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 Pleasant Prairie Kenosha

Doubletree by Hilton Pleasant Prairie Kenosha

4 out of 5
Price was CA $721, price is now CA $670 per person
CA $670
per person
Jun 22 - Jun 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Milwaukee (MKE)
8.8/10 Excellent! (987 reviews)
Everything was great. The restaurant had a great breakfast( not included but reasonably priced )Their snacks they sold were expensive but bring your own . Everything else was great and close to malls, restaurants and rec plex

Reviewed on Apr 12, 2026

Maplewood Hotel Deals

3 Bedroom Okauchee Lake

3 Bedroom Okauchee Lake

Oconomowoc WI
9.6/10 Exceptional! (15 reviews)
Lakeside apartment
Nice apartment close to our family reunion on a nearby lake. It was above a lively bar but we stayed late at the reunion so were not disturbed by the bar noise. Nice views and well-equipped kitchen. Need to be able to climb a flight of stairs to access the apartment.

Reviewed on Jul 18, 2025

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3 Bedroom Okauchee Lake
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 $145 per night from May 3 to May 4
CA $145
CA $167 total
May 3 - May 4
includes taxes & fees
8.4/10 Very Good! (760 reviews)
Our room was VERY loud by the elevators. Breakfast was expensive for the quality of food and only 2 GF options - fruit and bacon.

Reviewed on Apr 27, 2026

Sheraton Milwaukee Brookfield Hotel
Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

3.5 out of 5
1200 S Moorland Rd Brookfield WI
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from May 30 to May 31
CA $173
CA $200 total
May 30 - May 31
includes taxes & fees
8.8/10 Excellent! (1,194 reviews)
I would like o recognize a member of the breakfast staff. She was working on 4/27/2026. I believe her name was Judy. She was bussing tables and making sure everything was stocked in the breakfast area, but when the person who makes omelets wasn’t there to help us, she stepped in and did an amazing ...

Reviewed on Apr 28, 2026

Embassy Suites by Hilton Milwaukee Brookfield
See all 249 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.
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Frequently asked questions

How much does a Maplewood vacation package cost?
Customize your Maplewood package from only CA $670. 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

The veteran memorial site gives honor and remembrance to all the brave men and women that have fought.

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.