Jackson County Vacations & Trips from $454
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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.
Wine Country Inn
Price was $561, price is now $454 per person
$454
per person
Jul 2 - Jul 5
found 12 hours ago
Roundtrip flight included
Seattle (SEA) to Medford (MFR)
9.4/10 Exceptional! (1,006 reviews)
Beautiful little inn for our overnight stop between our trip from Seattle to the Bay.
Reviewed on May 28, 2026
Callahan's Mountain Lodge
Price was $678, price is now $549 per person
$549
per person
Jul 16 - Jul 19
found 9 hours ago
Roundtrip flight included
Seattle (SEA) to Medford (MFR)
8.8/10 Excellent! (1,159 reviews)
Food was amazing Had an ice dinner food cooked perfect.
Breakfast good would’ve liked salsa. And bacon or sausage but all in all very good.
Had a jacuzzi room. May I suggest grab bars to help older ones get in and out Also grip strips on bottom But it was nice to relax after a long day. We’ll be back but would like a jacuzzi room further from stairs going up. Too noisy See you soon
Reviewed on May 28, 2026
Green Springs Inn
Price was $661, price is now $540 per person
$540
per person
Jul 16 - Jul 19
found 9 hours ago
Roundtrip flight included
Seattle (SEA) to Medford (MFR)
9.4/10 Exceptional! (120 reviews)
Hot tub, clean room, and helpful staff. The coffee maker needs to be replaced or at the very least thoroughly cleaned with a vinegar based solution. Not having coffee was tough but we managed. The land and space is truly special and I finished two books. Will be back!
Reviewed on May 26, 2026
Hummingbird Estate Wine & Suites
Price was $780, price is now $659 per person
$659
per person
Jul 16 - Jul 19
found 9 hours ago
Roundtrip flight included
Seattle (SEA) to Medford (MFR)
9.6/10 Exceptional! (158 reviews)
A lovely quaint place to stay with great wine and kind staff - would absolutely recommend. Most rooms additionally have a separated sitting room away from the bedroom which is a nice thing to have. Plus the ground are gorgeous and wandering around at sunset is amazing!
Reviewed on May 21, 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
$99 nightly
The price is $112 total per night from May 31 to Jun 1
$112 total
May 31 - Jun 1
Total with taxes and fees
8.8/10 Excellent! (3,074 reviews)
"There is no way this property should have an 8.8 rating, it is in terrible condition. The first room we were given smelled of mildew and animal urine. We requested a new room, and that room thankfully smelled better, but the filters on the air conditioner were filthy, they looked like a dryer lint ..."
Reviewed on May 30, 2026
Ashland Hills Hotel & Suites
2525 Ashland St Ashland OR
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $151 total per night from May 31 to Jun 1
$151 total
May 31 - Jun 1
Total with taxes and fees
8.8/10 Excellent! (1,477 reviews)
"The mattress are needing to be replaced, which is why you stay at hotels, to sleep. The beds were not comfortable because of the depressions. We asked for a quiet room and the hotel was not close to full and they put us next to a very noisy couple, we had to call the front desk three times to see ..."
Reviewed on May 30, 2026
Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
Fully refundableReserve now, pay when you stay
$151 nightly
The price is $168 total per night from May 31 to Jun 1
$168 total
May 31 - Jun 1
Total with taxes and fees
9.6/10 Exceptional! (1,002 reviews)
"We liked the Happy hour and pool area. Pool could have been cleaner. Overall good stay we would go back"
Reviewed on May 30, 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.
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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.
