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- Four Diamonds by the American Automobile Association (AAA), 2001, 2002, 2003, 2004, 2005
- Listed among the Conde Nast Traveler's Gold List January 2006 "World's Best 700 Places to Stay"
- “Good Earthkeeping Award” AH & LA Achievement Awards 2006
- Winner of the “Good Earthkeeping Award” The Charles Hotel, Mass Lodging Association- Stars of the Industry Awards 2005
- Winner of the “Employee Relations Award” The Charles Hotel, Mass Lodging Association- Stars of the Industry Awards 2005
- “Best of Boston, Hotel, General Excellence,” Boston Magazine 2005, 2000
- "Top Hotels” The Charles Hotel, Zagat Guide 2005
- "Top Restaurants” Rialto, Zagat Guide 2005
- "Best Dining, Period" Rialto, Frommers Boston 2005
- "World’s Top Hotel Restaurants,” Rialto, Gourmet Magazine 2004
- “Best Nightlife” Noir, Food & Wine 2006
- "Boston’s Best Jazz Club,” Boston Magazine 9 consecutive years - Inducted in “Hall of Fame” 2003
- "50 Best Hotel Restaurants in America,” Rialto, Food & Wine 2002
- "Best Hotel in Cambridge,” Travel & Leisure 2000
- "Best Power Breakfast,” Henrietta’s Table, Boston Magazine 2000
- "Best Romantic Restaurant,” Rialto, Boston Magazine 2000
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