Jackson County Vacations & Trips from $1,041
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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 favorite city with Jackson County travelers. 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 destinations in Jackson County
Medford
Ashland
Central Point
Jacksonville
Prospect
Shady Cove
Rogue River
White City
The Latest Jackson County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
McCall House Boutique Inn
Historic Downtown District
$1,527
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
9.2/10 Wonderful! (605 reviews)
Cute place. Helpful and friendly staff. Excellent breakfast. Would definitely return because I’m already booked again.
Reviewed on Aug 28, 2026
Find the Best Jackson County Vacation Packages
Jackson County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Rogue Valley Intl. Airport (MFR) |
Top Sights | Lithia Park, Howard Prairie Lake and Emigrant Lake |
Jackson County Hotel Deals
Rogue Regency Inn Medford Airport
2300 Biddle Rd Medford OR
Fully refundableReserve now, pay when you stay
$123 nightly
$139 total
Aug 30 - Aug 31
Total with taxes and fees
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
Fully refundableReserve now, pay when you stay
$171 nightly
$191 total
Sep 21 - Sep 22
Total with taxes and fees
9.6/10 Exceptional! (1,077 reviews)
"Clean room, staff and breakfast"
Reviewed on Aug 28, 2026
Comfort Inn & Suites Ashland
434 S. Valley View Rd. Ashland OR
Fully refundable
$105 nightly
$107 total
Sep 28 - Sep 29
Total with taxes and fees
9/10 Wonderful! (1,004 reviews)
"Very comfortable room and view of the hills. Easy access to the Shakespeare Festival."
Reviewed on Aug 28, 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.
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
Crater Lake National Park Self-Guided Audio Tour
$19
per traveler
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
