Southern Oregon Holidays

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    Save up to NZ$2,400 when you book a flight and hotel together*

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Our guide on 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
A historic building with a classical facade, a person standing on the steps, and a wheelchair-accessible sign.

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 Thomas Theatre.

Find hotels in Historic Downtown District

Southern Oregon Holiday

Our pick of the best Southern Oregon Hotel Deals

Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

4 out of 5
2399 S Pacific Hwy Medford OR
Fully refundableReserve now, pay when you stay
The price is NZ$346 per night from 11 Aug to 12 Aug
NZ$346
11 Aug - 12 Aug
includes taxes & fees
9.6/10 Exceptional! (1,047 reviews)
"We had a fantastic stay at Compass by Margaritaville! From the moment we arrived, the staff were incredibly friendly and welcoming. We were greeted with leis upon check-in, and our daughter especially loved getting to pick out her favourite colour. It was such a fun and thoughtful way to start our ..."

Reviewed on 4 Aug 2026

Compass by Margaritaville in Medford
Rogue Regency Inn Medford Airport

Rogue Regency Inn Medford Airport

3 out of 5
2300 Biddle Rd Medford OR
Fully refundableReserve now, pay when you stay
The price is NZ$197 per night from 5 Aug to 6 Aug
NZ$197
5 Aug - 6 Aug
includes taxes & fees
8.8/10 Excellent! (3,190 reviews)
"I liked the restaurant being attached to the hotel"

Reviewed on 3 Aug 2026

Rogue Regency Inn Medford Airport
Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

2.5 out of 5
434 S. Valley View Rd. Ashland OR
Fully refundable
The price is NZ$213 per night from 30 Aug to 31 Aug
NZ$213
30 Aug - 31 Aug
includes taxes & fees
8.8/10 Excellent! (1,016 reviews)
"The staff was very helpful and when we had some extremely loud neighbors in the room above us ,they upgraded us to a bigger,nicer room . Both rooms were clean"

Reviewed on 4 Aug 2026

Comfort Inn & Suites Ashland
See all 1,454 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.

Stay near popular Southern Oregon attractions

A rocky outcrop with a tree stump in the foreground and a calm lake with mountains in the background.

Crater Lake National Park

9.8/10 (578 reviews)
Come at least once to see the pristine blue water, snowy bluffs and alpine splendor of this park. Return again to immerse yourself in its beauty.
See properties

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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.