Jackson County Vacation Packages

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Photo by Terry Porter

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    Save up to CA $4,200 when you book a flight and hotel together*

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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

A tree-lined street with storefronts, American flags, and a bicycle lane.
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Medford

Medford

Jackson County Hotel Deals

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St Ashland OR
Fully refundableReserve now, pay when you stay
The price is CA $130 per night from Nov 17 to Nov 18
CA $130
CA $159 total
Nov 17 - Nov 18
includes taxes & fees
8.8/10 Excellent! (1,576 reviews)
"酒店设施很干净，尤其是卫生间。非常棒的体验"

Reviewed on Nov 13, 2026

Ashland Hills Hotel & Suites
Red Lion Hotel Rogue Regency Medford Airport

Red Lion Hotel Rogue Regency Medford Airport

3 out of 5
2300 Biddle Rd Medford OR
Fully refundableReserve now, pay when you stay
The price is CA $132 per night from Nov 16 to Nov 17
CA $132
CA $156 total
Nov 16 - Nov 17
includes taxes & fees
Red Lion Hotel Rogue Regency Medford Airport
Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

2.5 out of 5
434 S. Valley View Rd. Ashland OR
Fully refundable
The price is CA $141 per night from Dec 14 to Dec 15
CA $141
CA $143 total
Dec 14 - Dec 15
includes taxes & fees
9/10 Wonderful! (1,071 reviews)
"The room was very clean and well maintained. Parking was convenient. The breakfast was good"

Reviewed on Nov 14, 2026

Comfort Inn & Suites Ashland
See all 784 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
Beach Vacations
Beach Vacations
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Family Vacations

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.

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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What to do in Jackson County

Crater Lake National Park Self-Guided Audio Tour

Crater Lake National Park Self-Guided Audio Tour

CA $27
per traveller
Crater Lake National Park Self-Guided Audio Tour
Self Guided Audio Tour Bundle US Pacific Coastline

Self Guided Audio Tour Bundle US Pacific Coastline

CA $156
per traveller
Self Guided Audio Tour Bundle US Pacific Coastline
An Audio Tour Through the Heart of Ashland, Oregon

The Cultural Heart of Ashland: A Self-Guided Audio Tour

CA $14
per adult
The Cultural Heart of Ashland: A Self-Guided Audio Tour
See all activities in Jackson County
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.