America’s Best Towns for the Holidays

Naples, Fl
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© America / Alamy

Twinkling lights, sumptuous meals, and maybe even Santa skiing down the slopes: T+L readers share their favorite towns for the holidays.

No. 5 Naples, FL

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This Florida town lacks snowman-building material, but the snowbird-style winter wonderland still lures holiday revelers with its luxury stores, cool boutiques, and festive ambience. Third Street South is the headquarters for the official tree, evening “snow” showers during Thanksgiving week, and gorgeous window displays, like those at department store Marissa Collections in the Old Naples Historic District. Continue shopping along Fifth Avenue South, and check out whimsical clothing and gift shop Wind in the Willows, whose window won Best in Show at the 2013 local holiday decorating contest. Of course, the holidays are about more than retail; catch the Naples edition of the worldwide TUBA Christmas, a concert on Fifth Avenue South’s Sugden Plaza featuring brass tubas, euphoniums, and baritones.

Naples, Fl

America’s Best Towns for the Holidays

No. 5 Naples, FL

This Florida town lacks snowman-building material, but the snowbird-style winter wonderland still lures holiday revelers with its luxury stores, cool boutiques, and festive ambience. Third Street South is the headquarters for the official tree, evening “snow” showers during Thanksgiving week, and gorgeous window displays, like those at department store Marissa Collections in the Old Naples Historic District. Continue shopping along Fifth Avenue South, and check out whimsical clothing and gift shop Wind in the Willows, whose window won Best in Show at the 2013 local holiday decorating contest. Of course, the holidays are about more than retail; catch the Naples edition of the worldwide TUBA Christmas, a concert on Fifth Avenue South’s Sugden Plaza featuring brass tubas, euphoniums, and baritones.

© America / Alamy
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