Sussex Vacations from $691

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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.
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Save 100% on your flight
Price was $971, price is now $691 per person
$691
per person
Jul 11 - Jul 17
found 1 day ago
Roundtrip flight included
New York (NYC) to Milwaukee (MKE)
9.2/10 Wonderful! (1,431 reviews)
Fast and friendly check in. Great room. Awesome games. Everyone was very helpful and friendly.

Reviewed on Apr 30, 2026

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $2,206, price is now $1,338 per person
$1,338
per person
Jul 11 - Jul 17
found 1 day ago
Roundtrip flight included
New York (NYC) to Milwaukee (MKE)
9.6/10 Exceptional! (2,083 reviews)
Beautiful and elegant. Great food. Fun rooftop bar. Wonderful spa experience, both pedicure and massage. I’ll definitely be back. We’re already planning our next visit here.

Reviewed on Apr 22, 2026

Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
Save 100% on your flight
Price was $1,016, price is now $702 per person
$702
per person
Jul 11 - Jul 17
found 1 day ago
Roundtrip flight included
New York (NYC) to Milwaukee (MKE)
9.4/10 Exceptional! (459 reviews)
The room was very spacious and clean. We loved the convenience of the area and the many amenities es provided on site. The team did an amazing job of communicating with rapid speed.

Reviewed on Mar 23, 2026

The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Save 100% on your flight
Price was $1,374, price is now $1,020 per person
$1,020
per person
Jul 11 - Jul 17
found 1 day ago
Roundtrip flight included
New York (NYC) to Milwaukee (MKE)
9.2/10 Wonderful! (1,067 reviews)
The service at the bar was terrible. Breakfast was also not well organized. They were out of all protein. Aka Bacon, ham and sausage

Reviewed on Apr 29, 2026

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $1,225, price is now $912 per person
$912
per person
Jul 11 - Jul 17
found 1 day ago
Roundtrip flight included
New York (NYC) to Milwaukee (MKE)
9.8/10 Exceptional! (2,629 reviews)
What a fun and convenient hotel! Easy parking, good food and drink options, live music and excellent staff! Convenient to Grohman Museum, the Public Market, many other attractions as well as live performances.

Reviewed on Apr 28, 2026

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Discover the most popular places to visit in Sussex

Sussex Bowl

You can enjoy the entertainment at Sussex Bowl during your travels to Sussex. Attend a sporting event in this family-friendly area.

Sussex Bowl

Sussex Hotel Deals

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
1611 West Canal Street Milwaukee WI
Fully refundableReserve now, pay when you stay
$160 nightly
The price is $189 total per night from May 11 to May 12
$189 total
May 11 - May 12
Total with taxes and fees
9.2/10 Wonderful! (1,443 reviews)
Fast and friendly check in. Great room. Awesome games. Everyone was very helpful and friendly.

Reviewed on Apr 30, 2026

Potawatomi Hotel & Casino
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
500 W Florida Street Milwaukee WI
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $187 total per night from May 24 to May 25
$187 total
May 24 - May 25
Total with taxes and fees
9.2/10 Wonderful! (1,082 reviews)
The service at the bar was terrible. Breakfast was also not well organized. They were out of all protein. Aka Bacon, ham and sausage

Reviewed on Apr 29, 2026

The Iron Horse Hotel
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

3 out of 5
700 N. Water Street Milwaukee WI
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $131 total per night from May 25 to May 26
$131 total
May 25 - May 26
Total with taxes and fees
9.6/10 Exceptional! (2,180 reviews)
Good breakfast.

Reviewed on Apr 30, 2026

Drury Plaza Hotel Milwaukee Downtown
See all 1,275 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 $691 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.

Explore a world of travel with Expedia

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