A panoramic view of a town with a river running through it, surrounded by dense greenery and a colorful sky.

Sussex Vacations from $580

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Your Sussex Vacation

From its highlights to its hidden gems, this city is best explored with a Sussex vacation package. Find somewhere to stay in Halls Park, which is great for nature, watersports and views. Fill your trip to Sussex with visits to some of its big-ticket attractions. Where to first? You won't want to miss Sussex Bowl. Don't put off exploring this city any longer. Your perfect Sussex vacation is a few clicks away with Expedia.

The Latest Sussex Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dec 17 - Dec 21

    The Ingleside Hotel + Flight

    Pewaukee
    4 nights
    4.0 star property
    8.6/10 - Excellent (991 reviews)
    Roundtrip • Dallas (DFW) - Milwaukee (MKE)
    DFW - MKE • Nonstop MKE - DFW • Nonstop
    $692
    $580
    per traveler
    found 1 day ago
    The Ingleside Hotel
  • Dec 17 - Dec 21

    The Iron Horse Hotel + Flight

    Fifth Ward
    4 nights
    4.0 star property
    9.2/10 - Wonderful (1,405 reviews)
    "Thank you again. Iron horse is the place to stay in MIL"
    Reviewed November 8, 2026
    Roundtrip • Dallas (DFW) - Milwaukee (MKE)
    DFW - MKE • Nonstop MKE - DFW • Nonstop
    $837
    $611
    per traveler
    found 1 day ago
    The Iron Horse Hotel
  • Dec 17 - Dec 21

    The Pfister Hotel + Flight

    Downtown Milwaukee
    4 nights
    4.5 star property
    9.6/10 - Exceptional (2,293 reviews)
    "Beautiful hotel. Friendly staff"
    Reviewed November 8, 2026
    Roundtrip • Dallas (DFW) - Milwaukee (MKE)
    DFW - MKE • Nonstop MKE - DFW • Nonstop
    $1,033
    $805
    per traveler
    found 1 day ago
    The Pfister Hotel
  • Jan 12 - Jan 15

    Kimpton Journeyman Hotel by IHG + Flight

    Downtown Milwaukee
    3 nights
    4.5 star property
    9.4/10 - Exceptional (1,002 reviews)
    "Clean rooms, beautiful rooftop bar"
    Reviewed November 8, 2026
    Roundtrip • Phoenix (PHX) - Milwaukee (MKE)
    PHX - MKE • Nonstop MKE - PHX • Nonstop
    $787
    $647
    per traveler
    found 1 day ago
    Kimpton Journeyman Hotel by IHG
  • Dec 17 - Dec 21

    Saint Kate - The Arts Hotel + Flight

    Downtown Milwaukee
    4 nights
    4.0 star property
    9.8/10 - Exceptional (2,750 reviews)
    "Easy self parking, amazing/friendly staff, great welcoming environment, great art, perfect location."
    Reviewed November 8, 2026
    Roundtrip • Dallas (DFW) - Milwaukee (MKE)
    DFW - MKE • Nonstop MKE - DFW • Nonstop
    $902
    $777
    per traveler
    found 1 day ago
    Saint Kate - The Arts Hotel

Where to stay near Sussex

Sussex, Wisconsin, offers a charming escape with its scenic landscapes perfect for outdoor adventures and romantic getaways. Explore nearby Waukesha County for family-friendly activities and a welcoming atmosphere just a short drive from Sussex, making it ideal for both leisure and business travelers.

Lannon

For outdoor enthusiasts and families looking for an enjoyable getaway, Lannon is a charming destination that offers a variety of activities. Visitors can explore the nearby Harley Davidson Powertrain Operations and enjoy the excitement of the Wisconsin State Fair Park, while Menomonee Park provides a perfect spot for relaxation and recreation. Located about 3 miles from Sussex, Lannon is a smart choice for accommodations, ensuring easy access to local attractions and a welcoming atmosphere for all travelers.

Pewaukee

Experience the charm of Pewaukee, an excellent hub for family travelers and weekend getaway seekers who want to enjoy a variety of activities. With attractions like Pewaukee Lake for outdoor fun, the Waukesha County Expo Center for events, and Carroll University’s historic grounds, there's plenty to explore. Located about 4 miles by car from Sussex, Pewaukee makes for a smart choice for your stay, offering a blend of relaxation and adventure.

Five Fields

If you are a family or a weekend getaway traveler, look no further than Five Fields, a charming neighborhood just 4 miles from Sussex. Known for its beautiful scenery and outdoor activities, you can enjoy nearby Pewaukee Lake and its inviting beach, perfect for relaxation or fun in the sun. The Waukesha County Expo Center and Carroll University also offer enriching experiences. Five Fields provides an excellent base for exploring the area, making it a smart choice for your stay.

Colgate

Colgate stands out as a prime spot for families and weekend getaways interested in enjoying nature and scenic views. With attractions like Holy Hill and Menomonee Park nearby, visitors can immerse themselves in outdoor activities and breathtaking landscapes. The area is also home to the Harley Davidson Powertrain Operations, offering a unique glimpse into local industry. Located about 4 miles from Sussex, Colgate is an ideal choice for those seeking a peaceful retreat without straying far from urban amenities.

Lakeview

Travelers visiting Sussex will find Lakeview to be the ideal base for their vacation, featuring a blend of outdoor activities and scenic beauty that's perfect for families and those seeking romance. With access to Pewaukee Lake and the nearby Waukesha County Expo Center, guests can enjoy both relaxation and engaging events year-round. Located about 4 miles from Sussex, Lakeview provides a charming escape that makes it a smart choice for your stay.

Sussex Hotel Deals

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 does a Sussex vacation package cost?

You can pick up a vacation package to this destination from $580 on Expedia. But how much your vacation to Sussex costs will depend on factors like the length of stay, season and hotel choice.

What are the cheapest months to go to Sussex?

You can usually find reduced prices and greater availability in November, December and January. Check out our cheap Sussex vacation packages and you could land some excellent off-season deals.

How many days is enough for Sussex?

With a well-planned itinerary, you can easily tick off the most popular Sussex sights in a handful of days. But if you'd like to venture off the beaten track or go on day trips, think about booking your Sussex vacation for longer.

How to find the best Sussex package deals?

Begin your search for a Sussex package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Sussex package deal straight away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Sussex escape underway.

Is it cheaper to book a Sussex vacation as a package?

An Expedia vacation package could save you hundreds of dollars when compared to booking stays and flights separately. Better still, you can tailor your Sussex trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

When to book a vacation package to Sussex?

Enjoy fantastic discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Sussex escape.

Does Expedia offer Book Now, Pay Later Sussex vacation packages?

Your Sussex break should be an escape from your daily routine, not a source of money-related stress. So to give you that extra flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.