Deals on vacations and trips to Jackson County

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A large, historic building with a prominent dome and columns, surrounded by well-maintained lawns and trees.

Windom

Vacations
Windom

Jackson County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Bilmar Inn & Suites Dell Rapids Near Sioux Falls

Bilmar Inn & Suites Dell Rapids Near Sioux Falls

2 out of 5
Price was $389, price is now $335 per person
$335
per person
Sep 18 - Sep 20
found 24 hours ago
Roundtrip flight included
Chicago (ORD) to Sioux Falls (FSD)
Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. Express check-out is also provided.
Historic Twin Tudors Inn

Historic Twin Tudors Inn

3 out of 5
Price was $610, price is now $476 per person
$476
per person
Sep 12 - Sep 14
found 24 hours ago
Roundtrip flight included
Chicago (ORD) to Sioux Falls (FSD)
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. Families will appreciate the children's pool and barbecue grills. Business travelers can take advantage of the 24-hour business center.
Days Inn by Wyndham Sioux Falls Airport

Days Inn by Wyndham Sioux Falls Airport

2 out of 5
North Sioux Falls
Price was $783, price is now $696 per person
$696
per person
Sep 8 - Sep 13
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Sioux Falls (FSD)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Hotel On Phillips

Hotel On Phillips

2.5 out of 5
Downtown Sioux Falls
Price was $497, price is now $447 per person
$447
per person
Sep 12 - Sep 14
found 24 hours ago
Roundtrip flight included
Chicago (ORD) to Sioux Falls (FSD)
This hotel features a restaurant, a gym, and a bar/lounge. There's no skimping on freebies - guests receive free WiFi, free self parking, and a free airport shuttle. Valet parking, a 24-hour business center, and a coffee shop are also offered.
Historic Victorian Inn

Historic Victorian Inn

3 out of 5
Cathedral
Price was $451, price is now $420 per person
$420
per person
Sep 12 - Sep 14
found 24 hours ago
Roundtrip flight included
Chicago (ORD) to Sioux Falls (FSD)
This guesthouse features free WiFi in public areas, laundry facilities, and free self parking. A free airport shuttle is offered as well. A business center, a terrace, and a garden are also on offer.

Top Jackson County hotels deals

AmericInn by Wyndham Jackson

AmericInn by Wyndham Jackson

3 out of 5
110 Belmont Lane Jackson MN
Free Cancellation
Reserve now, pay when you stay
$115 nightly
The price is $128 total per night
$128 total
Aug 2 - Aug 3
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like self-serve breakfast and free self parking.
Pool
Hot Tub
Super 8 by Wyndham Jackson MN

Super 8 by Wyndham Jackson MN

2 out of 5
2025 Highway 71 N Jackson MN
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $110 total per night
$110 total
Jul 23 - Jul 24
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. A picnic area, express check-out, and a computer station are also on offer.
Breakfast included
Pet friendly
Earth Inn Motel

Earth Inn Motel

2.5 out of 5
1051 Highway 71 N Jackson MN
Free Cancellation
Reserve now, pay when you stay
$65 nightly
The price is $72 total per night
$72 total
Jul 23 - Jul 24
Total with taxes and fees
This motel features barbecue grills. Take advantage of the free self parking.
Parking included
Free WiFi
Lake Okoboji Resort & Conference Center

Lake Okoboji Resort & Conference Center

3 out of 5
1405 Highway 71 Okoboji IA
Free Cancellation
Reserve now, pay when you stay
$113 nightly
The price is $124 total per night
$124 total
Aug 9 - Aug 10
Total with taxes and fees
A golf course, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the indoor pool and free perks like continental breakfast and free self parking.
Vintage Block Inn & Suites

Vintage Block Inn & Suites

2.5 out of 5
1107 Sanborn Ave Okoboji IA
$124 nightly
The price is $137 total per night
$137 total
Aug 9 - Aug 10
Total with taxes and fees
This motel features an outdoor pool and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A terrace, a picnic area, and express check-out are also on offer.
Pool
Breakfast included
AmericInn by Wyndham Okoboji

AmericInn by Wyndham Okoboji

3 out of 5
1005 Brooks Park Dr Okoboji IA
$144 nightly
The price is $158 total per night
$158 total
Aug 2 - Aug 3
Total with taxes and fees
This hotel features an indoor pool and a hot tub. Traveling for business? Take advantage of the free WiFi in public areas, express check-out, and conference space. Enjoy the sauna and free perks like continental breakfast and free self parking.
Pool
Hot Tub
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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 large, historic building with a dome and columns, surrounded by trees and a grassy area.

Jackson County Courthouse

7.4/10 (29 reviews)
You can learn about the history of Jackson with a visit to Jackson County Courthouse. Stroll along the riverfront or discover the area's sunrises.
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Photos of local treasures

Browse Jackson County vacation photos for more inspiration

A gravestone surrounded by lush greenery and trees.
A rural road curving through a field with dry grass and sparse trees under a partly cloudy sky.

Frequently asked questions

How much are vacation packages to Jackson County?
Treat yourself to a memorable travel experience in Jackson County with a vacation package starting at $335. Reserving your flights, tours and hotels with Travelocity has never been easier. What's more, our package deals will leave you with more money in your pocket for loads of fun activities.
Where can I get the best vacation package deals for Jackson County?
Travelocity is here to help you snap up an unbeatable Jackson County package deal. With more than 400 partner airlines and 1,000,000 properties worldwide, there's no doubt you'll find the perfect combination.
Why should I purchase my Jackson County vacation package with Travelocity?
Because life is one amazing journey, and we've got everything you need to help you along the way. With our top-notch service and Price Match Guarantee, you can organize your trip with confidence. Plus, you can sleep easy on the road knowing we're always available to chat via our 24/7 support.
Will I save money on my Jackson County car rental if I bundle it with my hotel or flight?
Combining your bookings into a Jackson County vacation package will leave you with some serious savings. Choose a car and flight; a car, hotel and flight; or a car and hotel. You won't find a better way to explore the greater Jackson County area than from the comfort of your own rental car. You can also add experiences and tours to your Travelocity package.
What is there to do in Jackson County?
A visit to Jackson County is incomplete without checking out Round Lake Vineyards & Winery. Ensure this big-name sight is at the top of your travel schedule.

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