Maplewood Vacations from $466

Book a Hotel + Flight or Car together to unlock savings

Your Maplewood Vacation

Discover all the amazing things this neighborhood has to offer with a customized Maplewood vacation package. However you picture yourself spending your days here, you'll find endless opportunities for fun, adventure and relaxation. Start your trip to Maplewood with a visit to nearby attractions such as Fowler Lake Park, Oconomowoc Arts Center and Oconomowoc Golf Club. Expedia will help you turn your ideal Maplewood vacation into reality, whatever your budget or travel plans.

The Latest Maplewood Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Cambria Hotel Milwaukee Downtown

Cambria Hotel Milwaukee Downtown

3 out of 5
Westown
Price was $574, price is now $466 per person
$466
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Milwaukee (MKE)
8.2/10 Very Good! (1,000 reviews)
It was a great stay, however, upon check out the front desk rep charged my card for no reason and it took a week to reverse the fund back to my bank.

Reviewed on Nov 30, 2025

Kinn Guesthouse Bay View

Kinn Guesthouse Bay View

4.5 out of 5
Bay View
Price was $779, price is now $608 per person
$608
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Milwaukee (MKE)
9.6/10 Exceptional! (428 reviews)
The room was great, location was perfect. I loved the loft vibe and exposed brick. It would have been a 5 star review if the TV was working. We couldn't get the TV to turn on.

Reviewed on Nov 5, 2025

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Price was $1,011, price is now $812 per person
$812
per person
Feb 6 - Feb 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
9.6/10 Exceptional! (1,786 reviews)
Special occasion for us and the hotel assigned us a wonderful room. We felt welcomed and well cared for.

Reviewed on Dec 1, 2025

Hilton Milwaukee

Hilton Milwaukee

4 out of 5
Westown
Price was $962, price is now $776 per person
$776
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Milwaukee (MKE)
8.4/10 Very Good! (1,075 reviews)
Last minute booking and in a new part of town I usually stay. Very good hotel

Reviewed on Nov 29, 2025

The Trade, Autograph Collection

The Trade, Autograph Collection

4 out of 5
Westown
Price was $915, price is now $749 per person
$749
per person
Feb 6 - Feb 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Milwaukee (MKE)
9.4/10 Exceptional! (496 reviews)
Check in was easy and fast. Excellent front desk staff...friendly and accommodating. Beautiful place. Excellent room. Great location. Fitness center is well equipped and roomy. Will always come back on my next trip to Milwaukee.

Reviewed on Nov 23, 2025

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Book now

Maplewood Hotel Deals

Lakefront Wisconsin Escape w/ Boat Dock & Kayaks!

Lakefront Wisconsin Escape w/ Boat Dock & Kayaks!

3 out of 5
Oconomowoc WI
Get rates
Lakefront Wisconsin Escape w/ Boat Dock & Kayaks!
Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

3 out of 5
1250 S Moorland Rd Brookfield WI
Fully refundable
$93 nightly
The price is $107 total per night from Dec 8 to Dec 9
$107 total
Dec 8 - Dec 9
Total with taxes and fees
8.6/10 Excellent! (1,236 reviews)
Great staff and service

Reviewed on Nov 25, 2025

Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI
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
$99 nightly
The price is $115 total per night from Dec 21 to Dec 22
$115 total
Dec 21 - Dec 22
Total with taxes and fees
8.8/10 Excellent! (1,032 reviews)
Great breakfast and friendly staff.

Reviewed on Nov 29, 2025

Embassy Suites by Hilton Milwaukee Brookfield
See all 275 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
Kid Friendly Vacations
Kid Friendly Vacations

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

Oconomowoc Arts Center

You can enjoy a show at Oconomowoc Arts Center during your trip to Oconomowoc. Visit the shops in this family-friendly area, or simply enjoy its restaurants.

Oconomowoc Arts Center

Oconomowoc Golf Club

Enjoy a round of golf in Oconomowoc at Oconomowoc Golf Club. Visit the shops in this family-friendly area, or simply enjoy its restaurants.

Oconomowoc Golf Club
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.