Book Exclusive Jackson County Vacation Packages

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Search vacation packages deals in Jackson County's top destinations

A street lined with buildings, trees, and traffic lights.

Medford

Vacations
Medford
A deer on a road with vegetation on the sides.

Ashland

Vacations
Ashland

Jackson County flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Relax Inn At Ashland

Relax Inn At Ashland

1.5 out of 5
Price was CA $1,201, price is now CA $1,041 per person
CA $1,041
per person
Sep 2 - Sep 7
found 9 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Medford (MFR)
Stay at this hotel in Ashland. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Oregon Shakespeare Festival and Weisinger Family Winery are located nearby.
Winchester Inn

Winchester Inn

3.5 out of 5
Historic Downtown District
Price was CA $2,845, price is now CA $2,260 per person
CA $2,260
per person
Sep 2 - Sep 7
found 9 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Medford (MFR)
Stay at this inn in Ashland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Oregon Shakespeare Festival and Oregon Cabaret Theatre are located nearby.
Wine Country Inn

Wine Country Inn

3 out of 5
Price was CA $1,430, price is now CA $1,222 per person
CA $1,222
per person
Sep 2 - Sep 7
found 9 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Medford (MFR)
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Art Presence Art Center and Quady North are located nearby.
A Cowslip's Belle Inn

A Cowslip's Belle Inn

3 out of 5
Price was CA $1,761, price is now CA $1,506 per person
CA $1,506
per person
Sep 2 - Sep 7
found 9 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Medford (MFR)
Book a stay at this business-friendly apartment in Ashland. Enjoy free WiFi, free parking, and an in-room coffeemaker. Popular attractions Oregon Shakespeare Festival and Allen Elizabethan Theatre are located nearby.
Meadowsweet Farm by WanderLodges

Meadowsweet Farm by WanderLodges

3 out of 5
Price was CA $5,287, price is now CA $4,524 per person
CA $4,524
per person
Sep 2 - Sep 7
found 9 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Medford (MFR)
Stay at this vacation home in Medford. Enjoy free WiFi, free parking, and a garden. Popular attractions Lithia & Driveway Fields and Oregon Shakespeare Festival are located nearby.

Top Jackson County hotels deals

Quality Inn & Suites Medford Airport

Quality Inn & Suites Medford Airport

2.5 out of 5
1950 Biddle Rd Medford OR
Free cancellation
Reserve now, pay when you stay
The price is CA $119 per night
CA $119
CA $134 total
Aug 20 - Aug 21
includes taxes & fees
Book a stay at this spa hotel in Medford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Lithia & Driveway Fields and Rogue Valley Mall are located nearby.
Pool
Hot tub
Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

4 out of 5
2399 S Pacific Hwy Medford OR
Free cancellation
Reserve now, pay when you stay
The price is CA $252 per night
CA $252
CA $300 total
Jul 23 - Jul 24
includes taxes & fees
Book a stay at this golf hotel in Medford. Enjoy free breakfast, free parking, and a casino. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lithia & Driveway Fields and Ko-Kwel Casino Resort Medford are located nearby.
Pool
Breakfast included
Rogue Regency Inn Medford Airport

Rogue Regency Inn Medford Airport

3 out of 5
2300 Biddle Rd Medford OR
Free cancellation
Reserve now, pay when you stay
The price is CA $136 per night
CA $136
CA $160 total
Jul 26 - Jul 27
includes taxes & fees
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lithia & Driveway Fields and Medford Railroad Park are located nearby.
Pool
Hot tub
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
2525 Ashland St Ashland OR
Free cancellation
Reserve now, pay when you stay
The price is CA $183 per night
CA $183
CA $218 total
Jul 26 - Jul 27
includes taxes & fees
Book a stay at this business-friendly hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Oregon Shakespeare Festival and Weisinger Family Winery are located nearby.
Pool
Hot tub
Union Creek Resort

Union Creek Resort

3 out of 5
56484 Highway 62 Prospect OR
The price is CA $252 per night
CA $252
CA $257 total
Jul 26 - Jul 27
includes taxes & fees
Stay at this cabin in Prospect. Enjoy free parking, a gift shop, and a picnic area. Popular attraction Natural Bridge Trail is located nearby.
Parking included
Free WiFi
My Place Hotel-Medford OR

My Place Hotel-Medford OR

3 out of 5
580 Airport Rd Medford OR
Free cancellation
Reserve now, pay when you stay
The price is CA $122 per night
CA $122
CA $138 total
Aug 17 - Aug 18
includes taxes & fees
Book a stay at this business-friendly hotel in Medford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lithia & Driveway Fields and Medford Railroad Park are located nearby.
Pet-friendly
Parking included
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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

A statue of a person in a brown outfit with a hat and sunglasses, holding a pipe and a book, standing on a pedestal in a park with green bushes and trees.
Photo by Patrick Glassford
Open 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.
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Photos of local treasures

Browse Jackson County vacation photos for more inspiration

A river flowing through a forest with dense trees and a fallen log in the water.
A dry lakebed with sparse vegetation and distant mountains under a clear sky.
A vineyard with rows of grapevines and a sign indicating 'CABERNET SAUVIGNON'.
A mountainous landscape with dense forests and clear blue skies.
A sunset over a mountainous landscape with silhouetted peaks and scattered clouds.

Frequently asked questions

How much are vacation packages to Jackson County?
Starting as low as CA $1,041, hotel and flight packages are a great way to stretch your travel budget. Get ready Jackson County — here you come!
Where can I get the best vacation package deals for Jackson County?
There are fantastic Jackson County package deals to be gained with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties all over the world? Remember this the next time you're ready to tick another place off your must-see list.
Why should I book my Jackson County vacation bundle via Travelocity?
With our Price Match Guarantee, we'll match any lower price you can find. Add to that our 24/7 customer support and high-quality service and the vacation of your dreams is well within reach.
Can I save money on my Jackson County car rental if I combine it with a hotel or flight?
You can with our Jackson County vacation packages. With one of these, there are plenty of ways to stretch your vacation budget further. Combine any two or more car, flight, hotel and tour bookings and see the savings pile up. With a rental car, all the attractions in and around Jackson County are a memorable road trip away.
Which airport is best for Jackson County?
Rogue Valley Intl. Airport (MFR) and Klamath Falls Intl. Airport (LMT) are your best options for flying to Jackson County.
What is there to do in Jackson County?
Jackson County has hidden surprises around every turn, however ensure you get to Oregon Shakespeare Festival and Southern Oregon University while you're here. These two attractions are very popular with visitors to the region.