Southern Oregon Vacations from $181
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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 travelers. 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.
The Latest Southern Oregon vacation packages
Price found within the past 48 hours. Click for updated prices.
My Place Hotel-Medford OR
Price was $208, price is now $181 per person
$181
per person
Feb 6 - Feb 8
found 1 hour ago
Roundtrip flight included
Seattle (SEA) to Medford (MFR)
9.2/10 Wonderful! (1,493 reviews)
Beds are really soft and space is clean and newer. No breakfast and nothing much around the area.
Reviewed on Jan 2, 2026
Hummingbird Estate Wine & Suites
Price was $308, price is now $238 per person
$238
per person
Feb 6 - Feb 8
found 1 hour ago
Roundtrip flight included
Seattle (SEA) to Medford (MFR)
9.6/10 Exceptional! (145 reviews)
A beautiful place to relax and enjoy life. Excellent service at the wine bar. The room was comfortable, clean and overall exceeded expectations.
Reviewed on Jan 4, 2026
Compass by Margaritaville in Medford
Price was $298, price is now $237 per person
$237
per person
Feb 6 - Feb 8
found 1 hour ago
Roundtrip flight included
Seattle (SEA) to Medford (MFR)
9.6/10 Exceptional! (1,003 reviews)
It was good, but took a little time and paperwork, and they added a "resort fee" that they blamed on Expedia, even though it was cold and wet outside so no one was using the pool or hot tub.
Reviewed on Jan 3, 2026
The Orth House Inn by Remotion
Price was $311, price is now $261 per person
$261
per person
Feb 6 - Feb 8
found 1 hour ago
Roundtrip flight included
Seattle (SEA) to Medford (MFR)
9.4/10 Exceptional! (22 reviews)
Orth house has no on-site staff, but they're text messaging worked just fine.
Reviewed on Sep 5, 2025
Don't see what you're looking for?
See all available trips from Columbus to Southern Oregon
View all tripsWhere 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
5/5(133 area reviews)
If you're spending some time in Historic Downtown District, Allen Elizabethan Theatre and Oregon Shakespeare Festival are top sights worth seeing.
Discover the most popular places to visit in Southern Oregon
Crater Lake National Park
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.
Oregon Shakespeare Festival
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
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.
What to do in Southern Oregon
Southern Oregon Hotel Deals
Rogue Regency Inn and Suites
2300 Biddle Rd Medford OR
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $98 total per night from Jan 6 to Jan 7
$98 total
Jan 6 - Jan 7
Total with taxes and fees
8.8/10 Excellent! (2,749 reviews)
The rooms are fine, but the bed and pillows are not as comfortable as hoped.
Reviewed on Jan 1, 2026
Stratford Inn
555 Siskiyou Blvd Ashland OR
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $96 total per night from Jan 14 to Jan 15
$96 total
Jan 14 - Jan 15
Total with taxes and fees
9.2/10 Wonderful! (1,626 reviews)
good breakfast with good options, nice room, pet-friendly, nice lobby ambiance with wonderful, blazing fireplace to warm your bones!
Reviewed on Jan 4, 2026
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $122 total per night from Jan 11 to Jan 12
$122 total
Jan 11 - Jan 12
Total with taxes and fees
8.8/10 Excellent! (1,476 reviews)
Nice, clean room. Super dog-friendly. There’s even a dog park! The staff was great.
Reviewed on Dec 28, 2025
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.
Find the Best Southern Oregon Vacation Packages
Southern Oregon Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Rogue Valley Intl. Airport (MFR) |
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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.
