Eagle Vacation Packages

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    Save up to CA $4,200 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.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was CA $1,195, price is now CA $942 per person
CA $942
per person
Jan 21 - Jan 24
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (185 reviews)

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was CA $1,321, price is now CA $978 per person
CA $978
per person
Jan 21 - Jan 24
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)

Staybridge Suites Chicago O'Hare - Rosemont by IHG

Staybridge Suites Chicago O'Hare - Rosemont by IHG

3 out of 5
Price was CA $1,638, price is now CA $1,242 per person
CA $1,242
per person
Jan 11 - Jan 18
found 4 hours ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
9.4/10 Exceptional! (1,106 reviews)

Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
Price was CA $1,511, price is now CA $1,166 per person
CA $1,166
per person
Jan 11 - Jan 18
found 4 hours ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
9/10 Wonderful! (3,188 reviews)
My water was ice cold at sink and shower. At checkout they said multiple rooms had same complaint and did nothing but apologize. I had to shower with ice cold water due to long trip ahead to china. It was absolutely brutal showing. Then the airport shuttle driver was extremely rude to me. He wouldn't help me put luggage bag in the back of shuttle and again at airport drop-off. My bag was right at 50lbs International travel limit and was ok for me to pull around airport but way to heavy to lift into back of bus . He wouldn't help after asking he just used his foot to kick my back and rudely said that's yours. Will never stay at that hotel or use that chain again. The only thing that was good was the room service from restaurant next to lobby the food was excellent staff was friendly and food was at the room extremely fast. I still can't believe they didn't offer anything at checkout other than a pathetic apology.

Reviewed on Nov 6, 2026

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

4.5 out of 5
Downtown Chicago
Price was CA $1,489, price is now CA $1,173 per person
CA $1,173
per person
Jan 21 - Jan 24
found 4 hours ago
Roundtrip flight included
Calgary (YYC) to Chicago (ORD)
9.4/10 Exceptional! (2,669 reviews)

Ready to book your vacation to Eagle?

 

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Eagle Hotel Deals

AmericInn by Wyndham Brookfield

AmericInn by Wyndham Brookfield

3 out of 5
16865 W Bluemound Rd Brookfield WI
Fully refundableReserve now, pay when you stay
The price is CA $112 per night from Nov 9 to Nov 10
CA $112
CA $130 total
Nov 9 - Nov 10
includes taxes & fees
AmericInn by Wyndham Brookfield
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 $122 per night from Nov 15 to Nov 16
CA $122
CA $141 total
Nov 15 - Nov 16
includes taxes & fees
Sheraton Milwaukee Brookfield Hotel
Grand Geneva Resort & Spa

Grand Geneva Resort & Spa

4 out of 5
7036 Grand Geneva Wy Lake Geneva WI
Fully refundableReserve now, pay when you stay
The price is CA $215 per night from Dec 1 to Dec 2
CA $215
CA $295 total
Dec 1 - Dec 2
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Everything was great and I really enjoyed my stay"

Reviewed on Oct 27, 2026

Grand Geneva Resort & Spa
See all 921 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

Stay near popular Eagle attractions

Old World Wisconsin

9.0/10 (6 reviews)
You can spend time studying the exhibits at Old World Wisconsin during your trip to Eagle. While you're in the area, stroll along the lakeside.
See properties

Frequently asked questions

How much does an Eagle vacation package cost?
Offering excellent value package deals from CA $942 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.