
Eagle Vacation Packages
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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.

La Banque Hotel
Price was CA $959, price is now CA $673 per person
CA $673
per person
Apr 22 - Apr 25
found 2 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
9.4/10 Exceptional! (447 reviews)
Courteous Staff, clean, one of the most beautiful and interesting hotel. The history is amazing. The restaurant is delicious and the community is outstanding. Plan to return in the spring.
Reviewed on Jan 26, 2026

Level Chicago – Old Town
Downtown Chicago
Price was CA $1,469, price is now CA $930 per person
CA $930
per person
Mar 21 - Mar 27
found 8 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
My girlfriend and I had an awesome time enjoying the space for a fun girls night out. Would recommend to anyone!
Reviewed on Feb 2, 2026

JW Marriott Chicago
Downtown Chicago
Price was CA $1,039, price is now CA $707 per person
CA $707
per person
May 1 - May 3
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.2/10 Wonderful! (1,000 reviews)
Bottle of waters were not stocked in the refrigerator.
Reviewed on Jan 6, 2026

Pendry Chicago
Downtown Chicago
Price was CA $1,424, price is now CA $972 per person
CA $972
per person
Mar 21 - Mar 27
found 8 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Muriel at the front desk was extremely helpful and courteous, wonderful historic art deco building right on Michigan Ave., great location and views, really nice, spacious and clean room. Chateau Carbide on the 24th floor is definitely worth checking out, nice cozy areas to hang out, sit on a couch and have a drink while enjoying great views of the city. We also got a free ride from the hotel to the Shedd Aquarium.
Reviewed on Jan 31, 2026

The Langham, Chicago
Downtown Chicago
Price was CA $2,301, price is now CA $1,625 per person
CA $1,625
per person
Mar 21 - Mar 27
found 8 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.8/10 Exceptional! (1,001 reviews)
Gorgeous property, facilities, and location.
Reviewed on Feb 6, 2026
Eagle Hotel Deals

Timber Ridge Lodge and Waterpark
7020 Grand Geneva Way Lake Geneva WI
Fully refundableReserve now, pay when you stay
The price is CA $194 per night from Feb 18 to Feb 19
CA $194
CA $270 total
Feb 18 - Feb 19
includes taxes & fees
8.6/10 Excellent! (3,130 reviews)
Great stay. First family trip with my little girl who is 2yr old and she loved here water park, whirlpool bath! We will come back again ;) btw staffs are so nice👍
Reviewed on Feb 3, 2026

Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
The price is CA $119 per night from Feb 15 to Feb 16
CA $119
CA $137 total
Feb 15 - Feb 16
includes taxes & fees
8.4/10 Very Good! (558 reviews)
Staff was courteous but room could have been cleaner and better stocked
Reviewed on Feb 2, 2026

Wildwood Lodge
N14 W24121 Tower Place Pewaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $109 per night from Feb 15 to Feb 16
CA $109
CA $124 total
Feb 15 - Feb 16
includes taxes & fees
8.4/10 Very Good! (1,014 reviews)
Staff was great, gave us an early checkin which was greatly appreciated since we had a funeral to attend and wanted time to get ready. Room was clean snd breakfast was good.
Reviewed on Feb 7, 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.







