Sussex Vacation Packages

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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 Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
Fifth Ward
Price was CA $1,293, price is now CA $1,040 per person
CA $1,040
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Milwaukee (MKE)
9.2/10 Wonderful! (1,192 reviews)
Seriously one of my all time favorite stays! If Im ever back in Milwaukee, this would be my choice. I even happened to be there on Biker night. Live performance and people on bikes. The hotel is so gorgeously designed and the room was huge, clean and modern. This is on the favs list.

Reviewed on Jul 10, 2026

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was CA $2,231, price is now CA $1,341 per person
CA $1,341
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Milwaukee (MKE)
9.6/10 Exceptional! (2,139 reviews)
The hotel is exquisite, the room perfect. Both reception employees that I've dealt with were very nice and helpful ( I may visit @ Christmas time another time as he advised Milwaukee is beautifully decorated that time of year ) The only observations I'd have are about the rooftop bar ( some small bites could be added to the menu ) and ref the Cafe where breakfast is served ( to pay more attention to cleaning . My table was sticky ! I had to move to another)

Reviewed on Jul 11, 2026

Lake Lawn Resort

Lake Lawn Resort

3.5 out of 5
Price was CA $2,288, price is now CA $1,784 per person
CA $1,784
per person
Aug 20 - Aug 25
found 15 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Milwaukee (MKE)
9.2/10 Wonderful! (1,007 reviews)
Everything seemed clean and well kept. The resort is cute and everything you would expect from a lake resort. Overall the property is dated and the pools are too small for the crowd size around the 4th of July weekend. The lake has a ton of seaweed and algae resides around the perimeter of the lake. The restaurants are above average and we had a blast at karaoke night. Overall a 4 out of 5!

Reviewed on Jul 10, 2026

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
Downtown Milwaukee
Price was CA $1,330, price is now CA $1,060 per person
CA $1,060
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Milwaukee (MKE)
9.8/10 Exceptional! (2,652 reviews)
The hotel was fantastic! From the champagne upon check-in and records to take to your room, to the live music every night this play was great. The onsite art displays were wonderful and all the staff onsite was friendly and helpful. We would definitely stay here again when we are back in town.

Reviewed on Jul 10, 2026

Comfort Suites Delavan - Lake Geneva Area

Comfort Suites Delavan - Lake Geneva Area

2.5 out of 5
Price was CA $1,563, price is now CA $1,289 per person
CA $1,289
per person
Aug 20 - Aug 25
found 15 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Milwaukee (MKE)
8.6/10 Excellent! (1,002 reviews)
Room sizes were great. Staff were very nice. Did not like that the rooms smelled musty.

Reviewed on Jul 8, 2026

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Sussex Hotel Deals

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave Milwaukee WI
The price is CA $313 per night from Jul 29 to Jul 30
CA $313
CA $369 total
Jul 29 - Jul 30
includes taxes & fees
9.6/10 Exceptional! (2,169 reviews)
"The hotel is exquisite, the room perfect. Both reception employees that I've dealt with were very nice and helpful ( I may visit @ Christmas time another time as he advised Milwaukee is beautifully decorated that time of year ) The only observations I'd have are about the rooftop bar ( some small ..."

Reviewed on Jul 11, 2026

The Pfister Hotel
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
1611 West Canal Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $223 per night from Jul 13 to Jul 14
CA $223
CA $263 total
Jul 13 - Jul 14
includes taxes & fees
9.2/10 Wonderful! (1,647 reviews)
"Staff very helpful. Loved the bartenders!"

Reviewed on Jul 11, 2026

Potawatomi Hotel & Casino
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 $150 per night from Jul 26 to Jul 27
CA $150
CA $173 total
Jul 26 - Jul 27
includes taxes & fees
8.4/10 Very good! (960 reviews)
"Our room was nice (2 queen beds). Only thing was that there were what appeared to be a small blood stain on my friends sheets. Also, we paid the extra $$ for breakfast that was NONEXISTENT. Suppose to be cereal, pancake and waffle maker, fruits, yogurt and pastries, coffee & juices. Nothing was available! ..."

Reviewed on Jul 10, 2026

Sheraton Milwaukee Brookfield Hotel
See all 1,279 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.
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Frequently asked questions

How much does a Sussex vacation package cost?
Offering excellent value package deals from CA $1,040 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.

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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.