Historic Railroad District Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Where to stay in Historic Railroad District

Find the best Historic Railroad District areas and neighborhoods for the activities you enjoy most. Learn more about Historic Railroad District
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Historic Downtown District

3 out of top 10 points of interest in this area

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

Find hotels in Historic Downtown District

Top hotels in Historic Railroad District

The Peerless Hotel by WanderLodges
The Peerless Hotel by WanderLodges
2 out of 5
243 4th St, Ashland, OR
The price is S$275 per night from 26 Nov to 27 Nov
S$275
includes taxes & fees
26 Nov - 27 Nov
9.4/10 Exceptional! (59 reviews)
The Peerless Hotel - Two nights in Ashland
"We LOVED this period correct 1900 hotel in Ashland! Check in and out was seamless and there was always coffee in the parlor, despite never having seen the on site help. It almost made it feel as if the hotel was run by ghosts... Truly fun. That said, the mattresses themselves were not quite what ..."

Reviewed on 15 Nov,2024

The Peerless Hotel by WanderLodges
Stratford Inn
Stratford Inn
2.5 out of 5
555 Siskiyou Blvd, Ashland, OR
Fully refundableReserve now, pay when you stay
The price is S$120 per night from 2 Dec to 3 Dec
S$120
includes taxes & fees
2 Dec - 3 Dec
9/10 Wonderful! (1,459 reviews)
"The staff is very friendly and helpful. The laundry room is always open which really helped."

Reviewed on 22 Nov,2024

Stratford Inn
Rogue Regency Inn and Suites
Rogue Regency Inn and Suites
3 out of 5
2300 Biddle Rd, Medford, OR
Fully refundableReserve now, pay when you stay
The price is S$145 per night from 26 Nov to 27 Nov
S$145
includes taxes & fees
26 Nov - 27 Nov
8.8/10 Excellent! (1,614 reviews)
"Clean, spacious rooms. On site restaurant and easy access to I-5. Overall, a very good value"

Reviewed on 24 Nov,2024

Rogue Regency Inn and Suites
See all 647 properties in Historic Railroad District
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.

Frequently asked questions

How much does a Historic Railroad District holiday package cost?
Customize your Historic Railroad District package from as low as . Choose from any combination of hotels, flights and rental cars to build the trip you’ve long been dreaming about. Don’t forget to add on some tours and experiences!
How do I get a cheap travel package to Historic Railroad District?
Just think of all the thrilling things you could do in Historic Railroad District with a pile of extra cash in your pocket. Watch your savings stack up when you combine your flights and hotel into a Historic Railroad District holiday package. You have plenty of choice with Expedia too. In fact, you can select from more than 550 air carriers and 1,000,000 hotels globally. Whether you’re taking a holiday with the entire family or surprising your special someone, planning a getaway to Historic Railroad District is better with a package.
Where should I stay in Historic Railroad District?
With lots to discover in Historic Railroad District, it’d be handy for you to stay near its attractions. Oregon Shakespeare Festival, Southern Oregon University and Lithia Park are some interesting ones to add to your to-do list.
What are the top hotels in Historic Railroad District?
If this will be your first visit to Historic Railroad District, lock in a room at BookStayHop - Peerless Hotel~ Guest Room 5 ~Downtown Ashland or New Downtown 3 Bedroom Upstairs Flat With Views. Both offer comfy beds and are top options with many savvy travellers.
How far in advance should I book my Historic Railroad District holiday?
Your best bet is to book early. Airlines typically advertise flights up to a year ahead of departure, and this is a fantastic opportunity to score some of the cheapest prices. Just been told you should take your holiday time in a few weeks? No problem! Expedia are never short on fantastic deals to whisk you away on the getaway of your dreams, at an affordable price.
What does an Expedia Historic Railroad District travel package include?
Expedia has everything you need to lock in Historic Railroad District getaway, but how your package is structured is totally up to you. Select from any combination of hotels, rental cars and flights. Searching for a few activities to keep you entertained? Once you’ve made your booking, you can add them too. No matter your budget or style, there’s a package deal to suit your needs.
What should I know before booking a Historic Railroad District travel package?
A package can be easier on the bank balance than individually booking all you need for your escape. For example, combine your hotels, flights and rental cars and score impressive savings. No matter your holiday plans, you’ll find a package that matches your budget.
Can I choose my airline with a Historic Railroad District Expedia holiday package?
Most definitely. Expedia has over 550 airline partners to pick from around the globe. With such a huge range of choice, finding the ideal carrier to take you to Historic Railroad District won’t be hard.
If I'm not able to travel, can I cancel my Historic Railroad District holiday package?
Don’t worry if you’re rethinking your Historic Railroad District holiday package — it’s possible to change or amend your booking. And if you’ve booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We get that life can sometimes throw you a curveball, so look up our Customer Service Portal if that occurs. When you’re ready to make changes, we’ll be here to help.

Things to do

Salem Puzzling Adventure

Ashland Puzzling Adventure

S$47
Per adult
Ashland Puzzling Adventure
Ashland Team Trivia Hunt: New 2024 Mobile Game App!

Ashland Team Trivia Hunt: New 2024 Mobile Game App!

S$56
Per adult
Ashland Team Trivia Hunt: New 2024 Mobile Game App!
See all activities in Ashland

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.