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.
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was $824, price is now $671 per person
$671
per person
Oct 28 - Oct 31
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Milwaukee (MKE)
This boutique hotel features 2 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 Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $1,220, price is now $771 per person
$771
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) 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. Relax with a drink at one of the 3 bars/lounges and enjoy the 24-hour gym.
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $2,154, price is now $1,387 per person
$1,387
per person
Oct 14 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Milwaukee (MKE)
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.
Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
Price was $931, price is now $767 per person
$767
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) 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.
Washington House Inn

Washington House Inn

4 out of 5
Price was $1,275, price is now $1,066 per person
$1,066
per person
Oct 14 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Milwaukee (MKE)
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free buffet breakfast each morning. A business center, a lobby fireplace, and a library are also on offer.

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
$94 nightly
The price is $104 total per night
$104 total
Aug 30 - Aug 31
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 buffet breakfast and free self parking.
Pool
Hot Tub
AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

3 out of 5
16865 W Bluemound Rd Brookfield WI
Free Cancellation
Reserve now, pay when you stay
$77 nightly
The price is $89 total per night
$89 total
Sep 13 - Sep 14
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like daily breakfast and free self parking.
Pool
Breakfast included
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

4 out of 5
333 W Kilbourn Ave Milwaukee WI
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $110 total per night
$110 total
Sep 3 - Sep 4
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
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
$81 nightly
The price is $94 total per night
$94 total
Aug 30 - Aug 31
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 gym and perks like free self parking.
Pool
Pet friendly
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
$83 nightly
The price is $98 total per night
$98 total
Sep 28 - Sep 29
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
Days Inn & Suites by Wyndham Milwaukee

Days Inn & Suites by Wyndham Milwaukee

3 out of 5
1840 N 6th St Milwaukee WI
Free Cancellation
Reserve now, pay when you stay
$63 nightly
The price is $74 total per night
$74 total
Sep 28 - Sep 29
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast, free self parking, and a free area shuttle. Business travelers can take advantage of the free WiFi in public areas. Luggage storage, laundry facilities, and concierge services are also on offer.
Breakfast included
Pet friendly
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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 $671. 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.

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