Big Bend Vacation Packages
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Your Big Bend Vacation
Food, history, entertainment and more … There's a whole lot to discover with a Big Bend vacation package. And with the ability to customize your city break, it's guaranteed to be one you won't forget. Little Muskego Lake, Moorland Road Golf Center and Pieper Porch Winery and Vineyard are just some of the many attractions worth visiting during your trip to Big Bend. No matter your travel plans or the size of your budget, putting together a tailored Big Bend vacation is a breeze with Expedia.
Top Big Bend Vacation Deals
Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Milwaukee - Brookfield
Price was CA $810, price is now CA $692 per person
CA $692
per person
Apr 15 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
8.4/10 Very Good! (1,001 reviews)
The staff was extremely friendly. However my toilet barely worked it took five flushes every time I used it and the breakfast was awful. The eggs were powdered the bacon was cold the potatoes were mushy the orange juice was water with orange coloring and the coffee was cold the worst $15 breakfast I've ever had. However all that being said the cookies were fantastic.
Reviewed on Feb 11, 2026
Abbey Resort and Avani Spa
Price was CA $1,134, price is now CA $939 per person
CA $939
per person
Mar 26 - Mar 31
found 8 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
8.6/10 Excellent! (1,644 reviews)
Great atmosphere, staff were very nice and friendly
Reviewed on Feb 20, 2026
The Brewhouse Inn & Suites
Westown
Price was CA $1,210, price is now CA $1,008 per person
CA $1,008
per person
Apr 15 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
9.4/10 Exceptional! (1,001 reviews)
The historical aspect of this being the Pabst Blue Ribbon brewery from 1876 was very cool with the enormous brewing eqipment and the preservation of the historic building. Staff was great and always had a smile on their face. Bar was fun with good food and reasonably priced drinks. The suite was clean and I love this place. Will be back and thank you for a great one night stay!
Reviewed on Feb 18, 2026
Saint Kate - The Arts Hotel
Downtown Milwaukee
Price was CA $1,312, price is now CA $1,100 per person
CA $1,100
per person
Apr 15 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Milwaukee (MKE)
9.8/10 Exceptional! (2,425 reviews)
This stay was absolutely perfect. This is better than any experience I’ve had at an upscale hotel. They put the people first.
Reviewed on Feb 18, 2026
Big Bend Hotel Deals
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $180 per night from Mar 12 to Mar 13
CA $180
CA $213 total
Mar 12 - Mar 13
includes taxes & fees
9.6/10 Exceptional! (1,983 reviews)
Staff was great & extremely responsive. The property was very cool & we look forward to staying again!
Reviewed on Feb 19, 2026
Saint Kate - The Arts Hotel
139 E Kilbourn Ave Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $184 per night from Feb 22 to Feb 23
CA $184
CA $217 total
Feb 22 - Feb 23
includes taxes & fees
9.8/10 Exceptional! (2,561 reviews)
Yes
Reviewed on Feb 19, 2026
The Knickerbocker on the Lake
1028 East Juneau Avenue Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is CA $127 per night from Mar 5 to Mar 6
CA $127
CA $150 total
Mar 5 - Mar 6
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
Yes room was lovely
Reviewed on Feb 20, 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.
