Boston’s Five Best Food Challenges

Boston's 5 Best

While food is known to bring people together and fill stomachs, in some cases it can grant fame as well. Select Boston restaurants challenge customers to take their self-proclaimed title of “foodie”/love of food to the next level. Whether it’s a three-foot long burrito or an Irish breakfast large enough to feed a family of five, only few have been victorious. Read this list and see if you think you have what it takes to walk away with food-eating bragging rights.

 

La Famiglia Giorgio

With a menu already boasting large, family-style Italian dishes, La Famiglia Giorgio challenges its customers to test their pasta-eating abilities. The best part? If you’re not a fan of one of the challenges, they have three more.
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Website: http://lafamigliagiorgios.com/index.php?link=dinner#9
Address: 112 Salem Street, Boston, MA 02113
Phone: (617) 367-6711
Challenges:
  1. Lasagna Challenge – About six pounds of the lasagna of the day
  2. Meatballs and Sausage Challenge – Almost three pounds of pasta with eight meatballs and six sausage
  3. Chicken Parmigiana Challenge – Almost three pounds of pasta and six chicken cutlets
  4. Lil Al’s Challenge – Three pounds of homemade gnocchi, four cut up chicken cutlets, and broccoli in a pink vodka sauce.

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Prize: A t-shirt that says, “I ate the plate!”

italian gnocchi boston food challenge

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Eagle’s Deli

At Eagle’s Deli’s, you’ll find a burger puts a McDonald’s Big Mac to shame. Weighing in at roughly five pounds, this monstrosity stretches tall enough to intimidate any veteran of burger eating.
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Website: eaglesdeli.com
Address: 1918 Beacon Street, Brighton, MA 02135
Phone: (617) 731-3232
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Challenge: You have to eat a five pound burger topped with 20 pieces of bacon and 20 pieces of American cheese, along with a five pound side of fries, one deli pickle, and a fountain soda in less than an hour.
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Prize: You’ll get your money back, an $100 gift card, a T-shirt, and your picture on the deli’s wall of fame
hamburger fries pickle cheeseburger food challenge boston

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Spike’s Junkyard Dogs

Eating six hot dogs doesn’t sound too daunting, but Spike’s Junkyard Dogs takes it a step further. These hot dogs are put inside sub roll buns, making this challenge much more difficult than one would anticipate.
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Website: spikesjunkyarddogs.com
Address: 1076 Boylston St., (corner Mass. Ave.), 1076 Boylston St, Boston, MA 02215
Phone: (617) 266-0909
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Challenge: Eat 6+ hot dogs that are stuffed into a sub roll
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Prize: You win a t-shirt and a spot on the wall of fame
hot dogs food boston

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Flann O’Brien’s Pub

Flann O’Brien’s Pub has taken the most important meal of the day and amplified it by 10. With 14 different foods on one plate, the contender may not even have room to finish off the complimentary Guinness.
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Website: http://www.flanns.com
Address: 619 Tremont St, Boston, MA 02120
Phone: (617) 566-7744
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Challenge: Eat three rashers, four Irish sausages, three fried eggs on top of one pancake, six pieces of white and black pudding, grilled tomato, mushroom and veggies, home fries, irish baked beans, white toast and brown bread with butter, a bowl of fresh chopped fruit, and an optional pint of Guinness in 30 minutes
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Prize: Your meal is free, you get a free t-shirt, and your picture is put on the hall of fame – do it with the Guinness and you get a hat too.
Irish breakfast food challenge boston eggs sausage potatoes beans toast

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Anna’s Taqueria

This unofficial challenge is too extreme even for the menu. Anna’s Taqueria, known for its award winning burritos, offers a super burrito that stretches roughly three feet in length and is a combination of three full-sized burritos. Whether you share it with friends or take on the monster alone, it’s said to be “must-do” while in Boston.
Website: http://annastaqueria.com/index.html
Address: Coolidge Corner, 1412 Beacon Street, Brookline, MA
Phone: (617) 739-7300
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Unofficial Challenge: Eat the entire three foot long burrito
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Prize: Bragging rights!
anna's taqueria food challenge boston mexican burrito

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