Southern Oregon 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 Southern Oregon

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

1 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 Southern Oregon

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! (1,392 reviews)
"This hotel is older and has some charm. Very well maintained and CLEAN. (I was so relieved that it was surprisingly clean for an older hotel.) the pool was perfect. We really enjoyed our stay and will definitely be coming back. Our son is in college in the area and this place was just perfect. Quality ..."

Reviewed on 17 Nov,2024

Stratford Inn
Shilo Inn Suites Hotel - Klamath Falls
Shilo Inn Suites Hotel - Klamath Falls
3 out of 5
2500 Almond St, Klamath Falls, OR
Fully refundableReserve now, pay when you stay
The price is S$190 per night from 23 Nov to 24 Nov
S$190
includes taxes & fees
23 Nov - 24 Nov
8.2/10 Very Good! (1,423 reviews)
"Nice room, clean, looked new or newly refurbished,"

Reviewed on 18 Nov,2024

Shilo Inn Suites Hotel - Klamath Falls
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$138 per night from 23 Nov to 24 Nov
S$138
includes taxes & fees
23 Nov - 24 Nov
8.8/10 Excellent! (1,610 reviews)
"Nice quiet place and clean rooms with good soaps!"

Reviewed on 21 Nov,2024

Rogue Regency Inn and Suites
See all 1,309 properties in Southern 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.

Frequently asked questions

How much does a Southern Oregon holiday package cost?
Get your credit card ready, because a getaway to Southern Oregon starts from a tempting . When you combine your flights, hotels and car rentals into a travel package, you’ll pick up great deals.
How do I get a cheap travel package to Southern Oregon?
Browse and lock in everything in the one place with our Southern Oregon holiday packages. You’ll find bargains on hotels, flights, tours and more that’ll keep your credit card happy and your adventurous spirit busy. And, with more than 550 airlines and 1,000,000 hotels around the globe to select from, you have countless opportunities to mix and match as you like.
What are the top hotels in Southern Oregon?
When it comes to properties in Ashland, Ashland Hills Hotel & Suites and Stratford Inn are two popular options. If you’re also spending time in Grants Pass, Red Lion Inn & Suites Grants Pass and La Quinta Inn & Suites by Wyndham Grants Pass will make you feel at home.
How far in advance should I book my Southern Oregon holiday?
It depends on the airline, but you can generally browse through international fares on Expedia nearly a year in advance. While it’s generally a good idea to book ahead of time, lucky travellers occasionally nab a cheaper ticket only weeks before departure dates.
What does an Expedia Southern Oregon travel package include?
Car rentals, flights and hotels — we bring you the very best bargains. All you’ll have to do is select your preferred combination. Once you’ve made your booking, you can add on the fun stuff like activities and tours. Our travel packages make it simple to create an awesome Southern Oregon holiday.
What should I know before booking a Southern Oregon travel package?
A travel package can be easier on the credit card than separately booking everything you need for your getaway. For example, combine your hotels, flights and rental cars and save a pretty penny. Whatever kind of holiday you’re planning, there’s sure to be a package to suit your budget.
Can I choose my airline with a Southern Oregon Expedia holiday package?
Yes — that’s the beauty of an Expedia package. You get to choose. We have access to more than 550 airline partners across the globe, so you have options galore when putting together your Southern Oregon adventure.
If I'm not able to travel, can I cancel my Southern Oregon holiday package?
We totally get it — life sometimes gets in the way of your plans. If you’ve booked a Southern Oregon holiday package and need to cancel or amend it, we’re here to help. We recommend looking up our Customer Service Portal first for information. But in general, if you’ve booked your package in the last 24 hours, you may be able to cancel or amend your itinerary for free. If it’s been longer than 24 hours, your airline, hotel or car rental company may charge a fee.

Popular places to visit

Train Mountain Railroad Museum

You can spend time exploring the galleries in Train Mountain Railroad Museum during your travels in Chiloquin. While you're in the area, stroll along the lakeside.

Train Mountain Railroad Museum

Kla-Mo-Ya Casino

Why not roll the dice with a visit to Kla-Mo-Ya Casino during your time in Chiloquin? While you're in the area, stroll along the lakeside.

Kla-Mo-Ya Casino

Epicenter

You can enjoy the entertainment at Epicenter during your travels to Klamath Falls. Discover the area's beautiful waterfalls and top-notch restaurants.

Epicenter

* 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.