Southern Oregon Vacations from $402
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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.
Rogue Regency Inn and Suites
Price was $519, price is now $402 per person
$402
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to Medford (MFR)
9/10 Wonderful! (2,611 reviews)
Not bad the first day. On day two the main item was already gone. I waited awhile and just left. On day three I didn’t even go there for for breakfast.
Reviewed on Dec 23, 2025
Compass by Margaritaville in Medford
Save 100% on your flight
Price was $707, price is now $516 per person
$516
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to Medford (MFR)
9.6/10 Exceptional! (1,003 reviews)
New hotel
Every one of the staff was friendly
Breakfast included was good!
Reviewed on Dec 22, 2025
Paschal Winery
Price was $594, price is now $474 per person
$474
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to Medford (MFR)
9.6/10 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
Ashland Springs Hotel
Historic Downtown District
Price was $570, price is now $457 per person
$457
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to Medford (MFR)
9.2/10 Wonderful! (1,000 reviews)
Beautiful hotel, lovely room, and the front desk person was really kind. Unfortunate that they charge a $15/day fee for Parking/Gym/Wifi amenities that they hide in small print.... that was not cool. We didn't use the gym nor parking. Other than that, beautiful hotel, great location.
Reviewed on Dec 17, 2025
Arden Forest Inn
Price was $561, price is now $454 per person
$454
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to Medford (MFR)
9.8/10 Exceptional! (102 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
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, Thomas 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
$95 nightly
The price is $107 total per night from Jan 11 to Jan 12
$107 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
8.8/10 Excellent! (2,723 reviews)
Quiet spacious rooms
Reviewed on Dec 23, 2025
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $126 total per night from Jan 1 to Jan 2
$126 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
8.8/10 Excellent! (1,500 reviews)
Great
Reviewed on Dec 10, 2025
Stratford Inn
555 Siskiyou Blvd Ashland OR
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $90 total per night from Dec 26 to Dec 27
$90 total
Dec 26 - Dec 27
Total with taxes and fees
9.2/10 Wonderful! (1,617 reviews)
Great place to stay. The room was very nice and staff were great.
Reviewed on Dec 22, 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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- Visit Chiloquin
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- Collier Memorial State Park
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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.
