Southern Oregon Vacations from $494
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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.
Arden Forest Inn
Price was $602, price is now $494 per person
$494
per person
Jan 30 - Feb 4
found 22 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Medford (MFR)
9.8/10 Exceptional! (101 reviews)
Comfortable and close to downtown. Even though some reviews and the map say there is breakfast; there is none.
Reviewed on Nov 8, 2025
Paschal Winery
Price was $630, price is now $517 per person
$517
per person
Jan 30 - Feb 4
found 22 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Medford (MFR)
19.2/10 Exceptional! (13 reviews)
It is a beautiful property. We stayed in the little trailer, glamp cottage and it was so cute. Also enjoyed the private hot tub provided. We did some wine tasting, a flight of white and a flight of reds and enjoyed their fabulous cork and fork dinner. The location is beautiful. My travelling companion said if she didn’t know better she would think she was in Switzerland.
Reviewed on May 3, 2025
Hummingbird Estate Wine & Suites
Price was $1,208, price is now $996 per person
$996
per person
Jan 30 - Feb 4
found 22 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Medford (MFR)
19.2/10 Exceptional! (145 reviews)
Absolutely lovely place to spend time, relax and enjoy the beautiful property and views. Highly recommend.
Reviewed on Oct 18, 2025
Rogue Regency Inn and Suites
Price was $618, price is now $510 per person
$510
per person
Jan 30 - Feb 4
found 22 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Medford (MFR)
18/10 Exceptional! (2,611 reviews)
Room was very clean quiet & the free breakfast was wonderful & gave u multiple choices to choose from
Reviewed on Nov 16, 2025
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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
Downtown Klamath Falls
4/5(138 area reviews)
Waterfalls, breweries, and lake views are some highlights of Downtown Klamath Falls. Make a stop by Upper Klamath Lake or Klamath County Museum while you're exploring.
Discover the most popular places to visit in Southern Oregon
Crater Lake National Park
5/5(100 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.
Oregon Shakespeare Festival
4.5/5(265 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
5/5(60 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.
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
$95 nightly
The price is $106 total per night from Nov 21 to Nov 22
$106 total
Nov 21 - Nov 22
Total with taxes and fees
8.8/10 Excellent! (2,614 reviews)
Room was clean. Staff are great!
Reviewed on Nov 17, 2025
Riverside Inn
986 S.W. 6th Grants Pass OR
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $125 total per night from Nov 23 to Nov 24
$125 total
Nov 23 - Nov 24
Total with taxes and fees
9.4/10 Exceptional! (1,835 reviews)
Friendly staff, nice room, dog walking area
Reviewed on Nov 15, 2025
Flagship Inn of Ashland
1193 Siskiyou Blvd Ashland OR
Fully refundableReserve now, pay when you stay
$46 nightly
The price is $52 total per night from Nov 21 to Nov 22
$52 total
Nov 21 - Nov 22
Total with taxes and fees
8.6/10 Excellent! (1,159 reviews)
Clean room. Great pet friendly room. Great location.
Reviewed on Nov 18, 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.