Sussex Vacations from $372

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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.
Lake Lawn Resort

Lake Lawn Resort

$372
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
9/10 Wonderful! (1,011 reviews)
The Pfister Hotel

The Pfister Hotel

Downtown Milwaukee
Save 100% on your flight
$787
per person
Nov 6 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Milwaukee (MKE)
9.6/10 Exceptional! (2,244 reviews)
The Iron Horse Hotel

The Iron Horse Hotel

Fifth Ward
$1,061
per person
Oct 13 - Oct 18
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
9.2/10 Wonderful! (1,310 reviews)
This is a unique hotel to stay in with a cool vibe and artsy decor. We enjoyed our deluxe room with a view. The staff were friendly and helpful—valet parking was a nice touch. The restaurant was good overall. Only areas of improvement would be thicker walls (we could hear our loud neighbors early in the morning through the walls) and the room had a bit of a musty smell, but nothing unmanageable. Would definitely stay here again!

Reviewed on Sep 12, 2026

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

Downtown Milwaukee
$882
per person
Nov 6 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Milwaukee (MKE)
9.8/10 Exceptional! (2,674 reviews)
Sky Lodge Inn & Suites

Sky Lodge Inn & Suites

$468
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
8.2/10 Very Good! (1,001 reviews)
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Sussex Hotel Deals

The Pfister Hotel

The Pfister Hotel

424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
$194 nightly
$229 total
Sep 27 - Sep 28
Total with taxes and fees
The Pfister Hotel
AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

16865 W Bluemound Rd Brookfield WI
Fully refundableReserve now, pay when you stay
$78 nightly
$90 total
Sep 14 - Sep 15
Total with taxes and fees
8/10 Very Good! (1,585 reviews)
"The bathroom handicap handle was off the wall. Otherwise very clean room and facility"

Reviewed on Sep 13, 2026

AmericInn by Wyndham Brookfield
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

333 W Kilbourn Ave Milwaukee WI
$93 nightly
$110 total
Sep 29 - Sep 30
Total with taxes and fees
8.6/10 Excellent! (1,450 reviews)
"."

Reviewed on Sep 12, 2026

Hyatt Regency Milwaukee
See all 1,303 properties in Sussex
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.

Find the Best Sussex Vacation Packages

Sussex Essential Information

Language
English
Currency
U.S dollars
Closest Airport
General Mitchell Intl. Airport (MKE)
Population
10,800
Top Sights
Sussex Bowl, Oconomowoc Golf Club and Maple Wayside Trailhead

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Frequently asked questions

How much does a Sussex vacation package cost?
You can pick up a vacation package to this destination from $372 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.

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