The Best Hotels in Historic Railroad District, Ashland - 2026 Updated Prices

A rusted metal bridge in a forested area.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

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

Historic Railroad District

Lindsay

฿5,350 total

includes taxes & fees

2 Nov - 3 Nov

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

Historic Railroad District

Robert

฿6,624 total

includes taxes & fees

2 Nov - 3 Nov

An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.

3. Stratford Inn

Siskiyou-Hargadine Historic District, 0.4 km from Historic Railroad District

Thomas

฿3,855 total

includes taxes & fees

2 Nov - 3 Nov

An outdoor patio area with tables and chairs, string lights, and potted plants.

4. Ashland Springs Hotel

Historic Downtown District, 0.4 km from Historic Railroad District

Duff

฿4,049 total

includes taxes & fees

1 Dec - 2 Dec

An outdoor dining area with a table set for two, surrounded by chairs, a red umbrella, and a stone water feature.

5. Plaza Inn & Suites at Ashland Creek

0.8 km from Historic Railroad District

Heather

฿4,373 total

includes taxes & fees

2 Nov - 3 Nov

A Victorian-style building with ornate architectural details, large windows, and a red door.

6. McCall House Boutique Inn

Historic Downtown District, 0.6 km from Historic Railroad District

Elizabeth

฿7,050 total

includes taxes & fees

2 Nov - 3 Nov

A large, two-story house with a wrap-around porch and a steeply pitched roof.

7. Winchester Inn

Historic Downtown District, 0.4 km from Historic Railroad District

Ellen

฿5,570 total

includes taxes & fees

9 Nov - 10 Nov

A spacious lobby with a reception desk, seating area, and large windows.

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

Historic Downtown District, 0.8 km from Historic Railroad District

Thomas

฿3,578 total

includes taxes & fees

24 Nov - 25 Nov

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

0.5 km from Historic Railroad District

Sam

฿2,678 total

includes taxes & fees

2 Nov - 3 Nov

A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.

10. Prospero's Flagship Inn

1.5 km from Historic Railroad District

Mary

฿2,508 total

includes taxes & fees

5 Nov - 6 Nov

A bedroom with a large bed, a dresser, a mirror, a chandelier, and a staircase leading to another room.

11. Barclay Klum House by WanderLodges

0.6 km from Historic Railroad District

Melissa

฿9,178 total

includes taxes & fees

3 Nov - 4 Nov

A modern restaurant with wooden partitions, multiple tables and chairs, and potted plants.

12. Springhill Suites By Marriott Medford Airport

23.6 km from Historic Railroad District

Rijab

฿4,490 total

includes taxes & fees

20 Nov - 21 Nov

A Holiday Inn Express hotel with a two-story structure, a parking lot, and a landscaped area with shrubs and a tall tree.

13. Holiday Inn Express & Suites Ashland by IHG

3.9 km from Historic Railroad District

Lorenzo

฿3,465 total

includes taxes & fees

2 Dec - 3 Dec

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.

14. Compass by Margaritaville in Medford

16.7 km from Historic Railroad District

Sharon

฿6,185 total

includes taxes & fees

2 Nov - 3 Nov

A swimming pool with lounge chairs and umbrellas, surrounded by trees and a covered seating area.

15. Palm Cottages

1.3 km from Historic Railroad District

Eric

฿7,645 total

includes taxes & fees

2 Nov - 3 Nov

A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.

16. Ashland Hills Hotel & Suites

3.8 km from Historic Railroad District

Nicholas

฿4,032 total

includes taxes & fees

3 Nov - 4 Nov

A hotel entrance with outdoor seating, potted plants, and a well-lit facade.

17. Comfort Inn & Suites Ashland

4.2 km from Historic Railroad District

Bill

฿3,468 total

includes taxes & fees

30 Nov - 1 Dec

A resort with a covered walkway, potted plants, and a statue.

18. Lithia Springs Resort

4 km from Historic Railroad District

Matthew

฿3,884 total

includes taxes & fees

16 Nov - 17 Nov

19. Best Western Windsor Inn

3.9 km from Historic Railroad District

Ross

฿4,237 total

includes taxes & fees

8 Nov - 9 Nov

A swimming pool with a clear view of the poolside area, including lounge chairs and a covered seating area.

20. Timbers INN and Suites

1.9 km from Historic Railroad District

Sarah

฿2,576 total

includes taxes & fees

2 Nov - 3 Nov

View all properties

Compare popular hotels in Historic Railroad District

Property	Property class	Guest rating
The Peerless Hotel by WanderLodges	2.0 star property	9.6 Exceptional 118 reviews	View
Hanna's House by WanderLodges	4.0 star property	10.0 Exceptional 6 reviews	View
Stratford Inn	2.5 star property	9.4 Exceptional 1,797 reviews	View
Ashland Springs Hotel	3.0 star property	9.2 Wonderful 1,003 reviews	View
McCall House Boutique Inn	4.0 star property	9.6 Exceptional 619 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.

Historic Downtown District

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

See properties

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.

See properties

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.

See properties

Top Historic Railroad District Hotel Reviews

Prospero's Flagship Inn

8/10 Good

"The rooms are clean but some of the furnishings are showing their age. About 80% of the beakfast items were high carbs and as a diabetic were of little benefit to me, so I skipped the free breakfasts. Check-in, with its remote human via a kiosk, SUCKED. Confusing and frustrating, and I wasn't the only one. It took a human at the front desk to ensure I received the correct room. On the other hand, check-out via the same system went smoothly. Parking lot is a little tight. But, all in all, a decent place to stay for a fair price."

Stratford Inn

8/10 Good

"This is a fairly old building near downtown which has been upgraded in many areas. I would call it quirky. There are some old furniture pieces in the rooms but beds, chairs and fixtures are updated. Parking and breakfast are free. Breakfast is "healthy". Basically it is either Oatmeal, yogurt or toast with a large selection of toppings (nuts, fruit, etc). If you are looking for bacon and eggs it's not here. We thought it was filling and tasty. The pool was nice, and warmer than the staff indicated. My only complaint was the heater/ac in the room as it was quite loud. Wifi was good, I was able to stream videos fine. In good weather you could walk to the downtown restaurants (loved Louie's) but a bit far if it's bad weather. Safeway is literally across the street. The lobby has a great huge book with menus of all the restaurants. Very helpful. Great staff."

Quality Inn & Suites Medford Airport

10/10 Excellent

"I was traveling alone for a medical test and chose this hotel as it was very convenient. I was minutes from providence hospital. When I arrived early the receptionist was super friendly and accommodated me quickly. The lobby was stocked with coffee. My room was safely upstairs with interior door. The room was great especially for the price. Heater warmed up the room quickly. The bathroom was spotless. And the rooms smelled clean. Bed was plenty soft. I bring my own pillow when possible. The room was dark and quiet all night for my test. Tv worked fine for basic service. Breakfast room was clean and stocked. I don’t eat breakfast but I had some eggs and muffins and peanut butter and coffee. I didn’t use the spa. I would totally stay there again and recommend it."

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.

Explore a world of travel with Expedia

More ways to book

Book Hotels in Historic Railroad District on Expedia.com

Search Hotels in Historic Railroad District, Ashland

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Historic Railroad District hotels

1. The Peerless Hotel by WanderLodges

2. Hanna's House by WanderLodges

3. Stratford Inn

4. Ashland Springs Hotel

5. Plaza Inn & Suites at Ashland Creek

6. McCall House Boutique Inn

7. Winchester Inn

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

9. Ashland Commons Hostel

10. Prospero's Flagship Inn

11. Barclay Klum House by WanderLodges

12. Springhill Suites By Marriott Medford Airport

13. Holiday Inn Express & Suites Ashland by IHG

14. Compass by Margaritaville in Medford

15. Palm Cottages

16. Ashland Hills Hotel & Suites

17. Comfort Inn & Suites Ashland

18. Lithia Springs Resort

19. Best Western Windsor Inn

20. Timbers INN and Suites

Compare popular hotels in Historic Railroad District

Where to stay in Historic Railroad District

Historic Downtown District

Siskiyou-Hargadine Historic District

Skidmore Academy Historic District

Top Historic Railroad District Hotel Reviews

Prospero's Flagship Inn

Frequently asked questions

Explore a world of travel with Expedia