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Why not spend your holiday in Chicago where the rates are low during Falls season? There are different hotels that offer discounted room rate such as; Marriott, Conrad, etc.
“Conrad Chicago’s (tel. 312/645-1500; www.conradhotels.com) “Shop Chicago” package includes overnight accommodation, a $50 gift card and VIP savings passport for Westfield North Bridge shopping mall, $30 […]

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For less than $1000 you can visit Greece and stay for two weeks with Untours. There is a choice whether to live in apartment, farmhouse, villa or cottage.
Frommers have posted an article about ‘Untours: is a 32 year-old tour operator that would rather you live in a country than simply visit it’

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