Search Hotels in Historic Railroad District, Ashland

Start date: Check-in selected.
To Date
End date: Check-out

  • 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
31 Dec - 1 Jan
Tomorrow
1 Jan - 2 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Historic Railroad District hotels

Honeymoon Suite #7, 1 Queen Bed, Jetted Tub, Mountain Views | Premium bedding, pillow-top beds, individually decorated
The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges
2.0 star property
Historic Railroad District
9.6 out of 10, Exceptional, (95)
"A lovely spot to stay! Our room was beautifully furnished and cozy with a historic charm. The outdoor balcony was a great way to wake up with a cup of coffee. Within walking distance of the theaters and downtown. "
United States
Matthew
The Peerless Hotel by WanderLodges
Exterior
La Quinta Inn & Suites by Wyndham Central Point - Medford

La Quinta Inn & Suites by Wyndham Central Point - Medford

La Quinta Inn & Suites by Wyndham Central Point - Medford
3.0 star property
25.6 km from Historic Railroad District
7.4 out of 10, Good, (1003)
"Great staff "
United States
Stacy
The price is Rp1.338.326
Rp1.675.591 total
includes taxes & fees
1 Jan - 2 Jan 2026
La Quinta Inn & Suites by Wyndham Central Point - Medford
Exterior
Super 8 by Wyndham Central Pt Medford

Super 8 by Wyndham Central Pt Medford

Super 8 by Wyndham Central Pt Medford
2.0 star property
25.2 km from Historic Railroad District
7.4 out of 10, Good, (1000)
"Great staff here stayed here before will stay again"
United States
Celeste
The price is Rp1.069.151
Rp1.202.794 total
includes taxes & fees
7 Jan - 8 Jan 2026
Super 8 by Wyndham Central Pt Medford
Exterior
Holiday Inn Express Hotel & Suites Medford-Central Point by IHG

Holiday Inn Express Hotel & Suites Medford-Central Point by IHG

Holiday Inn Express Hotel & Suites Medford-Central Point by IHG
2.5 star property
25.3 km from Historic Railroad District
9.0 out of 10, Wonderful, (1002)
"Clean room, check-in was quick "
United States
Karen
The price is Rp1.693.871
Rp1.905.605 total
includes taxes & fees
3 Jan - 4 Jan 2026
Holiday Inn Express Hotel & Suites Medford-Central Point by IHG
Exterior
Resort at Eagle Point

Resort at Eagle Point

Resort at Eagle Point
3.5 star property
30.3 km from Historic Railroad District
9.4 out of 10, Exceptional, (265)
"Great place to stay! "
United States
Jeneen
The price is Rp1.765.819
Rp1.880.532 total
includes taxes & fees
1 Jan - 2 Jan 2026
Resort at Eagle Point
Front of property
Hummingbird Estate Wine & Suites

Hummingbird Estate Wine & Suites

Hummingbird Estate Wine & Suites
4.5 star property
26.2 km from Historic Railroad District
9.6 out of 10, Exceptional, (153)
"Amazing stay!"
United States
Wyatt
The price is Rp2.689.064
Rp2.729.400 total
includes taxes & fees
16 Jan - 17 Jan 2026
Hummingbird Estate Wine & Suites
Front of property
The Orth House Inn by Remotion

The Orth House Inn by Remotion

The Orth House Inn by Remotion
3.5 star property
25.1 km from Historic Railroad District
9.4 out of 10, Exceptional, (22)
"It was a lovely stay! "
United States
Julie
The price is Rp2.415.024
Rp3.507.152 total
includes taxes & fees
29 Jan - 30 Jan 2026
The Orth House Inn by Remotion
32-inch flat-screen TV with cable channels, TV
Wine Country Inn

Wine Country Inn

Wine Country Inn
3.0 star property
24.8 km from Historic Railroad District
9.4 out of 10, Exceptional, (1005)
"Service was friendly and breakfast was simple, but good."
United States
Constance
The price is Rp1.796.174
Rp1.984.772 total
includes taxes & fees
12 Jan - 13 Jan 2026
Wine Country Inn
Property entrance
McCully House Inn

McCully House Inn

McCully House Inn
3.5 star property
24.9 km from Historic Railroad District
9.0 out of 10, Wonderful, (196)
"We really enjoyed our stay at this property. Highly recommend if you’re in the area. "
United States
Kim C
The price is Rp4.416.643
Rp5.065.681 total
includes taxes & fees
4 Jan - 5 Jan 2026
McCully House Inn
Exterior
Magnolia Hotel

Magnolia Hotel

Magnolia Hotel
3.0 star property
24.9 km from Historic Railroad District
9.0 out of 10, Wonderful, (778)
"We loved our stay! What a great location and beautifully decorated for the holidays. "
United States
kathleen
The price is Rp2.581.057
Rp2.852.076 total
includes taxes & fees
1 Jan - 2 Jan 2026
Magnolia Hotel
Lobby sitting area
Americas Best Value Inn Phoenix Medford

Americas Best Value Inn Phoenix Medford

Americas Best Value Inn Phoenix Medford
2.0 star property
12.7 km from Historic Railroad District
8.2 out of 10, Very good, (601)
"well, the rooms are really nice and clean. I would definitely stay there again."
United States
Kris
The price is Rp1.282.982
Rp1.379.205 total
includes taxes & fees
4 Jan - 5 Jan 2026
Americas Best Value Inn Phoenix Medford
Deluxe Suite | Living area | 50-inch flat-screen TV with cable channels
The Rellik House and Winery

The Rellik House and Winery

The Rellik House and Winery
3.5 star property
25.6 km from Historic Railroad District
9.4 out of 10, Exceptional, (3)
"A perfect place to enjoy the winery and countryside! Staff were responsive and friendly!"
United States
Kimberlee
The price is Rp2.460.306
Rp4.090.456 total
includes taxes & fees
29 Jan - 30 Jan 2026
The Rellik House and Winery
Lobby
Best Western Crater Lake Highway White City/Medford

Best Western Crater Lake Highway White City/Medford

Best Western Crater Lake Highway White City/Medford
2.5 star property
28 km from Historic Railroad District
8.2 out of 10, Very good, (1000)
"This place was perfect to spend the night. "
United States
Luis
The price is Rp1.482.556
Rp1.504.795 total
includes taxes & fees
4 Jan - 5 Jan 2026
Best Western Crater Lake Highway White City/Medford
Glamp Cottage Trailer | Living area | Flat-screen TV, fireplace
Paschal Winery

Paschal Winery

Paschal Winery
4.5 star property
8.4 km from Historic Railroad District
9.6 out of 10, Exceptional, (15)
"Very nice and hassle free check in "
United States
Matthew
The price is Rp2.143.334
Rp3.768.729 total
includes taxes & fees
1 Jan - 2 Jan 2026
Paschal Winery
Hobart Peak | Terrace/patio
Green Springs Inn

Green Springs Inn

Green Springs Inn
2.0 star property
21.7 km from Historic Railroad District
9.4 out of 10, Exceptional, (109)
"Beautiful surroundings and hassle free check in. "
United States
Lynnesa
The price is Rp1.584.859
Rp2.034.196 total
includes taxes & fees
4 Jan - 5 Jan 2026
Green Springs Inn
Standard Room, 2 Queen Beds, Non Smoking | Desk, blackout curtains, iron/ironing board, free WiFi
Cedarwood Inn of Ashland

Cedarwood Inn of Ashland

Cedarwood Inn of Ashland
2.0 star property
2.7 km from Historic Railroad District
7.4 out of 10, Good, (1002)
"We’ve stayed here twice. Nice place for reasonable price."
United States
Mai
The price is Rp4.528.170
Rp5.048.909 total
includes taxes & fees
1 Jan - 2 Jan 2026
Cedarwood Inn of Ashland
Lobby lounge
Springhill Suites By Marriott Medford Airport

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, (1020)
"Excellent place to stay with the family. Respectful and friendly staff."
United States
Ravi
The price is Rp1.695.588
Rp1.907.537 total
includes taxes & fees
4 Jan - 5 Jan 2026
Springhill Suites By Marriott Medford Airport
Free daily full breakfast
Country Willows Inn and Estate

Country Willows Inn and Estate

Country Willows Inn and Estate
4.0 star property
3.8 km from Historic Railroad District
9.8 out of 10, Exceptional, (33)
"Beautiful setting close to downtown. Pool is marvelous!"
United States
Carol
Country Willows Inn and Estate
Garden
Ashland Commons Hostel

Ashland Commons Hostel

Ashland Commons Hostel
2.0 star property
0.5 km from Historic Railroad District
9.4 out of 10, Exceptional, (53)
"Nice hostel and clean rooms"
United States
EASWARAMOORTHI
The price is Rp573.568
Rp1.312.716 total
includes taxes & fees
1 Jan - 2 Jan 2026
Ashland Commons Hostel
Reception
Compass by Margaritaville in Medford

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, (1007)
"Had a great stay!"
United States
Amie
Compass by Margaritaville in Medford
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

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

Stratford Inn

Stratford Inn

10/10 Excellent
"The attendant at the reception was super nice. We did have some issues with the bathroom but Elijah helped resolved it immediately. "
USMAN 1-night trip
Posted 5 days ago
Stratford Inn

Frequently asked questions

What is Historic Railroad District like?
Travellers will be sure to enjoy their time in Ashland's Historic Railroad District neighbourhood.
What's a favourite place to stay in Historic Railroad District?
Based on Expedia customer reviews, The Peerless Hotel by WanderLodges is the highest ranked property in Historic Railroad District. This hotel offers free parking and private gardens.
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 62 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.