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.
The Pfister Hotel

The Pfister Hotel

Downtown Milwaukee
CA $860
per person
Nov 20 - Nov 23
found 24 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Milwaukee (MKE)
9.6/10 Exceptional! (2,229 reviews)
What a gorgeous hotel with a fantastic history! The food, drinks and amenities were perfect and the atmosphere of the original building takes you right back to the Victorian era. My husband and I had a blast!

Reviewed on Sep 2, 2026

The Iron Horse Hotel

The Iron Horse Hotel

Fifth Ward
CA $893
per person
Nov 20 - Nov 23
found 24 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Milwaukee (MKE)
9.2/10 Wonderful! (1,305 reviews)
Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

Bay View
CA $882
per person
Nov 20 - Nov 23
found 24 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Milwaukee (MKE)
9.4/10 Exceptional! (500 reviews)
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

Downtown Milwaukee
CA $874
per person
Nov 20 - Nov 23
found 24 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Milwaukee (MKE)
9.8/10 Exceptional! (2,674 reviews)
Brilliant hotel. Loved literally everything about it.

Reviewed on Sep 2, 2026

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

Menomonee River Valley
CA $923
per person
Nov 20 - Nov 23
found 24 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Milwaukee (MKE)
9.2/10 Wonderful! (1,797 reviews)

Ready to book your vacation to Sussex?

Choose your dates

Sussex Hotel Deals

The Pfister Hotel

The Pfister Hotel

424 E Wisconsin Ave Milwaukee WI
CA $270
CA $318 total
Sep 27 - Sep 28
includes taxes & fees
9.6/10 Exceptional! (2,246 reviews)
"What a gorgeous hotel with a fantastic history! The food, drinks and amenities were perfect and the atmosphere of the original building takes you right back to the Victorian era. My husband and I had a blast!"

Reviewed on Sep 2, 2026

The Pfister Hotel
AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

16865 W Bluemound Rd Brookfield WI
Fully refundableReserve now, pay when you stay
CA $107
CA $124 total
Sep 8 - Sep 9
includes taxes & fees
8/10 Very good! (1,557 reviews)
"Las habitaciones son amplias y cómodas limpias"

Reviewed on Sep 2, 2026

AmericInn by Wyndham Brookfield
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

333 W Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
CA $129
CA $152 total
Sep 29 - Sep 30
includes taxes & fees
Hyatt Regency Milwaukee
See all 1,308 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.

Frequently asked questions

How much does a Sussex vacation package cost?
Offering excellent value package deals from CA $860 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.