Jackson County Vacations & Trips from $622
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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
The Latest Jackson County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
A Cowslip's Belle Inn
Price was $925, price is now $752 per person
$752
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
9.6/10 Exceptional! (46 reviews)
We stayed in the upper appartment. The place is beautiful, comfortable, quite, and clean. The kitchen is well equipped. The balcony overlooks a beautiful garden patio.
The location is a short walking distance to Ashlands' center with its theaters, coffee shops and restaurants.
Steve, our host, was welcoming, bery communicative and accessible.
Our stay was perfect.
Reviewed on Jun 25, 2026
McCall House Boutique Inn
Historic Downtown District
Price was $1,076, price is now $891 per person
$891
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
9.2/10 Wonderful! (600 reviews)
McCall Boutique was an excellent stay! We will definitely be back for a return visit.
Reviewed on Jun 26, 2026
Winchester Inn
Historic Downtown District
Price was $1,357, price is now $1,127 per person
$1,127
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
9.6/10 Exceptional! (276 reviews)
The room was perfect. A comfortable Victorian room and house close to the downtown Ashland events. The two course breakfast was wonderful and not rushed. Take your time to enjoy the place and your stay in Ashland. One note, parking is available onsite if you don’t want to park on the streets, but is tricky to find. Go around the back from the south side for the lot. We also had dinner across the street at Chateaubriand: amazing French cuisine.
Reviewed on Jul 13, 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
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
$182 nightly
The price is $203 total per night from Jul 19 to Jul 20
$203 total
Jul 19 - Jul 20
Total with taxes and fees
9.6/10 Exceptional! (1,035 reviews)
"Nice place. Good atmosphere"
Reviewed on Jul 13, 2026
Comfort Inn & Suites Ashland
434 S. Valley View Rd. Ashland OR
Fully refundable
$106 nightly
The price is $108 total per night from Aug 9 to Aug 10
$108 total
Aug 9 - Aug 10
Total with taxes and fees
8.8/10 Excellent! (1,025 reviews)
"The comfort Inn was much nicer than expected. Nearly new and very well maintained, we were very happy with our room and the way we and our dog were treated. Staff was pleasant and knowledgeable and the ac worked great!"
Reviewed on Jul 14, 2026
Best Western Inn At The Rogue
8959 Rogue River Hwy Grants Pass OR
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $137 total per night from Jul 21 to Jul 22
$137 total
Jul 21 - Jul 22
Total with taxes and fees
9/10 Wonderful! (1,018 reviews)
"The biggest complaint I have is that there is NO ELEVATOR! If you have physical issues, it’s a giant pain (literally) to carry your bags up stairs. Other than that, the hotel was clean, good beds, and the breakfast was meh (go somewhere…it wasn’t worth the price (which was free)."
Reviewed on Jul 12, 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.
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.
