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

Stratford Inn

Stratford Inn

2.5 out of 5
555 Siskiyou Blvd Ashland OR
Fully refundableReserve now, pay when you stay
The price is 2.370.420 ₫ per night from 19 Apr to 20 Apr
2.370.420 ₫
2.643.018 ₫ total
19 Apr - 20 Apr
includes taxes & fees
9.4/10 Exceptional! (1,748 reviews)
The Stratford Inn is a quaint little Inn clearly geared toward travelers coming to the Oregon Shakespeare Festival...which we were. The staff was very friendly and helpful. OSF is a short, convenient walk (even for us older, out-of-shape folks). The rooms are nice and well-maintained despite the ...

Reviewed on 17 Apr 2026

Stratford Inn
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 2.513.882 ₫ per night from 19 Apr to 20 Apr
2.513.882 ₫
3.066.358 ₫ total
19 Apr - 20 Apr
includes taxes & fees
8.8/10 Excellent! (1,451 reviews)
Our room was clean. Smelled a little musty. A little dated. Overall a good stay.

Reviewed on 16 Apr 2026

Ashland Hills Hotel & Suites
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 2.204.491 ₫ per night from 24 Apr to 25 Apr
2.204.491 ₫
2.611.742 ₫ total
24 Apr - 25 Apr
includes taxes & fees
8.8/10 Excellent! (2,938 reviews)
Good for a stop

Reviewed on 16 Apr 2026

Rogue Regency Inn Medford Airport
See all 809 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.