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There are many escort agencies and escorts advertising online. You have a good variety to choose from. Visitors to Milwaukee find it easiest to stay in or near downtown, where most of the city's hotels are located. Milwaukee doesn't have any youth hostels, but the city has an array of hotels to meet most budgets.
There is a small bed and breakfast district on the Westside. Cheap hotels can be found on the Near South Side as well as as the North Side, the quality of these tends to reflect the average quality of life in the areas these are in, hence may not be up to the standards of relatively affluent travelers. More generic cheaper hotels are located outside the urban city. Near most interstates you can also find chain hotels.
Milwaukee like all major American cities has a relatively high crime rate, but since most crime is concentrated in specific poorer areas the majority of the city is perfectly safe.