Southern Oregon Vacation Packages
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Price found within the past 48 hours. Click for updated prices.
3.0-star property
Ashland Hills Hotel & Suites
8.8/10 Excellent! (1,538 reviews)
Nov 13 - Nov 16
3 night stay
Ontario Intl. Airport (ONT) to Medford (MFR)
United • Non-stop roundtrip • Coach
Price was $637, price is now $571 per person
$571
per person
found 1 day ago
Room was overlooking parking lot but was quiet.Nice part of town.
Reviewed on Sep 22, 2026
4.5-star property
Hummingbird Estate Wine & Suites
9.6/10 Exceptional! (185 reviews)
Nov 26 - Nov 29
3 night stay
Ontario Intl. Airport (ONT) to Medford (MFR)
American Airlines • Non-stop • Coach
Medford (MFR) to Ontario Intl. Airport (ONT)
Delta • Non-stop • Coach
Price was $1,029, price is now $880 per person
$880
per person
just found
Very cute winery and we had tickets for free drinks because we were staying in the rooms. Clean but the air conditioning did leak onto the floor both nights and the outlet in the bathroom did not work making it difficult to get ready. Would stay again.. just needs a little updating.
Reviewed on Sep 16, 2026
4.0-star property
McCall House Boutique Inn
Historic Downtown District
9.2/10 Wonderful! (608 reviews)
Nov 13 - Nov 16
3 night stay
Ontario Intl. Airport (ONT) to Medford (MFR)
United • Non-stop roundtrip • Coach
Price was $751, price is now $678 per person
$678
per person
found 1 day ago
Location location location! Very close to all the OSF facilities. Very close to lots of restaurants. Thoughtful staff and wonderful breakfast. We had to leave early our last morning and they prepared a take away breakfast. The furnishings are a little tired but everything else was excellent. We would definitely stay there again.
Reviewed on Sep 20, 2026
4.0-star property
Hanna's House by WanderLodges
Historic Railroad District
10/10 Exceptional! (4 reviews)
Nov 13 - Nov 16
3 night stay
Ontario Intl. Airport (ONT) to Medford (MFR)
United • Non-stop roundtrip • Coach
Price was $774, price is now $705 per person
$705
per person
found 1 day ago
Next visit to the OSF no question we’ll stay here if available. Short walking distance to everything in downtown Ashland, yet quiet and private.
Reviewed on Aug 2, 2026
2.5-star property
The Bard's Inn, BW Signature Collection by Best Western
Historic Downtown District
8.6/10 Excellent! (1,001 reviews)
Nov 13 - Nov 16
3 night stay
Ontario Intl. Airport (ONT) to Medford (MFR)
United • Non-stop roundtrip • Coach
Price was $636, price is now $584 per person
$584
per person
found 1 day ago
Friendly staff. Themed decor. Good location for OSF.
Ridiculously small bed pillows. I stayed 2 nights. Staff came in to add new facecloths - but did not make the bed ….?
Reviewed on Sep 20, 2026
Top rated hotels for your Southern Oregon vacation package
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
46.38 mi from city center
$164 nightly
The price is $183 total per night
$183 total
Oct 12 - Oct 13
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
Riverside Inn
986 S.W. 6th Grants Pass OR
Free Cancellation
Reserve now, pay when you stay
68.28 mi from city center
$127 nightly
The price is $144 total per night
$144 total
Oct 22 - Oct 23
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 tours or tickets, luggage storage, and dry cleaning/laundry. 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
Red Lion Hotel Rogue Regency Medford Airport
2300 Biddle Rd Medford OR
Free Cancellation
Reserve now, pay when you stay
46.5 mi from city center
$98 nightly
The price is $110 total per night
$110 total
Sep 24 - Sep 25
Total with taxes and fees
At Red Lion Hotel Rogue Regency Medford Airport, guests enjoy an indoor pool, a gym, and free WiFi in public areas. You can take advantage of free parking, along with a free airport shuttle (available 24 hours). The 24-hour front desk has staff standing by to help secure valuables, and answer any questions about the accommodations. Additional amenities include a hot tub, meeting rooms, and conference space.
Pool
Hot Tub
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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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