Jackson Holidays from £691

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to £335 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Packages with flights are ATOL protected

Your Jackson Holiday

Unforgettable adventures await when you reserve a holiday package to Jackson. Whether you're a history buff, foodie or just a traveller who loves discovering new places, there's something for everyone in this exciting city. Fill your free time with visits to Little Switzerland, Cabelas and Kettle Moraine Ice Centre, some of the top attractions you shouldn't miss during a trip to Jackson. Expedia is here to help you escape your routine. Tailor your holiday to Jackson to suit your travel style, whatever that may be.

Top Jackson Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Fairfield Inn & Suites Kenosha Pleasant Prairie

Fairfield Inn & Suites Kenosha Pleasant Prairie

2.5 out of 5
Price was £698, price is now £691 per person
£691
per person
29 Oct - 2 Nov
found 1 day ago
Return direct flight included
London (LON) to Milwaukee (MKE)
9.2/10 Wonderful! (635 reviews)
Loved the stay, neighbors were a bit out and a loud hallway being able to hear every step. Beds were stiffer than resting outside on the ground but staff were great and the amenities were nice. Would rate higher if it weren't for the beds being so hard.

Reviewed on 4 Aug 2025

Jackson Essential Information

Language
English
Currency
U.S dollars
Closest Airport
General Mitchell Intl. Airport (MKE)
Population
6,900
Max Temp Winter
-3.89ºC
Max Temp Summer
24ºC
Top Sights
Little Switzerland, Cedar Creek Winery and Sunburst Ski Area

Top hotels in Jackson

Comfort Inn & Suites Jackson - West Bend

Comfort Inn & Suites Jackson - West Bend

2.5 out of 5
W227 N16890 Tillie Lake Ct, Jackson, WI
Fully refundableReserve now, pay when you stay
The price is £76 per night from 21 Sept to 22 Sept
£76
21 Sept - 22 Sept
includes taxes & fees
8.8/10 Excellent! (532 reviews)
"Staff nice"

Reviewed on 16 Aug 2025

Comfort Inn & Suites Jackson - West Bend
Sonesta Milwaukee West Wauwatosa

Sonesta Milwaukee West Wauwatosa

3.5 out of 5
10499 W Innovation Dr, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is £79 per night from 1 Sept to 2 Sept
£79
1 Sept - 2 Sept
includes taxes & fees
7.4/10 Good! (1,588 reviews)
Clean and secure
"Property is secure and fairly clean. I would stay here again. They are nearing a renovation time so the restaurant wasnt open. Coffee in room is K cup style so you can bring your own but the 2 pods provided were good. Shower had decent pressure. Would like to see more chains offering bidets, but ..."

Reviewed on 21 Aug 2025

Sonesta Milwaukee West Wauwatosa
Sonesta Select Milwaukee Brookfield

Sonesta Select Milwaukee Brookfield

3 out of 5
16865 W Bluemound Rd, Brookfield, WI
Fully refundableReserve now, pay when you stay
The price is £74 per night from 31 Aug to 1 Sept
£74
31 Aug - 1 Sept
includes taxes & fees
8/10 Very Good! (1,259 reviews)
"Very nice bed. The light in the shower area did not work so I had to shower in the dark. Everything else was great."

Reviewed on 22 Aug 2025

Sonesta Select Milwaukee Brookfield
See all 979 properties in Jackson
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Jackson travel package cost?
Discover the best of Jackson from as low as £691. Choose from a wonderful selection of rental cars, hotels and flights to suit your travel style. You can pick up even more discounts when you add some tours or experiences to your package.
If I'm not able to travel, can I cancel my Jackson travel package?
Your situation can change in the blink of an eye, so yes, you can. You may be able to change or cancel your Jackson travel package at no cost within 24 hours of booking. For older bookings, you can still cancel and rebook, but your hotel, car rental company or airline may impose a charge. Looking for more information? Look up our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.
How do I get a cheap travel package to Jackson?
Combining your flight and hotel with Expedia won't just save you time — it'll save you a few dollars too. A Jackson travel package makes it simple to organise your dream adventure. With more than 550 airlines throughout the world to pick from, finding flights that fit your schedule won't be a hassle. In addition to that, we've got over 1,000,000 hotel options globally to take your pick of. Talk about choice! No matter who you are, Expedia will help show you the world.
Does Expedia offer Book Now, Pay Later Jackson holidays?
We sure do. Expedia has partnered with online lender Klarna to help you easily pay for your holiday in instalments. Simply pick the payment plan that works for you during checkout and take the stress out of budgeting for your trip. Remember to bundle your flights, hotel and car hire with Expedia to get the biggest bang for your travel buck. Browse our flexible payment options below:

  • Pay monthly holidays: Klarna has easy monthly payment plans that work for all budget sizes, so you can take that well-deserved holiday sooner.
  • Pay in instalments holidays: If you'd prefer to pay for your escape in multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: When you see an unbeatable deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you lock in your escape.

Where should I stay in Jackson?
Jackson features numerous terrific places to discover, including Washington County Fair Grounds. Stay someplace nearby and make sightseeing a breeze.
What are the top hotels in Jackson?
Get your holiday off to a flying start by staying at Harbour Shores on Lake Geneva. It's one of most sought-after hotels in Jackson. Another top option is Mt. Olympus Water & Theme Park Resort.
How far in advance should I book my Jackson holiday?
Travellers are usually able to compare international airfares on Expedia within 12 months of the departure date. Booking at the last minute? With a bit of luck, it's still possible to nab a cheap ticket only weeks before your flight.
What does an Expedia Jackson travel package include?
Flights, hotels and rental cars — you'll discover them all here. With Expedia, you can create your Jackson travel package the way you like it. All you have to do is decide exactly what you need. Once you've made your booking, you can add on extras like experiences and activities. The more you bundle, the greater your savings!
What should I know before booking a Jackson travel package?
We already have low prices. However, you'll snap up even more bargains when you book your hotels, flights and car rentals together. With an Expedia package, you'll always get transparent pricing and a huge range of choice.
Can I choose my airline with a Jackson Expedia travel package?
With a travel package, you're in control. Whether you're looking to fly to Jackson in coach or first class, simply choose from the available airline options. Expedia has access to more than 550 airline partners across the world.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.