The Best Places for BIG Food in Connecticut!

If you have a big appetite or you simply love a challenge, Connecticut offers several spots with massive meals. From a 10-pound pizza to ultra-spicy hot dogs and an 8.5-pound sandwich, diners opting to take on these big foods better be ready. Will you defeat the food or will the challenge defeat you? Here are the best places for BIG food options in Connecticut! 

Randy’s Wooster St. Pizza Shop, Manchester, CT

How hungry are you? Are you hungry enough for a 10-pound stuffed pizza made from four pizza doughs and so many toppings they can’t be listed? To take on this challenge, you and a friend can eat “The Challenger” and see if you are hungry enough to beat the pizza… or will the pizza be too much for you?

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Leo’s Restaurants, Middlebury and Southbury, CT

Serving a wide range of typical breakfast foods, Leo’s Restaurant offers a challenge to diners seeking to take the notion “breakfast is the most important meal of the day” to the next level. Leo’s has a Kitchen Sink dish for a reasonable $16.99 piled high with French toast, pancakes, sausage, bacon, home fries, eggs, and fruit. A cup of coffee comes on the side to wash it all down, and those who beat the challenge receive a free t-shirt.

Mel’s Downtown Creamery, Pawcatuck, CT

If you are an ice cream lover, here’s one for you: The Big Kahuna Challenge. Dig into eight scoops of ice cream, seven toppings, one banana, and one brownie all topped with whipped cream and four cherries on top. If you manage to finish this one your own, you will win a gift card and a t-shirt.

Bear’s Smokehouse, Multiple locations

Home of delicious mac & cheese and Kansas-city style barbecue, Bear’s also offers ambitious diners a very difficult food challenge: the Bearwich. Prizes and bragging rights are the goal for someone who demolishes the entire Bearwich in 45 minutes or less. What’s in the Bearwich, you ask? It is a 1.5-pound roll packed with four pounds of brisket and pork, one pound of coleslaw, two pounds of mac & cheese, and all of it is topped with their signature sauce. Sound tempting?

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The Plum Tomato, Colchester, CT

If you eat a whole sandwich at the Plum Tomato in Colchester, you win a free t-shirt and bragging rights on their Facebook page. The sandwiches at the Plum Tomato are very delicious and most people take home leftovers, so this is a great challenge for beginner competitive eaters. Sandwich flavors rotate frequently, but you might find options such as the Big Buffalo, the Caesar Salami, and the Titanic Turkey.

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