welcome to

trolley dogs

trolley dogs

18ft

american

indoors

Trolley Dogs is a Boston-area food truck serving up classic all-beef hot dogs with a creative twist. Each dog is built on a toasted sub roll and loaded with regional styles and toppings inspired by cities across America — from Chicago to California. Alongside their signature dogs, they offer fresh-squeezed lemonades, Italian ices, and specialty fries, making them a crowd favorite at events and festivals across Massachusetts. Their fun, nostalgic approach to comfort food and commitment to quality ingredients have helped Trolley Dogs become a local staple for both casual lunch crowds and private catering events.    

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Meet James Shehadeh

Trolley Dogs is owned and operated by James Shehadeh, a passionate food entrepreneur with years of experience bringing flavorful street food to the Boston community. Known for his hands-on approach and commitment to service, James built Trolley Dogs with the goal of elevating a simple American classic through creativity, quality, and consistency. His leadership and attention to detail have made Trolley Dogs one of the most recognizable and well-loved mobile eateries in the area.    

menu

trolley dogs

  • CALIFORNIA

    OUR OWN CHILI & NACHO CHEESE

  • DUKE

    RELISH, ONION & DELI MUSTARD

  • NEW YORKER

    SAUERKRAUT & DELI MUSTARD

  • DUCHESS

    OUR SPECIAL CARAMELIZED ONION

  • TEX-MEX

    SPECIAL SALSA, ONION & NACHO CHEESE (MILD, MEDIUM, HOT)

  • CHICAGO

    RELISH, ONION, PICKLE, DELI MUSTARD, TOMATO & SPORT PEPPER

  • WESTERN

    BBQ SAUCE, ONION & NACHO CHEESE

  • ORIGINAL

    PLAIN or YOUR WAY

drinks

  • Happy Island

    WITH PEACH & MANGO PUREE

  • Raspberry Rickey

    WITH SPRITE & RASPBERRY PUREE

  • Sea Breeze

    WITH STRAWBERRY & COCONUT PUREE

fries

  • ORIGINAL

    SELECT GRADE "A" GOLDEN FRIES

  • NACHO

    SALSA, ONION & NACHO CHEESE

  • WESTERN

    BBQ SAUCE, ONION & NACHO CHEESE

  • CHILI N' CHEESE

    OUR SPECIAL CHILI & NACHO CHEESE