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Most Shareable Chocolate Desserts in Boston

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One of life’s ultimate indulgences is chocolate, so it’s best to eat as much of it as you can. Fortunately for you and your partner-in-crime, Boston shows its love of chocolate by offering giant (or even unlimited) portions of cocoa-based desserts.

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  • American Park Square
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    The Bristol Lounge Map 200 Boylston St, Boston, Massachusetts | 617-351-2037
    Food27 Decor27 Service27 Cost$49
     

    Make a dentist appointment now, because your sweet tooth will be overindulging on the hotel’s epic $18 dessert buffet. The endless spread of desserts includes cake pops, mini-cupcakes, chocolate-covered strawberries, a sundae bar, and a make-your-own-crepe station. P.S.: The buffet only runs on Saturday nights from 9 PM to midnight.

  • Italian Back Bay
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    Piattini Map 226 Newbury Street, Boston, Massachusetts | 617-536-2020
    Food25 Decor22 Service24 Cost$29
     

    Sometimes the best desserts don’t include fancy bells and whistles. This wine cafe’s super-sized homemade tiramisu is a classic recipe which will remind many Italians of when their grandmothers made this dessert for them as children.

  • Pizza South End
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    Picco Map 513 Tremont St, Boston, Massachusetts | 617-927-0066
    Food25 Decor21 Service20 Cost$24
     

    Sundaes aren't only for Sundays. This pizza joint’s Dark Chocolate Brownie Sundae comes with your choice of one of 11 ice cream/sorbet flavors, and drowns in a rich hot fudge sauce from chocolatiers Scharffen Berger.

  • New England Cambridge
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    Henrietta's Table Map 1 Bennett Street, Cambridge, Massachusetts | 617-661-5005
    Food25 Decor21 Service23 Cost$39
     

    Carbs and chocolate are a match made in dessert heaven. The locavore’s take on chocolate bread pudding is finished off with caramelized bananas and a classic vanilla bean ice cream.

  • Dessert Park Square
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    Finale Map 1 Columbus Avenue, Boston, Massachusetts | 617-423-3184
    Food24 Decor22 Service21 Cost$18
     

    The classic dessert sampler is given a reboot with this desserterie’s Chocolate Dream. Offerings include a molten cake filled with raspberries, caffeine-laced espresso truffles, and a white chocolate caramel mousse/pecan pastry.

  • Lounge Back Bay
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    Kings Map 50 Dalton St, Boston, Massachusetts | 617-266-2695
    Atmo.23 Decor22 Service20 CostVE
     

    After a few rounds of bowling, chill out with a grown-up childhood fave, the Coffee Heath Bar Sundae. Scoops of chocolate & coffee ice cream are complimented with pieces of crushed Heath bars and a rum caramel sauce.

  • Back Bay
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    Max Brenner Map 745 Boylston St, Boston, Massachusetts | 617-274-1741
    Food23 Decor24 Service21 Cost$27
     

    This chocolate lover’s dream is like a real-life version of Willy Wonka’s factory. The ideal way to get a sampling is by splitting a Sharing Fondue for Two. Items up for the dipping include banana tempura, chocolate sponge cake, milk and white chocolate bark, and marshmallows that can be roasted at your table.

  • Financial District
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    Cafe Fleuri Map 250 Franklin Street, Boston, Massachusetts | 617-451-1900
    Food21 Decor22 Service20 Cost$43
     

    Think you’ve tried every chocolate dessert? You haven’t experienced this hotel’s chocolate buffet. Hosted every Saturday from 11 AM-3 PM, sample goodies like tarts, trifles, cookies, chocolate shots, macarons, and dessert pizza. Note: eating your weight in chocolate will set you back $42.

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