Eagle Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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Your Eagle Vacation

When a city escape is calling, answer it with a vacation package to Eagle. With all your travel arrangements taken care of before you leave, all you have to do here is concentrate on enjoying yourself. Make sure to spend time sightseeing during your trip to Eagle. Kettle Moraine Ranch and Old World Wisconsin are some top attractions to visit. No matter your travel plans or the size of your budget, putting together a tailored Eagle vacation is simple with Expedia.

Top Eagle Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,145, price is now CA $711 per person
CA $711
per person
Sep 26 - Sep 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,059 reviews)
We love it here! Carissa (Chris?) the bellman is soo kind and professional.

Reviewed on Aug. 23, 2025

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Price was CA $1,426, price is now CA $833 per person
CA $833
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (2,028 reviews)
Close to walk most places. Lots of restaurants in the surrounding area. Staff very nice. Rooms clean and spacious.

Reviewed on Aug. 22, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was CA $1,636, price is now CA $1,008 per person
CA $1,008
per person
Nov 11 - Nov 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!

Reviewed on Aug. 10, 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Price was CA $1,395, price is now CA $874 per person
CA $874
per person
Oct 24 - Oct 28
found 22 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.2/10 Wonderful! (277 reviews)
The staff were excellent

Reviewed on Aug. 21, 2025

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Price was CA $1,486, price is now CA $946 per person
CA $946
per person
Sep 22 - Sep 26
found 14 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (3,344 reviews)
I enjoyed the total experience of staying at this facility.

Reviewed on Aug. 22, 2025

Ready to book your vacation to Eagle?

 

Choose your dates

Eagle Hotel Deals

Harbor Shores on Lake Geneva

Harbor Shores on Lake Geneva

3.5 out of 5
300 Wrigley Dr, Lake Geneva, WI
Fully refundableReserve now, pay when you stay
The price is CA $174 per night from Aug 24 to Aug 25
CA $174
CA $226 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (1,222 reviews)
"Accessibility"

Reviewed on Aug. 20, 2025

Harbor Shores on Lake Geneva
Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark

3.5 out of 5
7020 Grand Geneva Way, Lake Geneva, WI
Fully refundableReserve now, pay when you stay
The price is CA $203 per night from Sep 23 to Sep 24
CA $203
CA $279 total
Sep 23 - Sep 24
includes taxes & fees
8.6/10 Excellent! (2,960 reviews)
"We love the waterpark for our 5 and 3 year olds! The room was great with the separate bedroom and the full sized fridge!"

Reviewed on Aug. 20, 2025

Timber Ridge Lodge and Waterpark
Sonesta Select Milwaukee Brookfield

Sonesta Select Milwaukee Brookfield

3 out of 5
16865 W Bluemound Rd, Brookfield, WI
Fully refundableReserve now, pay when you stay
The price is CA $120 per night from Aug 31 to Sep 1
CA $120
CA $139 total
Aug 31 - Sep 1
includes taxes & fees
8/10 Very Good! (1,258 reviews)
"place needs more cleaning specially their amenities"

Reviewed on Aug. 20, 2025

Sonesta Select Milwaukee Brookfield
See all 969 properties in Eagle
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
Family Vacations
Family Vacations

Frequently asked questions

How much does an Eagle vacation package cost?
Offering excellent value package deals from CA $711 on Expedia, you'll be pleasantly surprised at how much a vacation to Eagle costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Eagle?
The off-season is the best time to visit Eagle if you're hoping to keep costs down. Another tip for scoring cheap Eagle vacation packages? Try to avoid visiting during public holidays and any major events or festivals.
How many days is enough for Eagle?
With a well-organized itinerary, you can easily visit the top Eagle sights in a few days. But if you prefer to discover lesser-known spots or go on day tours, think about booking your Eagle vacation for longer.
Is it worth booking a vacation package to Eagle?
It's easy to see why an Eagle vacation is on the must-do list of many travellers. Top attractions like Old World Wisconsin are just the start of things to keep you busy here.
How to find the best Eagle package deals?
Landing a cheap Eagle package deal is a breeze with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget, add a couple of filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Eagle package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book an Eagle vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and hotels individually. Better still, you can customize your Eagle getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Eagle?
If you have your Eagle vacation dates confirmed, book as soon as you can to bag some fantastic deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for travelling on a whim.
How to plan a trip to Eagle?

  1. Pick your dates: The things you want to do in Eagle and your favourite season can help you decide when to get away.
  2. Budget wisely: In addition to the price of your accommodations, you'll need to consider other expenses. These include food, flights and transportation. Also, put aside a little extra for unexpected costs that could arise during your trip to Eagle.
  3. Decide how long to go for: Now that you're up to speed on Eagle, you can figure out the ideal length of your break. Pull together a draft plan and give yourself enough time for all the things you want to do.
  4. Combine your airfare and accommodations: After you've nailed down your trip dates and duration, book the ideal Eagle 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.