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

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 2.936.531 ₫ per night from 3 Jun to 4 Jun
2.936.531 ₫
3.435.162 ₫ total
3 Jun - 4 Jun
includes taxes & fees
8.8/10 Excellent! (3,089 reviews)
"The shuttle was amazing for a park and fly package! Fast and convenient and SAFE! Bed was comfortable and we will book again!!! Thank you but I have to say the breakfast needs help!"

Reviewed on 2 Jun 2026

Rogue Regency Inn Medford Airport
The Bard's Inn, BW Signature Collection by Best Western

The Bard's Inn, BW Signature Collection by Best Western

2.5 out of 5
132 N Main Street Ashland OR
The price is 3.558.539 ₫ per night from 8 Jun to 9 Jun
3.558.539 ₫
3.967.771 ₫ total
8 Jun - 9 Jun
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"We were only there for overnight so did not get to experience much."

Reviewed on 1 Jun 2026

The Bard's Inn, BW Signature Collection by Best Western
Prospero's Flagship Inn

Prospero's Flagship Inn

2.5 out of 5
1193 Siskiyou Blvd Ashland OR
The price is 2.084.465 ₫ per night from 3 Jun to 4 Jun
2.084.465 ₫
2.324.231 ₫ total
3 Jun - 4 Jun
includes taxes & fees
8.8/10 Excellent! (1,330 reviews)
"We stayed here for one night. Our room was on the second floor and at the end of the outside hallway. The room was very quiet. We could sleep with the window open all night and enjoy the fresh air. The view from our room was of the mountains. The room was very clean and bedding very clean and comfy. ..."

Reviewed on 2 Jun 2026

Prospero's Flagship Inn
See all 832 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.