Jackson County Vacation Packages
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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
Top Jackson County Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Peerless Hotel by WanderLodges
Historic Railroad District
CA $1,060
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTT) to Medford (MFR)
9.6/10 Exceptional! (112 reviews)
The place was cute. Room was really nice and bed was comfy. Close to downtown. Would stay there again.
Reviewed on Aug 13, 2026
Grandview of Ashland
CA $1,823
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTT) to Medford (MFR)
10/10 Exceptional! (8 reviews)
The Grandview house and property far exceeded our expectations. We especially enjoying making meals together in the beautiful kitchen and reminiscing on the deck while taking in the spectacular views. We were fortunate to see lots of wildlife too. We hope to come back next year.
Reviewed on Aug 20, 2026
Jackson County Hotel Deals
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
Fully refundableReserve now, pay when you stay
CA $218
CA $262 total
Aug 31 - Sep 1
includes taxes & fees
Rogue Regency Inn Medford Airport
2300 Biddle Rd Medford OR
CA $133
CA $156 total
Sep 7 - Sep 8
includes taxes & fees
Comfort Inn & Suites Ashland
434 S. Valley View Rd. Ashland OR
Fully refundable
CA $153
CA $156 total
Aug 31 - Sep 1
includes taxes & fees
8.8/10 Excellent! (1,023 reviews)
"Pleasant and helpful staff. Older well maintained property. Very clean room as well as common areas. The bed was great! Most comfortable nights sleep of my whole road trip. Breakfast was good quality and well monitored by staff. Nothing ran out and the tables and buffet were clean. Our room was huge, ..."
Reviewed on Aug 25, 2026
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 vacation package cost?
Starting from only CA $1,060, 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
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.
Photo by Shannon Willitts
Lithia Park
9.6/10 (1,250 reviews)
Explore the great outdoors at Lithia Park, a lovely green space in Ashland. Discover the top-notch restaurants and acclaimed theater scene in this family-friendly area.
Mount Ashland Ski Area
8.6/10 (228 reviews)
Hit the slopes in Ashland with a visit to Mount Ashland Ski Area. Discover the top-notch restaurants and lively festivals in this walkable area.
Lithia & Driveway Fields
8.4/10 (91 reviews)
Catch an event at Lithia & Driveway Fields during your trip to Medford. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.
Rogue Valley Mall
8.2/10 (554 reviews)
You can search for that perfect souvenir at Rogue Valley Mall during your visit to Medford. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.
Britt Pavilion
9.6/10 (43 reviews)
Get tickets for a show at Britt Pavilion, a storied theater in Jacksonville. While you're here, you can savor the top-notch restaurants.
The Expo
8.0/10 (122 reviews)
Enjoy an outing to The Expo during your stay in Central Point. While you're here, you can savor the top-notch restaurants.
Rogue Valley Country Club
8.4/10 (72 reviews)
Enjoy a round of golf in Medford at Rogue Valley Country Club. Wander around the area's picturesque gardens or experience its acclaimed theater scene.
What to do in Jackson County
Self Guided Driving Audio Tour in Crater Lake
CA $28
per traveller
Crater Lake National Park Self-Guided Audio Tour
CA $27
per traveller
Rogue River Golden Hour Evening Float Trip
CA $167
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
