Jackson County Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Your Jackson County Vacation

Embark on your next big adventure with a Jackson County vacation package, and leave knowing all the details are already organized. Plus with the ability to tailor your getaway, it'll be one you won't forget. A trip to Jackson County wouldn't be complete without experiencing some of its most renowned cities, starting with Ashland. A couple of the most popular attractions here include Oregon Shakespeare Festival and Lithia Park. Prospect is another favourite city with Jackson County travellers. Visitors to this exciting city enjoy Mill Creek Falls and Joseph H Stewart State Park. Whether you plan to travel for a couple of days or a couple of weeks, Expedia are here to help you organize your next dream Jackson County vacation.

Top vacation destinations in Jackson County

FlightsFlightsHotelsHotels

Medford

Medford

Jackson County Hotel Deals

Stratford Inn

Stratford Inn

2.5 out of 5
555 Siskiyou Blvd Ashland OR
Fully refundableReserve now, pay when you stay
The price is CA $124 per night from Apr 14 to Apr 15
CA $124
CA $139 total
Apr 14 - Apr 15
includes taxes & fees
9.4/10 Exceptional! (1,743 reviews)
Appreciated the fact that the breakfast items included non-dairy milk. Also, the attendant was very cheerful and helpful.

Reviewed on Apr 10, 2026

Stratford Inn
Rogue Regency Inn Medford Airport

Rogue Regency Inn Medford Airport

3 out of 5
2300 Biddle Rd Medford OR
Fully refundableReserve now, pay when you stay
The price is CA $127 per night from Apr 20 to Apr 21
CA $127
CA $149 total
Apr 20 - Apr 21
includes taxes & fees
8.8/10 Excellent! (2,925 reviews)
Breakfast is good.

Reviewed on Apr 11, 2026

Rogue Regency Inn Medford Airport
Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

4 out of 5
2399 S Pacific Hwy Medford OR
Fully refundableReserve now, pay when you stay
The price is CA $195 per night from Apr 13 to Apr 14
CA $195
CA $236 total
Apr 13 - Apr 14
includes taxes & fees
9.6/10 Exceptional! (1,016 reviews)
Room clean , we will come back again

Reviewed on Apr 6, 2026

Compass by Margaritaville in Medford
See all 798 properties in Jackson County
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.
All Inclusive Vacations
All Inclusive Vacations
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Frequently asked questions

How much does a Jackson County vacation package cost?
Starting from only , a vacation package is your ticket to inexpensive travel. Put together your Jackson County getaway by choosing from our great range of hotels, flights and rental cars.
How do I get a cheap travel package to Jackson County?
Our Jackson County vacation packages offer plenty of savings for the savvy explorer. For the best deals, simply combine your flights, hotels and extras (such as activities) into a convenient package. But low prices are just the beginning of your next amazing adventure. When you book with Expedia, you'll have more than 550 airlines and 1,000,000 hotel options across the globe to pick from. Whatever your style, there's a package that's perfect for you.
What are the top hotels in Jackson County?
Take a look at Ashland Hills Hotel & Suites and Stratford Inn. They're top picks for lots of travelers to Ashland. If Jacksonville features on your itinerary, Super 8 by Wyndham Central Pt Medford and Plaza Inn & Suites at Ashland Creek are great options.
How far in advance should I book my Jackson County vacation?
It can be tricky to know when is the ideal time to book your Jackson County trip. But typically the earlier you book, the more affordable the prices. In some cases, you can lock in your flights and hotels nearly a year before departure. If you're eager to escape on a last-minute getaway, no need to panic! There are plenty of fantastic deals popping up on Expedia every single day.
What does an Expedia Jackson County travel package include?
Flights, hotels and rental cars, or any combination of them — it's up to you! Whether you're headed to Jackson County with the whole family or adventuring with your friends, there's a bundle to fit your style and budget. Once you've made your booking, why not add on one or two activities?
What should I know before booking a Jackson County travel package?
When you book your hotels, flights and car rentals together, you'll pick up fantastic discounts. Whether you're planning an island getaway in a villa or prefer to stay in a fancy hotel in the city, Expedia will help make it happen.
Can I choose my airline with a Jackson County Expedia vacation package?
Most definitely. Expedia has more than 550 partner airlines to choose from across the world. With such a huge range of choice, finding the ideal carrier to take you to Jackson County will be easy.
If I'm not able to travel, can I cancel my Jackson County vacation package?
If your vacation plans in Jackson County have changed, it's comforting to know that it is possible to cancel or amend your booking. If your booking was made within the last 24 hours, you may be able to get a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may impose a fee. To learn more, visit our Customer Service Portal.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.