Jackson County Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Terry Porter

Top destinations in Jackson County

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Medford

Medford

Top hotels in Jackson County

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 4.465.635 ₫ per night from 19 Jul to 20 Jul
4.465.635 ₫
5.338.875 ₫ total
19 Jul - 20 Jul
includes taxes & fees
9.6/10 Exceptional! (1,020 reviews)
"Its a great place to stay when I visit, very clean rooms, staff is great, breakfast is good and its very relaxing by the pool with several fire pits. I had a great time visiting family and they were able to come hang out with me at the pool/fire pit, playing cornhole and enjoy the restaurant as ..."

Reviewed on 16 Jul 2026

Compass by Margaritaville in Medford
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 3.017.782 ₫ per night from 16 Aug to 17 Aug
3.017.782 ₫
3.063.049 ₫ total
16 Aug - 17 Aug
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
"There were ants all over the place. We had to switch rooms."

Reviewed on 16 Jul 2026

Comfort Inn & Suites Ashland
Best Western Inn At The Rogue

Best Western Inn At The Rogue

2.5 out of 5
8959 Rogue River Hwy Grants Pass OR
Fully refundableReserve now, pay when you stay
The price is 3.673.320 ₫ per night from 13 Aug to 14 Aug
3.673.320 ₫
3.948.819 ₫ total
13 Aug - 14 Aug
includes taxes & fees
Best Western Inn At The Rogue
See all 820 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.

Frequently asked questions

How much does a Jackson County holiday package cost?
Starting from only , a holiday 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 holiday 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 1null000null000 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 travellers 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 holiday?
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 holiday 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 holiday package?
If your holiday 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 get tickets for a performance 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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