
Helenville Vacation Packages
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Your Helenville Vacation
Enjoy unforgettable adventures when you lock in a vacation package to Helenville. Whether you're a foodie, history buff or just a traveler who loves to experience new places, there's something for everyone in this awesome city. Love to explore your surroundings? Johnson Creek Premium Outlets, Jefferson County Fairgrounds and The Gobbler Theater are just a few of the top places to visit during your trip to Helenville. A couple of quick clicks is all it takes to create the ideal Helenville vacation on Expedia.
Top Helenville Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Wind Creek Southland Casino and Hotel
East Hazel Crest
Price was CA $1,068, price is now CA $770 per person
CA $770
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (406 reviews)
I believe the staff was very attentive.
Reviewed on Jun 9, 2026

Level Chicago Fulton Market
Downtown Chicago
Price was CA $3,367, price is now CA $2,156 per person
CA $2,156
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (491 reviews)
Room was not cleaned/ towels weren't replaced for the duration of our 3 night stay which I found rather peculiar. They also only provided 1 key for our room. I had believed it was common practice to provide 2. Other than that, the room was clean when we arrived, the bedding was comfortable, and the gym was lovely.
Reviewed on May 22, 2026

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $2,006, price is now CA $1,287 per person
CA $1,287
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (2,744 reviews)
Gray stay, centrally located
Reviewed on Jun 10, 2026

Lodge Geneva National
Price was CA $2,221, price is now CA $1,517 per person
CA $1,517
per person
Jul 30 - Aug 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,372 reviews)
The Lodge was under construction when we stayed there so it was a little dusty - mainly outdoors.
My room was just off the lobby. The noise from the lobby overflowed to my room until they closed the fire doors. I would recommend they close them earlier ~ 9 pm.
Reviewed on Jun 8, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $2,868, price is now CA $2,044 per person
CA $2,044
per person
Jul 30 - Aug 3
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (2,519 reviews)
Unfortunately the elevators were out, at no fault of the staff. They were fantastic at trying to give the best service possible. The room was beautiful with a breathtaking view of the lake.
Reviewed on Jun 10, 2026
Helenville Hotel Deals

The Ingleside Hotel
2810 Golf Road Pewaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $149 per night from Jun 15 to Jun 16
CA $149
CA $169 total
Jun 15 - Jun 16
includes taxes & fees
8.6/10 Excellent! (820 reviews)
"Beautiful and lots for the kids to do. Will book again."
Reviewed on Jun 8, 2026

Fairview Inn & Suites Whitewater
917 E Milwaukee St Whitewater WI
Fully refundableReserve now, pay when you stay
The price is CA $107 per night from Jun 24 to Jun 25
CA $107
CA $121 total
Jun 24 - Jun 25
includes taxes & fees
5.2/10 (33 reviews)
"The rooms and bathroom especially have a VERY strong odor of cigarette smoke. So bad, I tried to cancel my reservation to move to another hotel but would have lost a significant amount of money. The breakfast was a pop tart and hostess cakes. They provide 2 small towels for bathroom, and when I asked ..."
Reviewed on Jun 9, 2026

Holiday Inn Express & Suites Delafield by IHG
3030 Golf Rd Delafield WI
Fully refundable
The price is CA $153 per night from Jun 15 to Jun 16
CA $153
CA $173 total
Jun 15 - Jun 16
includes taxes & fees
9.4/10 Exceptional! (651 reviews)
"Pool was nice and front desk staff was helpful and kind"
Reviewed on Jun 9, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







