Maitland Park Vacation Packages for 2026

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Top Hotel Deals

Country Inn & Suites by Radisson, Milwaukee Airport, WI

Country Inn & Suites by Radisson, Milwaukee Airport, WI

2.5 out of 5
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 ...
Hampton Inn Milwaukee-Airport

Hampton Inn Milwaukee-Airport

2.5 out of 5
1200 W College Ave Milwaukee WI
0.72 km from Maitland Park
Stay at this hotel in Milwaukee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions South ...
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
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 ...
Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
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 ...
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
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 ...
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

3 out of 5
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 ...
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
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 ...
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

4 out of 5
2308 W Wisconsin Ave Milwaukee WI
11.35 km from Maitland Park
Stay at this hotel in Milwaukee. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular ...
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

4 out of 5
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 ...
Hilton Milwaukee

Hilton Milwaukee

4 out of 5
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 ...
The Brewhouse Inn & Suites

The Brewhouse Inn & Suites

3.5 out of 5
1215 N 10th Street Milwaukee WI
12.09 km from Maitland Park
Book a stay at this boutique hotel in Milwaukee. Enjoy free WiFi, a fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the ...
Hyatt Place Milwaukee Airport

Hyatt Place Milwaukee Airport

3 out of 5
200 W Grange Avenue Milwaukee WI
1.65 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 breakfast and the helpful ...
Holiday Inn Milwaukee Riverfront by IHG

Holiday Inn Milwaukee Riverfront by IHG

3 out of 5
4700 N Port Washington Rd Milwaukee WI
18.36 km from Maitland Park
Book a stay at this business-friendly hotel in Milwaukee. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
Embassy Suites by Hilton Milwaukee Brookfield

Embassy Suites by Hilton Milwaukee Brookfield

3.5 out of 5
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 ...
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
17.02 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 pool in ...
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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.

Spirit Airlines
Mon, Dec 29 - Sun, Jan 11
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$120 Roundtrip, found 6 days ago
$120
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Mon, Dec 29 from Orlando Intl. to General Mitchell Intl., returning Sun, Jan 11, priced at $120 found 6 days ago
Frontier Airlines
Fri, Jan 9 - Mon, Jan 26
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$124 Roundtrip, found 5 days ago
$124
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Fri, Jan 9 from Orlando Intl. to General Mitchell Intl., returning Mon, Jan 26, priced at $124 found 5 days ago
Sun Country Airlines
Mon, Dec 29 - Thu, Jan 1
MCO
Orlando Intl.
MKE
General Mitchell Intl.
$168 Roundtrip, found 6 days ago
$168
Roundtrip
found 6 days ago
Select Sun Country Airlines flight, departing Mon, Dec 29 from Orlando Intl. to General Mitchell Intl., returning Thu, Jan 1, priced at $168 found 6 days ago
Southwest Airlines
Thu, Dec 25 - Thu, Jan 1
PHX
Sky Harbor Intl.
MKE
General Mitchell Intl.
$231 Roundtrip, found 1 day ago
$231
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Thu, Dec 25 from Sky Harbor Intl. to General Mitchell Intl., returning Thu, Jan 1, priced at $231 found 1 day ago
United
Thu, Dec 25 - Thu, Jan 1
PHX
Sky Harbor Intl.
MKE
General Mitchell Intl.
$241 Roundtrip, found 1 day ago
$241
Roundtrip
found 1 day ago
Select United flight, departing Thu, Dec 25 from Sky Harbor Intl. to General Mitchell Intl., returning Thu, Jan 1, priced at $241 found 1 day ago