Vacations Close To Pleasant Prairie Premium Outlets

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Pleasant Prairie Premium Outlets Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Sheraton Milwaukee Brookfield Hotel

Sheraton Milwaukee Brookfield Hotel

3.5 out of 5
Price was $501, price is now $430 per person
$430
per person
Nov 6 - Nov 10
found 3 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Milwaukee (MKE)

The Pfister Hotel

The Pfister Hotel

4.5 out of 5
Downtown Milwaukee
Save 100% on your flight
Price was $1,548, price is now $1,096 per person
$1,096
per person
Nov 6 - Nov 10
found 3 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Milwaukee (MKE)

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

4 out of 5
Marquette
Price was $853, price is now $705 per person
$705
per person
Nov 6 - Nov 10
found 3 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Milwaukee (MKE)
Restaurant/bar was very good and shuttle to Brewers game

Reviewed on Oct 5, 2026

Comfort Suites Milwaukee Airport

Comfort Suites Milwaukee Airport

2.5 out of 5
Price was $540, price is now $460 per person
$460
per person
Nov 6 - Nov 10
found 3 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Milwaukee (MKE)
We arrived an the elevator was broken, we were on the 3rd floor. The bell hop carried our luggage up the stairs thankfully. Went to get ice and the ice machine was out of order on our floor. Breakfast was very nice with many choices. Staff was very helpful and friendly. Parking is free which is great being close to the airport. I'll definitely stay here again. Would have given it a 5 rating but there are some maintenance issues and cosmetic things.

Reviewed on Oct 7, 2026

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
Menomonee River Valley
Price was $886, price is now $756 per person
$756
per person
Nov 6 - Nov 10
found 3 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Milwaukee (MKE)
Everything

Reviewed on Oct 7, 2026

Home2 Suites by Hilton Milwaukee Downtown

Home2 Suites by Hilton Milwaukee Downtown

3 out of 5
Downtown Milwaukee
Price was $815, price is now $695 per person
$695
per person
Nov 6 - Nov 10
found 3 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Milwaukee (MKE)

Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

4 out of 5
Westown
Price was $972, price is now $833 per person
$833
per person
Nov 6 - Nov 10
found 3 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Milwaukee (MKE)
Well maintained older property in a wonderful location.

Reviewed on Oct 7, 2026

The Westin Milwaukee

The Westin Milwaukee

4 out of 5
Downtown Milwaukee
Price was $970, price is now $833 per person
$833
per person
Nov 6 - Nov 10
found 3 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Milwaukee (MKE)

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Best Lodging Options Near Pleasant Prairie Premium Outlets

Doubletree by Hilton Pleasant Prairie Kenosha

Doubletree by Hilton Pleasant Prairie Kenosha

4 out of 5
11800 108th St Pleasant Prairie WI
0.4 km from Pleasant Prairie Premium Outlets
Stay at this hotel in Pleasant Prairie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
Best Western Executive Inn Kenosha/Pleasant Prairie

Best Western Executive Inn Kenosha/Pleasant Prairie

2.5 out of 5
7220 122nd Ave Kenosha WI
6.02 km from Pleasant Prairie Premium Outlets
Book a stay at this business-friendly hotel in Kenosha. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Country Inn & Suites by Radisson Kenosha - Pleasant Prairie

Country Inn & Suites by Radisson Kenosha - Pleasant Prairie

2.5 out of 5
7011 122nd Ave Kenosha WI
6.36 km from Pleasant Prairie Premium Outlets
Book a stay at this business-friendly hotel in Kenosha. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Days Inn by Wyndham Pleasant Prairie Kenosha

Days Inn by Wyndham Pleasant Prairie Kenosha

2.5 out of 5
7540 118th Ave Pleasant Prairie WI
5.63 km from Pleasant Prairie Premium Outlets
Book a stay at this family-friendly hotel in Pleasant Prairie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
The Inn on Sheridan

The Inn on Sheridan

3.5 out of 5
2723 Sheridan Rd Zion IL
12.87 km from Pleasant Prairie Premium Outlets
Book a stay at this business-friendly hotel in Zion. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Antioch Hotel & Suites

Antioch Hotel & Suites

3 out of 5
350 Illinois 173 Antioch IL
13.04 km from Pleasant Prairie Premium Outlets
Book a stay at this business-friendly hotel in Antioch. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Great Wolf Lodge Illinois

Great Wolf Lodge Illinois

3 out of 5
1700 Nations Dr Gurnee IL
14.73 km from Pleasant Prairie Premium Outlets
Book a stay at this family-friendly resort in Gurnee. Enjoy 6 indoor pools, 5 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. ...
The Stella Hotel & Ballroom

The Stella Hotel & Ballroom

3.5 out of 5
5706 8th Ave Kenosha WI
12.87 km from Pleasant Prairie Premium Outlets
Book a stay at this business-friendly hotel in Kenosha. Enjoy free WiFi, free parking, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
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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.