Sussex Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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

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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.

Top Sussex Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Home2 Suites by Hilton Milwaukee Downtown

Home2 Suites by Hilton Milwaukee Downtown

3 out of 5
Downtown Milwaukee
Price was CA $1,061, price is now CA $993 per person
CA $993
per person
Dec 3 - Dec 6
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
8.8/10 Excellent! (1,009 reviews)

Aloft by Marriott Milwaukee Downtown

Aloft by Marriott Milwaukee Downtown

3 out of 5
Westown
Price was CA $1,081, price is now CA $1,003 per person
CA $1,003
per person
Dec 3 - Dec 6
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
8.6/10 Excellent! (1,011 reviews)

The Westin Milwaukee

The Westin Milwaukee

4 out of 5
Downtown Milwaukee
Price was CA $1,067, price is now CA $1,003 per person
CA $1,003
per person
Dec 3 - Dec 6
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9/10 Wonderful! (998 reviews)
Very Clean room, The food was s little pricy but delicious. Valet $50 per day , but can park right across the street for $32 (2) days. Breakfast is not included. Was given a complementary bottle of water. Lots of restaurants , shopping and close the lakefront attractions and Summerfest ( Brewers won the World Series !!) I would recommend

Reviewed on Nov 2, 2026

Marriott Milwaukee Downtown

Marriott Milwaukee Downtown

4 out of 5
Downtown Milwaukee
Price was CA $1,065, price is now CA $1,002 per person
CA $1,002
per person
Dec 3 - Dec 6
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Milwaukee (MKE)
9/10 Wonderful! (785 reviews)

Ready to book your vacation to Sussex?

 

Choose your dates

Sussex Hotel Deals

Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

4 out of 5
333 W Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $111 per night from Nov 24 to Nov 25
CA $111
CA $131 total
Nov 24 - Nov 25
includes taxes & fees
8.6/10 Excellent! (1,578 reviews)
"Tried to book direct, they didn’t have the room types we needed. Booked through Capital 1 travel, was able to book a King and 2 queens. Upon check in was told they didn’t acknowledge bfast inclusion “for 3rd party bookers”. Parking is a cluster. They charged an additional $38 daily. The private parking ..."

Reviewed on Nov 3, 2026

Hyatt Regency Milwaukee
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Nov 12 to Nov 13
CA $122
CA $141 total
Nov 12 - Nov 13
includes taxes & fees
8.4/10 Very good! (1,323 reviews)
"Sinners blocked in the room was supposed to be fixed but wasn’t"

Reviewed on Nov 3, 2026

Sheraton Milwaukee Brookfield Hotel
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

4 out of 5
700 N. Water Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $155 per night from Nov 30 to Dec 1
CA $155
CA $183 total
Nov 30 - Dec 1
includes taxes & fees
9.6/10 Exceptional! (2,438 reviews)
"Clean room and solid breakfast bar!"

Reviewed on Nov 3, 2026

Drury Plaza Hotel Milwaukee Downtown
See all 1,250 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
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Family Vacations

Frequently asked questions

How much does a Sussex vacation package cost?
Offering excellent value package deals from CA $993 on Expedia, you'll be pleasantly surprised at how much a vacation to Sussex costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Sussex?
You can generally find lower prices and better availability in January, February and November. Check out our cheap Sussex vacation packages and you could get some great off-season discounts.
How many days is enough for Sussex?
Sussex vacations come in all shapes and sizes, but to get a true feel for this destination, we'd suggest 2 days is about right. This will mean you can fit in major attractions like Sussex Bowl and Pewaukee Golf Club along with hidden gems. Don't forget to visit cool areas such as Five Fields and Creekwood Highlands either. If you're smart with your time, you can even schedule a day trip from Sussex too.
How to find the best Sussex package deals?
Use Expedia's handy filters to find some unbeatable Sussex package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Sussex package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Sussex vacation as a package?
You can enjoy significant savings on your next Sussex escape by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to view the best hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Sussex?
If you have your Sussex travel dates locked in, book early to score some incredible deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are great for quick escapes.
How to plan a trip to Sussex?

  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to go to Sussex.
  2. Plan your budget wisely: As well as the price of your hotel, you'll need to consider other expenses. These include food, transportation and flights. Also, set aside a little extra for unexpected expenses that may arise during your trip to Sussex.
  3. Determine how many days away: Start by making a list of all the activities and attractions you want to experience in Sussex. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your accommodations and airfare: Once you've nailed down your trip dates and duration, book the right Sussex vacation package for you.

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