Southern Oregon Vacation Packages
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Your Southern Oregon Vacation
With a Southern Oregon vacation package, you can forget about the stress of planning and focus on experiencing what this exciting destination has to offer. A trip to Southern Oregon wouldn't be complete without getting to some of its most well-known cities, starting with Medford. Two of the top attractions here include Britt Pavilion and Lithia & Driveway Fields. Grants Pass should also be on the itineraries of all Southern Oregon travellers. Visitors to this exciting destination enjoy Rogue River and Grants Pass and Josephine County Chamber of Commerce. If you're ready to stop dreaming and start packing, Expedia will help turn your Southern Oregon vacation into a reality.
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
Historic Downtown District
1 out of top 10 points of interest in this area
If you're spending some time in Historic Downtown District, Allen Elizabethan Theatre and Oregon Shakespeare Festival are top sights worth seeing.
Siskiyou-Hargadine Historic District
While visiting Siskiyou-Hargadine Historic District, you might make a stop by sights like Lithia Park and Ashland Library.
Downtown Klamath Falls
Waterfalls, breweries, and lake views are some highlights of Downtown Klamath Falls. Make a stop by Baldwin Hotel Museum or Upper Klamath Lake while you're exploring.
Historic Railroad District
Historic Railroad District might not have many top sights, but Oregon Cabaret Theatre and Allen Elizabethan Theatre are two attractions nearby that you can check out.
Jacksonville Historic District
Historic sites, restaurants, and shopping highlight some of the noteworthy features of Jacksonville Historic District. Make a stop by Jacksonville Cemetery or Kharmic Creations while you're exploring the neighborhood.
Ready to book your vacation to Southern Oregon?
Southern Oregon Hotel Deals
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
Fully refundableReserve now, pay when you stay
CA $214
CA $258 total
Oct 12 - Oct 13
includes taxes & fees
Riverside Inn
986 S.W. 6th Grants Pass OR
Fully refundableReserve now, pay when you stay
CA $178
CA $202 total
Oct 19 - Oct 20
includes taxes & fees
9.4/10 Exceptional! (2,173 reviews)
"The facility was advertised as pet friendly, however, the pet relief area was entirely inadequate for all all but the smallest dog. (our dog is 35 pounds) The staff was unhelpful when asked about access to a nearby park or other facilities suitable for walking, suggesting that we could walk our dog ..."
Reviewed on Sep 24, 2026
Red Lion Hotel Rogue Regency Medford Airport
2300 Biddle Rd Medford OR
Fully refundableReserve now, pay when you stay
CA $124
CA $147 total
Sep 26 - Sep 27
includes taxes & fees
8.6/10 Excellent! (3,261 reviews)
"Located in a great area. The customer service was outstanding."
Reviewed on Sep 25, 2026
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
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.
Photo by Patrick Glassford
Oregon Shakespeare Festival
9.2/10 (620 reviews)
You can make plans for a show at Oregon Shakespeare Festival during your trip to Ashland. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.
Crater Lake
9.8/10 (286 reviews)
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.
Oregon Caves National Monument
9.4/10 (43 reviews)
Commune with nature and explore the great outdoors at Oregon Caves National Monument during your travels in Cave Junction. Wander the forest or discover the area's waterfalls.
Lithia Park
9.6/10 (1,250 reviews)
Explore the great outdoors at Lithia Park, a lovely green space in Ashland. Discover the top-notch restaurants and entertainment choices in this family-friendly area.
Lithia & Driveway Fields
8.4/10 (91 reviews)
Catch an event at Lithia & Driveway Fields during your trip to Medford. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.
Oregon Institute of Technology - Residential Campus
8.8/10 (138 reviews)
Explore the campus of Oregon Institute of Technology - Residential Campus during your stay in Klamath Falls. Stroll along the lakeside or discover the area's beautiful waterfalls.
Running Y Ranch Golf Course
8.4/10 (140 reviews)
Enjoy a round of golf in Klamath Falls at Running Y Ranch Golf Course. Wander the lakeside or discover the area's beautiful waterfalls.
Frequently asked questions
How much does a Southern Oregon vacation 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 vacation 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 vacation?
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 travelers 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 vacation.
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 vacation you're planning, there's sure to be a package to suit your budget.
Can I choose my airline with a Southern Oregon Expedia vacation 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 vacation package?
We totally get it — life sometimes gets in the way of your plans. If you've booked a Southern Oregon vacation 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.
Explore a world of travel with Expedia
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- Flights from Bangkok (BKK) to Ashland (AHM)
- Flights from Zürich (ZRH) to Ashland (AHM)
- Flights from Oakland (OAK) to Ashland (AHM)
- Flights from Tampa (TPA) to Ashland (AHM)
- Flights from Portland (PDX) to Klamath Falls (LMT)
- Flights from Vancouver (YVR) to Klamath Falls (LMT)
- Flights from Merced (MCE) to Klamath Falls (LMT)
- Flights from Crater Lake
- Flights from Vancouver (YVR) to Medford (MFR)
- Flights from Detroit (DTW) to Klamath Falls (LMT)
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- Flights from Edmonton (YEG) to Klamath Falls (LMT)
- Flights from Detroit (DTW) to Ashland (AHM)
- Flights from Calgary (YYC) to Klamath Falls (LMT)
- Flights from Springfield (SGF) to Klamath Falls (LMT)
- Flights to Crater Lake
- Flights from Minneapolis (MSP) to Ashland (AHM)
- Flights from Chicago (ORD) to Klamath Falls (LMT)
- Flights from Prospect
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- Flights from Ontario Intl. Airport (ONT) to Ashland (AHM)
- Flights from Calgary (YYC) to Medford (MFR)
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- Flights from Amsterdam (AMS) to Ashland (AHM)
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- Flights to White City
- Flights to Klamath Falls
- Flights from Ottawa (YOW) to Medford (MFR)
- Flights from Winnipeg (YWG) to Ashland (AHM)
- Flights from Buffalo (BUF) to Klamath Falls (LMT)
- Flights from Toronto (YYZ) to Klamath Falls (LMT)
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
