Southern Oregon Vacation Packages
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1.5-star property
Relax Inn At Ashland
7/10 Good! (515 reviews)
Jul 29 - Aug 3
5 night stay
Los Angeles (LAX) to Medford (MFR)
United • Roundtrip • Coach
Price was $526, price is now $439 per person
$439
per person
found 1 day ago
Upon check in I was asked for ID and whether or not I had a pet. $20 pet fee, and no conversation about any amenities... leaving no clue abt wireless nor was there anything else such as coffee or snacks for the AM. This is a solid 3 place to stay. The saving grace is Caldera Brewpub walking distance down the road.
Reviewed on May 4, 2026
4.5-star property
Hummingbird Estate Wine & Suites
9.6/10 Exceptional! (161 reviews)
Aug 6 - Aug 9
3 night stay
Burbank (BUR) to Medford (MFR)
United • Non-stop roundtrip • Coach
Price was $677, price is now $581 per person
$581
per person
found 1 day ago
Clean and quiet. Only 5 suites above the tasting room.
Reviewed on May 29, 2024
2.0-star property
Crater Lake Gateway - Highway 140
8.4/10 Very Good! (235 reviews)
Jul 29 - Aug 3
5 night stay
Los Angeles (LAX) to Klamath Falls (LMT)
United • Roundtrip • Coach
Price was $610, price is now $526 per person
$526
per person
found 1 day ago
My son and I stayed here during a 2 week National parks trip. We both absolutely loved this place. It was nestled back in the woods but really nice and very clean. On this trip we stayed in many small motels and hotels but this was one of our favorites.
Reviewed on Jan 25, 2026
Top rated hotels for your Southern Oregon vacation package
Riverside Inn
986 S.W. 6th Grants Pass OR
Free Cancellation
Reserve now, pay when you stay
68.28 mi from city center
$161 nightly
The price is $182 total per night
$182 total
Jun 23 - Jun 24
Total with taxes and fees
Riverside Inn features free WiFi in public areas, a 24-hour business center, and a seasonal outdoor pool. You can take advantage of free parking if you drive. The 24-hour front desk has staff standing by to help with concierge services, dry cleaning/laundry, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include coffee/tea in a common area, a computer station, and free newspapers.
Pool
Breakfast included
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
Free Cancellation
Reserve now, pay when you stay
46.38 mi from city center
$191 nightly
The price is $213 total per night
$213 total
Jun 23 - Jun 24
Total with taxes and fees
Guests of Compass by Margaritaville in Medford enjoy a casino, an outdoor pool, and a 24-hour gym. If you decide to drive, there's free parking. The 24-hour front desk has staff always at the ready. Other amenities at this golf hotel include free WiFi in public areas, meeting rooms, and a 24-hour business center.
Pool
Breakfast included
Prospero's Flagship Inn
1193 Siskiyou Blvd Ashland OR
Free Cancellation
Reserve now, pay when you stay
43.09 mi from city center
$95 nightly
The price is $106 total per night
$106 total
Jul 6 - Jul 7
Total with taxes and fees
Guests of Prospero's Flagship Inn enjoy access to free WiFi in public areas, a seasonal outdoor pool, and coffee in a common area. If you decide to drive, there's free parking. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a garden, a vending machine, and barbecue grills.
Pool
Breakfast included
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View all propertiesLowest 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.
Things to do
The Cultural Heart of Ashland: A Self-Guided Audio Tour
$10
per adult
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