13. Palm Cottages

Palm Cottages
2.5 star property
1.3 km from Historic Railroad District
9.2 out of 10, Wonderful, (232 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 Rp4.261.583
Rp4.751.737 total
includes taxes & fees
21 Oct - 22 Oct
Palm Cottages
A hotel entrance with outdoor seating, potted plants, and a well-lit facade.

14. Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
2.5 star property
4.2 km from Historic Railroad District
9.0 out of 10, Wonderful, (1,053 reviews)
"Clean rooms, good breakfast, conveniently located."
United States
Bill
The price is Rp2.028.038
Rp2.058.459 total
includes taxes & fees
25 Oct - 26 Oct
Comfort Inn & Suites Ashland
A breakfast buffet area with labeled food stations, including hot food, cereal, and fruit.

15. Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
2.5 star property
3.9 km from Historic Railroad District
9.2 out of 10, Wonderful, (1,002 reviews)
"Great option not too far from downtown Ashland. Clean and new, decent breakfast, oool and hot tub"
United States
Lorenzo
The price is Rp1.730.592
Rp1.929.610 total
includes taxes & fees
16 Nov - 17 Nov
Holiday Inn Express & Suites Ashland by IHG
A bedroom with a large bed, a dresser, a mirror, a chandelier, and a staircase leading to another room.

16. 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 Rp2.125.383
Rp4.681.315 total
includes taxes & fees
25 Oct - 26 Oct
Barclay Klum House by WanderLodges
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, (1,002 reviews)
"Room and property was clean, staff friendly and helpful, breakfast was good."
United States
Deborah
The price is Rp1.915.369
Rp2.135.637 total
includes taxes & fees
31 Oct - 1 Nov
Best Western Windsor Inn
A swimming pool with a clear view of the poolside area, including lounge chairs and a covered seating area.

18. Timbers INN and Suites

Timbers INN and Suites
2.0 star property
1.9 km from Historic Railroad District
8.8 out of 10, Excellent, (1,001 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 Rp1.233.047
Rp1.374.847 total
includes taxes & fees
1 Nov - 2 Nov
Timbers INN and Suites
A resort with a covered walkway, potted plants, and a statue.

19. Lithia Springs Resort

Lithia Springs Resort
3.0 star property
4 km from Historic Railroad District
9.4 out of 10, Exceptional, (1,001 reviews)
"Very well kept rooms, beautiful grounds and whole resort has a quiet calming quality."
United States
Steven
The price is Rp1.686.952
Rp2.072.796 total
includes taxes & fees
8 Nov - 9 Nov
Lithia Springs Resort
A hotel room with a desk, laptop, two beds, and a round mirror.

20. Ashland Motel - Oregon

Ashland Motel - Oregon
2.0 star property
1.4 km 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 Rp1.201.500
Rp1.339.586 total
includes taxes & fees
15 Nov - 16 Nov
Ashland Motel - Oregon
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.
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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

Callahan's Mountain Lodge

Callahan's Mountain Lodge

10/10 Excellent
"Room was recently renovated with vinyl flooring. Jacuzzi and fireplace are nice amenities. Large room and balcony with view of the woods. Onsite restaurant serves great food. Staff is very friendly and helpful."
Janet 1-night trip
Posted less than an hour ago
Callahan's Mountain Lodge

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.