Milwaukee Hotels With the Best Pools. 1  Country Inn & Suites By Carlson Kenosha. 2  Country Inn & Suites By Carlson, Milwaukee Airport, WI. 3  La Quinta Inn & Suites Milwaukee Bayshore Area.  La Quinta Inn & Suites Milwaukee SW New 1  Berlin. Wildwood Lodge.  La Quinta Inn & Suites Milwaukee 1  Delafield. Wyndham Garden Kenosha Harborside.