Deals on vacations and trips to Jackson

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Jackson flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
Price was $651, price is now $537 per person
$537
per person
Aug 12 - Aug 17
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Milwaukee (MKE)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the gym and perks like free self parking.
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $1,380, price is now $948 per person
$948
per person
Jul 30 - Aug 2
found 4 hours ago
Roundtrip flight included
Orlando (MCO) to Milwaukee (MKE)
A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and visit the 3 bars/lounges and poolside bar for drinks.
Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
Price was $888, price is now $701 per person
$701
per person
Jul 30 - Aug 2
found 4 hours ago
Roundtrip flight included
Orlando (MCO) to Milwaukee (MKE)
A restaurant and a bar/lounge are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Free self parking, a terrace, and a lobby fireplace are also offered.
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was $911, price is now $739 per person
$739
per person
Jul 30 - Aug 2
found 4 hours ago
Roundtrip flight included
Orlando (MCO) to Milwaukee (MKE)
This boutique hotel features 3 restaurants, a bar/lounge, and a 24-hour gym. Families will appreciate the arcade/game room and onsite laundry facilities. WiFi in public areas is free.
The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
Westown
Price was $985, price is now $812 per person
$812
per person
Jul 8 - Jul 12
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Milwaukee (MKE)
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.

Top Jackson hotels deals

Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
375 S Moorland Rd Brookfield WI
Free Cancellation
Reserve now, pay when you stay
$103 nightly
The price is $119 total per night
$119 total
Jun 28 - Jun 29
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the gym and perks like free self parking.
Pool
Free airport shuttle
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

4 out of 5
2308 W Wisconsin Ave Milwaukee WI
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $129 total per night
$129 total
May 31 - Jun 1
Total with taxes and fees
This smoke-free hotel features 2 restaurants, a bar/lounge, and a gym. Guests will appreciate perks like free WiFi and a free area shuttle. Self parking, a 24-hour business center, and a coffee shop are also offered.
Pet friendly
Free WiFi
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

4 out of 5
333 W Kilbourn Ave Milwaukee WI
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $139 total per night
$139 total
Jun 10 - Jun 11
Total with taxes and fees
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 a snack bar/deli are also offered.
Pet friendly
Free WiFi
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave Milwaukee WI
Free Cancellation
Reserve now, pay when you stay
$176 nightly
The price is $208 total per night
$208 total
Jun 7 - Jun 8
Total with taxes and fees
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.
Pet friendly
Free WiFi
Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

3.5 out of 5
1200 S Moorland Rd Brookfield WI
Free Cancellation
Reserve now, pay when you stay
$122 nightly
The price is $141 total per night
$141 total
Jun 4 - Jun 5
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.
Pool
Breakfast included
Studio 6 Extended Stay Milwaukee Brookfield WI

Studio 6 Extended Stay Milwaukee Brookfield WI

2 out of 5
325 N Brookfield Rd Brookfield WI
Free Cancellation
Reserve now, pay when you stay
$77 nightly
The price is $86 total per night
$86 total
Jun 2 - Jun 3
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A safe deposit box and laundry facilities are also provided.
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?
Adventures are calling in Jackson, with Travelocity vacation packages from as little as $537. In addition to flights and hotels, these sensational deals make it easy to explore every corner of the world.
How long should my Jackson vacation be?
Many travelers lock in a hotel for 2 nights in Jackson. But that doesn't mean you have to follow suit. How long you decide to stay comes down to what sorts of things you want to do on your vacation. If your aim is to see every corner of this amazing destination, consider staying another night or so (or even an extra week!).
Where can I get the best vacation package deals for Jackson?
You can pick up awesome Jackson package deals with Travelocity. Pick and choose from 400 airlines and 1,000,000 properties worldwide and turn those travel fantasies into a reality.
Why should I purchase my Jackson vacation bundle via Travelocity?
We make traveling the world easy. Whether you're looking for an amazing new place to wander around or want to make sure you get the best deal around, we're here to assist. Our 24/7 customer care, quality service and Price Match Guarantee mean you can confidently book with Travelocity.
Will I save money on my Jackson car rental if I combine it with a hotel or flight?
With a Jackson vacation package, you can bundle your car, flight and hotel bookings and save loads. When you're ready to explore the best of this wonderful city, why not check out Wrigley Field? This must-see attraction is 100 mi from Jackson. With a rental car, you'll be there in a jiffy.
Which airport is best for Jackson?
General Mitchell Intl. Airport (MKE), 30 mi southeast of the city center, is where many people start their Jackson adventures. But it's possible that Dane County Regional Airport (MSN) (60 mi away from central Jackson) could be a handier option for you.
Where should I stay when visiting Jackson?
The Comfort Inn & Suites Jackson - West Bend is the first choice of many visitors. Book now to avoid missing out.

Photos of local treasures

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