Southern Oregon Holidays

Book a Hotel + Flight or Car together to unlock savings

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

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 2.848.284 ₫ per night from 24 Aug to 25 Aug
2.848.284 ₫
3.204.320 ₫ total
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (2,274 reviews)
"It would be good if the breakfast was switched up some from the breakfast sandwiches. I felt like the breakfast was very limited."

Reviewed on 18 Aug 2025

Rogue Regency Inn and Suites
Quality Inn & Suites Medford Airport

Quality Inn & Suites Medford Airport

2.5 out of 5
1950 Biddle Rd, Medford, OR
Fully refundableReserve now, pay when you stay
The price is 2.132.556 ₫ per night from 18 Sept to 19 Sept
2.132.556 ₫
2.411.122 ₫ total
18 Sept - 19 Sept
includes taxes & fees
8.4/10 Very Good! (1,011 reviews)
"The property is conveniently located and very clean. Staff was friendly and helpful, rooms were clean, everything was well lit and in good working order. Very comfortable and highly recommended."

Reviewed on 18 Aug 2025

Quality Inn & Suites Medford Airport
Flagship Inn of Ashland

Flagship Inn of Ashland

2.5 out of 5
1193 Siskiyou Blvd, Ashland, OR
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,016 reviews)
"It was quiet, nicely appointed, loved the Kuerig coffee appliance."

Reviewed on 19 Aug 2025

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Flagship Inn of Ashland
See all 1,349 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.

Popular places to visit

Crater Lake

Crater Lake

Commune with nature and explore the great outdoors at Crater Lake during your travels in Crater Lake. Stroll along the lakeside or discover the area's volcano viewpoints.

Crater Lake
Oregon Caves National Monument

Oregon Caves National Monument

Commune with nature and explore the great outdoors at Oregon Caves National Monument during your travels in Cave Junction. Wander the forests or discover the area's waterfalls.

Oregon Caves National Monument
Mount Ashland Ski Area

Mount Ashland Ski Area

Hit the slopes in Ashland with a visit to Mount Ashland Ski Area. Discover the top-notch restaurants and entertainment choices in this walkable area.

Mount Ashland Ski Area

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 1null000null000 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.