Maplewood Vacation Packages

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Top Holiday Package Deals in Maplewood

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Milwaukee - Brookfield

DoubleTree by Hilton Milwaukee - Brookfield

4 out of 5
Price was CA $859, price is now CA $685 per person
CA $685
per person
Oct 16 - Oct 19
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
8.4/10 Very Good! (1,002 reviews)
It was a wonderful experience. The staff was super friendly and kind. We found it kid friendly and felt safe.

Reviewed on Aug. 15, 2025

The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
Westown
Price was CA $1,225, price is now CA $974 per person
CA $974
per person
Oct 16 - Oct 19
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.4/10 Exceptional! (1,012 reviews)
No breakfast, no late-night food onsite, the shower was dirty, as were a few of the towels in the bathroom

Reviewed on Aug. 28, 2025

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Price was CA $1,430, price is now CA $1,166 per person
CA $1,166
per person
Oct 16 - Oct 19
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9/10 Wonderful! (1,340 reviews)
The rooms are very nice and clean. I liked that they had adjoining rooms for two families. Easy uber picked to go to Summerfest grounds.

Reviewed on Aug. 25, 2025

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was CA $1,172, price is now CA $964 per person
CA $964
per person
Oct 16 - Oct 19
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.6/10 Exceptional! (1,698 reviews)
Beautiful hotel! The Blu Bar on the 23rd floor was incredible! Highly recommend staying here!

Reviewed on Aug. 28, 2025

Hilton Garden Inn Milwaukee Airport

Hilton Garden Inn Milwaukee Airport

3 out of 5
Price was CA $900, price is now CA $745 per person
CA $745
per person
Oct 16 - Oct 19
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Milwaukee (MKE)
9.2/10 Wonderful! (1,001 reviews)
Beds were so comfortable. Rooms spacious and clean. All of the workers were super nice! Definetly would stay again.

Reviewed on Aug. 10, 2025

Maplewood Hotel Deals

Okauchee Lake Vacation Rental w/ Boat Dock!

Okauchee Lake Vacation Rental w/ Boat Dock!

Oconomowoc
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Okauchee Lake Vacation Rental w/ Boat Dock!
Lakefront Wisconsin Escape w/ Boat Dock & Kayaks!

Lakefront Wisconsin Escape w/ Boat Dock & Kayaks!

3 out of 5
Oconomowoc
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Lakefront Wisconsin Escape w/ Boat Dock & Kayaks!
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 $108 per night from Sep 11 to Sep 12
CA $108
CA $124 total
Sep 11 - Sep 12
includes taxes & fees
8/10 Very Good! (1,267 reviews)
"Nice and clean"

Reviewed on Aug. 25, 2025

Sonesta Select Milwaukee Brookfield
See all 269 properties in Maplewood
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 a Maplewood vacation package cost?
Customize your Maplewood package from only CA $685. Choose from any combination of rental cars, flights and hotels to build the getaway of your dreams. Remember to add on a few activities!
How do I get a cheap travel package to Maplewood?
If you love landing a bargain, bundle your bookings into a Maplewood vacation package. Whether you're searching for flights, hotels, rental cars or day tours, you can browse and book them all in one place. You'll have lots of choice at your fingertips too. Expedia has over 550 partner airlines and 1,000,000 hotel options all over the world to pick from. Fly with who you prefer, stay where you like and save a pretty penny — now that's the perfect escape!
Where should I stay in Maplewood?
A vacation in Maplewood isn't complete without visiting Fowler Lake Park, Oconomowoc Memorial Hospital and Oconomowoc Arts Center. Spend your nights close to these popular attractions and make sightseeing simple.
How far in advance should I book my Maplewood vacation?
To score discount prices, book as soon as you can. Airlines generally release flights, along with some of the lowest fares, up to a year in advance. Hotels, car rental and experiences should also be booked early to avoid disappointment. If you've decided on a last-minute getaway in Maplewood, there are always lots of great deals to be had on Expedia. Check them out now!
What does an Expedia Maplewood travel package include?
Choose from any combination of rental cars, flights and hotels. Once you've made your booking, you can add some experiences and tours. Want to pick your airfare class? That's also easy to do. The choice is all yours when it comes to arranging your ideal Maplewood escape.
What should I know before booking a Maplewood travel package?
Design deals to suit your budget with an Expedia package. Hotels, airfares, rental cars — we've got everything you need to plan your getaway. You'll save big dollars just by combining your bookings. Whether you're heading away on a snow and ski adventure or sipping cocktails on a beach, your perfect getaway is only a few clicks away.
Can I choose my airline with a Maplewood Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines globally. Our vacation packages give you the flexibility to take your pick of available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my Maplewood vacation package?
Don't worry if you're rethinking your Maplewood vacation package — it's possible to change or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your hotel, airline or car rental company. We understand your circumstances can change suddenly, so head to our Customer Service Portal if that happens. When you're ready to make changes, we'll be here to help.

Discover the most popular places to visit in Maplewood

Fowler Lake Park

Explore the great outdoors at Fowler Lake Park, a lovely green space in Oconomowoc. Visit the shops or attend a sporting event in this family-friendly area.

Fowler Lake Park
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.