Deals on vacations and trips to Jackson

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Jackson flight + hotel vacation packages

Wyndham Garden Kenosha Harborside

Wyndham Garden Kenosha Harborside

3.5 out of 5
Downtown Kenosha
per person
May 27 - May 30
Roundtrip flight included
Orlando (MCO) to Milwaukee (MKE)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like cooked-to-order breakfast and free self parking.
Super 8 by Wyndham Kenosha/Pleasant Prairie

Super 8 by Wyndham Kenosha/Pleasant Prairie

2 out of 5
per person
May 27 - May 30
Roundtrip flight included
Orlando (MCO) to Milwaukee (MKE)
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. Free parking, laundry facilities, and barbecue grills are also on offer.
Days Inn by Wyndham Pleasant Prairie Kenosha

Days Inn by Wyndham Pleasant Prairie Kenosha

2.5 out of 5
per person
May 27 - May 30
Roundtrip flight included
Orlando (MCO) to Milwaukee (MKE)
This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. There's a gym on site, and a 24-hour front desk and a fireplace in the lobby are also provided.
Prices and availability subject to change. Additional terms may apply.

Top Jackson hotels deals

Comfort Inn & Suites Jackson - West Bend

Comfort Inn & Suites Jackson - West Bend

2.5 out of 5
W227 N16890 Tillie Lake Ct, Jackson, WI
Free Cancellation
Reserve now, pay when you stay
The price is $89 per night
$89
per night
Apr 25 - Apr 26
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 spa tub and free perks like buffet breakfast and free self parking.
Hot Tub
Pet friendly
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave, Milwaukee, WI
The price is $132 per night
$132
per night
Apr 25 - Apr 26
This smoke-free hotel's 3 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a coffee shop, and express check-out are also offered.
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

4 out of 5
333 W Kilbourn Ave, Milwaukee, WI
Free Cancellation
The price is $107 per night
$107
per night
May 5 - May 6
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and limo/town car service are also offered.
Holiday Inn Express Milwaukee-West Medical Center, an IHG Hotel

Holiday Inn Express Milwaukee-West Medical Center, an IHG Hotel

2.5 out of 5
11111 W North Ave, Milwaukee, WI
Free Cancellation
The price is $89 per night
$89
per night
Apr 22 - Apr 23
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the business center, laundry service, and conference space. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
Pet friendly
Breakfast included
The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
1215 N 10th Street, Milwaukee, WI
Free Cancellation
Reserve now, pay when you stay
The price is $190 per night
$190
per night
Apr 22 - Apr 23
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A terrace, dry cleaning, and luggage storage are also on offer.
Parking available
Free WiFi
Motel 6 Milwaukee, WI - Glendale

Motel 6 Milwaukee, WI - Glendale

2 out of 5
5485 N Port Washington Rd, Milwaukee, WI
Free Cancellation
Reserve now, pay when you stay
The price is $55 per night
$55
per night
Apr 28 - Apr 29
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.
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.

Frequently asked questions

How much are vacation packages to Jackson?
With Travelocity vacation packages, you could be living it up in Jackson for only $284. Hotels, flights and experiences — we’ve got it covered. You’ll save a bunch just by combining your bookings together. And with everything taken care of before you even go, you can sit back, relax and not worry about a thing.
How long should my Jackson vacation be?
Typically, visitors stay 3 nights in Jackson. However, that mightn’t be anywhere near enough for you. If you’d love to explore some of the area’s hidden gems, why not add another couple of nights to your travel itinerary?
Where can I get the best vacation package deals for Jackson?
You’ll come across an amazing range of Jackson package deals on Travelocity. With 400 airlines and 1,000,000 properties around the globe, piecing together your dream escape won’t take long.
Why should I book my Jackson vacation bundle with Travelocity?
Because life is one amazing journey, and we have everything you could hope for to help you along the way. With our top-notch service and Price Match Guarantee, you can book with confidence. What’s more, you can sleep easy while you’re on the road knowing we’ve got you covered with our 24/7 support.
Can I save on my Jackson car rental if I combine it with my hotel or flight?
With a Jackson vacation package, you can bundle your car, hotel and flight bookings and save tons. If you’re eager to uncover the best of this impressive city, why not make tracks to Wrigley Field? This well-known attraction is 100 mi from Jackson. With your own rental car, you’ll be there in no time.
What is the best time of year to go to Jackson?
You’ll pick up the best hotel prices in and pay more during . You can usually expect it to be more relaxed in April, September and October, while you’ll find a lot more fellow travelers to meet during June, July and December. It all depends on what you’re willing to pay, the weather conditions and how you deal with crowds.
Which airport is best for Jackson?
General Mitchell Intl. Airport (MKE) is where many travelers disembark. It’s situated 30 mi southeast from inner Jackson. Alternatively, check out the fares to Dane County Regional Airport (MSN), which is 60 mi away from central Jackson.
Where should I stay when visiting Jackson?
Many travelers hit the hay at the Comfort Inn & Suites Jackson - West Bend. It’s a terrific base for your Jackson escape.