Maitland Park Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Maitland Park Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Sheraton Milwaukee Brookfield Hotel
Price was $783, price is now $671 per person
$671
per person
Jul 15 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Milwaukee (MKE)
Book a stay at this golf hotel in Brookfield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Milwaukee County Zoo and Brookfield Square Mall are located nearby.
The Pfister Hotel
Downtown Milwaukee
Save 100% on your flight
Price was $1,804, price is now $1,347 per person
$1,347
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Milwaukee (MKE)
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Milwaukee Art Museum and Fiserv Forum are located nearby.
The Iron Horse Hotel
Fifth Ward
Price was $1,388, price is now $1,058 per person
$1,058
per person
Jul 15 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Milwaukee (MKE)
Book a stay at this boutique hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Harley-Davidson Museum and Potawatomi Bingo Casino are located nearby.
Potawatomi Hotel & Casino
Menomonee River Valley
Price was $1,277, price is now $1,075 per person
$1,075
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Milwaukee (MKE)
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, free parking, and 7 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Potawatomi Bingo Casino and Harley-Davidson Museum are located nearby.
Kinn Guesthouse Bay View
Bay View
Price was $1,139, price is now $980 per person
$980
per person
Jul 15 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Milwaukee (MKE)
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, free parking, and a fireplace in the lobby. Our guests praise the clean rooms in our reviews. Popular attractions Henry W. Maier Festival Park and Harley-Davidson Museum are located nearby.
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
Avenues West
Price was $997, price is now $860 per person
$860
per person
Jul 15 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Milwaukee (MKE)
Stay at this hotel in Milwaukee. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Potawatomi Bingo Casino and Fiserv Forum are located nearby.
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Country Inn & Suites by Radisson, Milwaukee Airport, WI
6200 S 13th St Milwaukee WI
0.55 km from Maitland Park
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Potawatomi Hotel & Casino
1611 West Canal Street Milwaukee WI
10.47 km from Maitland Park
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, free parking, and 7 restaurants. Our guests praise the helpful staff and the clean rooms in our ...
The Iron Horse Hotel
500 W Florida Street Milwaukee WI
10.07 km from Maitland Park
Book a stay at this boutique hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Drury Plaza Hotel Milwaukee Downtown
700 N. Water Street Milwaukee WI
11.42 km from Maitland Park
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
Sheraton Milwaukee Brookfield Hotel
375 S Moorland Rd Brookfield WI
17.56 km from Maitland Park
Book a stay at this golf hotel in Brookfield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in ...
The Pfister Hotel
424 E Wisconsin Ave Milwaukee WI
11.46 km from Maitland Park
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
Hilton Milwaukee
509 W Wisconsin Ave Milwaukee WI
11.31 km from Maitland Park
Book a stay at this luxury hotel in Milwaukee. Enjoy free WiFi, 2 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham
2308 W Wisconsin Ave Milwaukee WI
11.35 km from Maitland Park
Stay at this hotel in Milwaukee. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the bar and the helpful staff in our ...
Hyatt Regency Milwaukee
333 W Kilbourn Ave Milwaukee WI
11.62 km from Maitland Park
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
Embassy Suites by Hilton Milwaukee Brookfield
1200 S Moorland Rd Brookfield WI
17.07 km from Maitland Park
Book a stay at this business-friendly hotel in Brookfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Saint Kate - The Arts Hotel
139 E Kilbourn Ave Milwaukee WI
11.73 km from Maitland Park
Stay at this hotel in Milwaukee. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular ...
Crowne Plaza Milwaukee Airport by IHG
6401 S 13th Street Milwaukee WI
1.01 km from Maitland Park
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Sonesta Select Milwaukee Brookfield
16865 W Bluemound Rd Brookfield WI
19.18 km from Maitland Park
Book a stay at this business-friendly hotel in Brookfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tue, Jun 2 - Tue, Jun 9
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$108 Roundtrip, found 8 hours ago
$108
Roundtrip
found 8 hours ago
Tue, Jun 2 - Tue, Jun 9
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$164 Roundtrip, found 8 hours ago
$164
Roundtrip
found 8 hours ago
Tue, Jun 2 - Tue, Jun 9
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$183 Roundtrip, found 8 hours ago
$183
Roundtrip
found 8 hours ago
Tue, Jun 2 - Tue, Jun 9
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$219 Roundtrip, found 8 hours ago
$219
Roundtrip
found 8 hours ago
Tue, Jun 2 - Tue, Jun 9
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$237 Roundtrip, found 8 hours ago
$237
Roundtrip
found 8 hours ago