Helenville Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in Helenville

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was €618, price is now €391 per person
€391
per person
6 Sept - 11 Sept
found 20 hours ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
8.2/10 Very good! (2,809 reviews)
Clean, cozy, and updated. The shampoo and conditioner was amazing!! Consider selling it to guests!

Reviewed on 12 Jul 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was €1,541, price is now €895 per person
€895
per person
25 Sept - 30 Sept
found 21 hours ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)
Location

Reviewed on 10 Jul 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was €1,407, price is now €842 per person
€842
per person
6 Sept - 11 Sept
found 23 hours ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9/10 Wonderful! (497 reviews)
We traveled with four kids. There was a noticeable lack of other children around. However the property was prepared to have them around. There was an entire play room with brand new puzzles and gently used toys to play with. The pool was usually fairly empty so my kids had fun there. The basketball court was generally empty as well. We got a lot of use out of all three spaces. The staff was friendly and helpful. And the coffee shop downstairs was a frequent stop as well.

Reviewed on 9 Jul 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was €1,408, price is now €874 per person
€874
per person
20 Sept - 25 Sept
found 20 hours ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.4/10 Exceptional! (2,566 reviews)
Parking Situation is kind of difficult, if you are staying at the Hotel parking should be included.

Reviewed on 12 Jul 2026

Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC

2.5 out of 5
Near West Side
Save 100% on your flight
Price was €787, price is now €499 per person
€499
per person
6 Sept - 11 Sept
found 19 hours ago
Return flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.6/10 Exceptional! (635 reviews)
Loved the size of our room and how clean it was.

Reviewed on 9 Jul 2026

Top hotels in Helenville

The Ingleside Hotel

The Ingleside Hotel

4 out of 5
2810 Golf Road Pewaukee WI
Fully refundableReserve now, pay when you stay
The price is €106 per night from 19 Jul to 20 Jul
€106
19 Jul - 20 Jul
includes taxes & fees
8.6/10 Excellent! (869 reviews)
"Front desk employee, Ceasar, should train better to understand customers need. We asked for plain sheet but they didn’t send until we call second time. The room phones rang 3 times after midnight with no reason."

Reviewed on 11 Jul 2026

The Ingleside Hotel
Holiday Inn Express & Suites Delafield by IHG

Holiday Inn Express & Suites Delafield by IHG

2.5 out of 5
3030 Golf Rd Delafield WI
Fully refundable
The price is €105 per night from 19 Jul to 20 Jul
€105
19 Jul - 20 Jul
includes taxes & fees
9.4/10 Exceptional! (662 reviews)
"Everything looks perfect. You can trll people care!"

Reviewed on 9 Jul 2026

Holiday Inn Express & Suites Delafield by IHG
Cobblestone Hotel & Suites - Waukesha/West Milwaukee

Cobblestone Hotel & Suites - Waukesha/West Milwaukee

2 out of 5
704 N Grand Ave Waukesha WI
Fully refundableReserve now, pay when you stay
The price is €142 per night from 13 Jul to 14 Jul
€142
13 Jul - 14 Jul
includes taxes & fees
8/10 Very good! (19 reviews)
"The only downside was that the pool wasn't open last weekend :( We really wanted to swim while staying here. Everything else was just perfect. I hope they can get the pool opened soon !"

Reviewed on 30 Jun 2026

Cobblestone Hotel & Suites - Waukesha/West Milwaukee
See all 349 properties in Helenville
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 Helenville holiday package cost?
You can grab a holiday package to this destination from €391 on Expedia. But how much your holiday to Helenville costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Helenville?
January, February and November are great times to search for cheap Helenville holiday packages. Opting to travel in quieter months means you'll typically find better prices on hotels and flights.
How many days is enough for Helenville?
With a well-planned itinerary, you can easily tick off the most popular Helenville attractions in a few days. But if you prefer to venture off the beaten track or go on day trips, consider booking your Helenville holiday for longer.
How to find the best Helenville package deals?
Use Expedia's filter tool to find some fabulous Helenville package deals. When you start 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 break for midweek, or browse for Helenville package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your holiday package as early as possible.
Is it cheaper to book a Helenville holiday as a package?
An Expedia holiday package could land you great savings when compared to arranging hotels and flights separately. Better still, you can tailor your Helenville getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Helenville?
If you have your Helenville travel dates locked in, book as soon as you can to bag some incredible deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Helenville?

  1. Pick your travel dates: What you want to do in Helenville and your favourite season will help you decide when to travel.
  2. Set your budget: Consider costs such as flights, transportation and food when working out how much to save for your trip to Helenville. Then, choose a property that works with your budget, whether that's an economical option or a more luxurious getaway.
  3. Decide how long to go away for: Now that you're up to speed on Helenville, you can figure out the right length of your break. Pull together a draft plan and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a personalised Helenville holiday package.

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.