Book Exclusive Jackson County Vacation Packages

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Search vacation packages deals in Jackson County's top destinations

A street lined with buildings, trees, and traffic lights.

Medford

Vacations
Medford
A deer on a road with vegetation on the sides.

Ashland

Vacations
Ashland

Top Jackson County hotels deals

Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

4 out of 5
2399 S Pacific Hwy Medford OR
Free cancellation
Reserve now, pay when you stay
The price is CA $217 per night
CA $217
CA $261 total
Oct 12 - Oct 13
includes taxes & fees
Book a stay at this golf hotel in Medford. Enjoy free breakfast, free parking, and a casino. Our guests praise the breakfast and the pool in our reviews. Popular attractions Ko-Kwel Casino Resort Medford and Bear Creek Golf Center are located nearby.
Pool
Breakfast included
Red Lion Hotel Rogue Regency Medford Airport

Red Lion Hotel Rogue Regency Medford Airport

3 out of 5
2300 Biddle Rd Medford OR
Free cancellation
Reserve now, pay when you stay
The price is CA $132 per night
CA $132
CA $156 total
Oct 6 - Oct 7
includes taxes & fees
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Medford Railroad Park and Rogue Valley Mall are located nearby.
Pool
Hot tub
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St Ashland OR
Free cancellation
Reserve now, pay when you stay
The price is CA $153 per night
CA $153
CA $184 total
Nov 2 - Nov 3
includes taxes & fees
Book a stay at this business-friendly hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Weisinger Family Winery and ScienceWorks Hands-On Museum are located nearby.
Pool
Hot tub
Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

2.5 out of 5
434 S. Valley View Rd. Ashland OR
Free cancellation
The price is CA $156 per night
CA $156
CA $159 total
Nov 3 - Nov 4
includes taxes & fees
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Allen Elizabethan Theatre and Angus Bowmer Theatre are located nearby.
Pool
Hot tub
Prospero's Flagship Inn

Prospero's Flagship Inn

2.5 out of 5
1193 Siskiyou Blvd Ashland OR
Free cancellation
Reserve now, pay when you stay
The price is CA $81 per night
CA $81
CA $90 total
Oct 11 - Oct 12
includes taxes & fees
Book a stay at this business-friendly hotel in Ashland. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Schneider Museum of Art and ScienceWorks Hands-On Museum are located nearby.
Pool
Breakfast included
Stratford Inn

Stratford Inn

2.5 out of 5
555 Siskiyou Blvd Ashland OR
The price is CA $102 per night
CA $102
CA $114 total
Nov 1 - Nov 2
includes taxes & fees
Stay at this hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions Ashland Library and Oregon Cabaret Theatre are located nearby.
Pool
Hot tub
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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.

Stay near popular Jackson County attractions

A statue of a person in a brown outfit with a hat and sunglasses, holding a pipe and a book, standing on a pedestal in a park with green bushes and trees.
Photo by Patrick Glassford
Open Photo by Patrick Glassford

Oregon Shakespeare Festival

9.2/10 (620 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.
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Photos of local treasures

Browse Jackson County vacation photos for more inspiration

A river flowing through a forest with dense trees and a fallen log in the water.
A dry lakebed with sparse vegetation and distant mountains under a clear sky.
A vineyard with rows of grapevines and a sign indicating 'CABERNET SAUVIGNON'.
A mountainous landscape with dense forests and clear blue skies.
A sunset over a mountainous landscape with silhouetted peaks and scattered clouds.

Frequently asked questions

How much are vacation packages to Jackson County?
Starting as low as , hotel and flight packages are a great way to stretch your travel budget. Get ready Jackson County — here you come!
Where can I get the best vacation package deals for Jackson County?
There are fantastic Jackson County package deals to be gained with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties all over the world? Remember this the next time you're ready to tick another place off your must-see list.
Why should I book my Jackson County vacation bundle via Travelocity?
With our Price Match Guarantee, we'll match any lower price you can find. Add to that our 24/7 customer support and high-quality service and the vacation of your dreams is well within reach.
Can I save money on my Jackson County car rental if I combine it with a hotel or flight?
You can with our Jackson County vacation packages. With one of these, there are plenty of ways to stretch your vacation budget further. Combine any two or more car, flight, hotel and tour bookings and see the savings pile up. With a rental car, all the attractions in and around Jackson County are a memorable road trip away.
Which airport is best for Jackson County?
Rogue Valley Intl. Airport (MFR) and Klamath Falls Intl. Airport (LMT) are your best options for flying to Jackson County.
What is there to do in Jackson County?
Jackson County has hidden surprises around every turn, however ensure you get to Oregon Shakespeare Festival and Southern Oregon University while you're here. These two attractions are very popular with visitors to the region.