Bust out the sweatpants and prepare yourself for an insane amount of grub. We’ve collected info on some of the craziest and tastiest food challenges in Massachusetts and boy… we Bay Staters can eat. A lot. And apparently, very quickly. The best part? All these gigantic meals are free if you eat every bite! Within the time limits, of course. And all of them look absolutely delicious. These are worth trying out for yourself! Put these free food restaurant challenges in Massachusetts in your bucket lists for the next time you’re looking for a tasty culinary challenge! Can you think of anything better than enjoying one of these free food challenges in Massachusetts?

  1. Clyde’s, Walpole

Yelp/Brandon K. NAME: 10 gallon burger challenge. EAT: Gigantic burger patty (takes two spatulas to flip) topped with five slices of cheese and gobs of chili, fries, and onion rings. TIME LIMIT: 30 minutes. COST: $16. The first of the food challenges in Massachusetts on our list, Clyde’s has had a makeover during the last couple of years. Open seven days a week, you can get anything on their fantastic menu from 11:30 a.m. though midnight daily. Their Facebook page is regularly updated with specials and fun new information, so make sure to give them a follow!

  1. Eagle’s Deli, Brighton

Eagle’s Deli NAME: Eagle’s Challenge. EAT: a 5-pound burger topped with 20 pieces of bacon and 20 pieces of American cheese, along with a 5-pound side of fries, one deli pickle, and a soda. TIME LIMIT: 1 hour. This challenge has been featured nationwide, including on the Travel Channel, the Rachel Ray show, and more! You may have seen it on television and been inspired to stop by. You’ll be glad you did! This family restaurant has been serving up delicious food for years. And for good reason! You’ll love everything on the menu.

  1. Four Seas Ice Cream, Centervile

Facebook/Four Sea’s Ice Cream NAME: Hurricane Challenge. EAT: 16 scoops of tasty ice cream, topped with plenty of syrup and nuts. TIME LIMIT: 30 minutes. COST: $45 This awesome little ice cream shop has been written up in countless magazines. A staple in Cape Cod since 1934, this spot will satisfy all of your sweet tooth cravings. You’ll find all the information you need on their website, where you can order merchandise, check out their hours of operation, read more about the history of the shop, and even check out their extensive awards! If you’re in the area, you need to stop and try this tasty ice cream challenge in Massachusetts.

  1. Newport Creamery, Seekonk and Fall River

Yelp/Victoria G. NAME: The Awful Awful Milkshake Challenge. EAT: 3 24oz Awful Awful milkshakes. TIME LIMIT: none, but you must finish in one sitting. COST: $12 (Note: if you win the challenge, you get a fourth milkshake free.) This incredible spot serves up all of your favorite tasty comfort food, including buttermilk pancakes, waffles, sandwiches, omelettes, clubs, and more. Their menu is so extensive, it’s hard to list it all, and some even say these are the best burgers in Massachusetts. With two locations in Massachusetts, there’s guaranteed to be one close to you!

  1. AJ’s Kitchen, Wilmington

Facebook/AJ’s Kitchen NAME: Godfather Calzone Challenge. EAT: Monster chicken calzone filled with extra provolone cheese and sauce. TIME LIMIT: 1 hour. COST: $28 This place is pretty spectacular, and not just because the food is to die for. All of their products are peanut free, so if you have an early, you can enjoy worry-free. Their menu also includes sandwiches, salads, pizzas, and more! There’s something on the menu for everyone in the family.

  1. Tiny Tim’s Cafe, Auburn

Yelp/Scotty B. NAME: Tiny Tim’s Special Combo Breakfast Challenge. EAT: three eggs and three massive pancakes, toast, your choice of meat, and hash browns. TIME LIMIT: 30 minutes. COST: $13. One of the finest of Massachusetts diners, this is one fabulous place you’ll want to eat. And this food challenge is the perfect way to start your day, so come hungry! If you’re interested in the daily specials too, make sure to follow them on their Facebook page for all their up to date information, including hours of operation.

Have you tried any of these free food restaurant challenges in Massachusetts? Which one was your favorite? Do you know of any other restaurants with crazy food challenges in Massachusetts? Let us know in the comments below.

Yelp/Brandon K.

NAME: 10 gallon burger challenge. EAT: Gigantic burger patty (takes two spatulas to flip) topped with five slices of cheese and gobs of chili, fries, and onion rings. TIME LIMIT: 30 minutes. COST: $16. The first of the food challenges in Massachusetts on our list, Clyde’s has had a makeover during the last couple of years. Open seven days a week, you can get anything on their fantastic menu from 11:30 a.m. though midnight daily. Their Facebook page is regularly updated with specials and fun new information, so make sure to give them a follow!

Eagle’s Deli

NAME: Eagle’s Challenge. EAT: a 5-pound burger topped with 20 pieces of bacon and 20 pieces of American cheese, along with a 5-pound side of fries, one deli pickle, and a soda. TIME LIMIT: 1 hour. This challenge has been featured nationwide, including on the Travel Channel, the Rachel Ray show, and more! You may have seen it on television and been inspired to stop by. You’ll be glad you did! This family restaurant has been serving up delicious food for years. And for good reason! You’ll love everything on the menu.

Facebook/Four Sea’s Ice Cream

NAME: Hurricane Challenge. EAT: 16 scoops of tasty ice cream, topped with plenty of syrup and nuts. TIME LIMIT: 30 minutes. COST: $45 This awesome little ice cream shop has been written up in countless magazines. A staple in Cape Cod since 1934, this spot will satisfy all of your sweet tooth cravings. You’ll find all the information you need on their website, where you can order merchandise, check out their hours of operation, read more about the history of the shop, and even check out their extensive awards! If you’re in the area, you need to stop and try this tasty ice cream challenge in Massachusetts.

Yelp/Victoria G.

NAME: The Awful Awful Milkshake Challenge. EAT: 3 24oz Awful Awful milkshakes. TIME LIMIT: none, but you must finish in one sitting. COST: $12 (Note: if you win the challenge, you get a fourth milkshake free.) This incredible spot serves up all of your favorite tasty comfort food, including buttermilk pancakes, waffles, sandwiches, omelettes, clubs, and more. Their menu is so extensive, it’s hard to list it all, and some even say these are the best burgers in Massachusetts. With two locations in Massachusetts, there’s guaranteed to be one close to you!

Facebook/AJ’s Kitchen

NAME: Godfather Calzone Challenge. EAT: Monster chicken calzone filled with extra provolone cheese and sauce. TIME LIMIT: 1 hour. COST: $28 This place is pretty spectacular, and not just because the food is to die for. All of their products are peanut free, so if you have an early, you can enjoy worry-free. Their menu also includes sandwiches, salads, pizzas, and more! There’s something on the menu for everyone in the family.

Yelp/Scotty B.

NAME: Tiny Tim’s Special Combo Breakfast Challenge. EAT: three eggs and three massive pancakes, toast, your choice of meat, and hash browns. TIME LIMIT: 30 minutes. COST: $13. One of the finest of Massachusetts diners, this is one fabulous place you’ll want to eat. And this food challenge is the perfect way to start your day, so come hungry! If you’re interested in the daily specials too, make sure to follow them on their Facebook page for all their up to date information, including hours of operation.

If you’re looking for more great places to grab a bite to eat, make sure you visit these 14 Restaurants You Have To Visit In Massachusetts Before You Die. Put these fabulous restaurants on your places to dine this upcoming year!

OnlyInYourState may earn compensation through affiliate links in this article.

Address: 1918 Beacon St, Brighton, MA 02135, USAAddress: 1137 Stafford St, Rochdale, MA 01542, USAAddress: 642 Providence Hwy, Walpole, MA 02081, USAAddress: 162 Lowell St, Wilmington, MA 01887, USAAddress: 701 Fall River Ave, Seekonk, MA 02771, USAAddress: 360 S Main St, Centerville, MA 02632, USA

The OIYS Visitor Center

Free Food Restaurant Challenges In Massachusetts March 05, 2021 Megan McDonald What kind of food is Massachusetts famous for? Actually, Massachusetts is known for quite a few different culinary eats. Many people rightly associate the Bay State with lobsters, as our lobster fishing is very good. But beyond lobster and lobster rolls, we’re also known for our Boston Cream Pie, Baked Navy Beans, Cannolis, Fenway Frank, and New England Clam Chowder. What’s the best food to eat in Massachusetts? Stick with things that the Bay State does best, like the clam chowder, fresh seafood, and even ice cream! That’s right, Massachusetts ice cream shops are award winning. With freshly churned ice cream in countless small town ice cream shops across the state, it’s hard to find a bad ice cream cone or sundae!

The OIYS Visitor Center

Free Food Restaurant Challenges In Massachusetts

March 05, 2021

Megan McDonald

What kind of food is Massachusetts famous for? Actually, Massachusetts is known for quite a few different culinary eats. Many people rightly associate the Bay State with lobsters, as our lobster fishing is very good. But beyond lobster and lobster rolls, we’re also known for our Boston Cream Pie, Baked Navy Beans, Cannolis, Fenway Frank, and New England Clam Chowder. What’s the best food to eat in Massachusetts? Stick with things that the Bay State does best, like the clam chowder, fresh seafood, and even ice cream! That’s right, Massachusetts ice cream shops are award winning. With freshly churned ice cream in countless small town ice cream shops across the state, it’s hard to find a bad ice cream cone or sundae!

The OIYS Visitor Center

The OIYS Visitor Center

Actually, Massachusetts is known for quite a few different culinary eats. Many people rightly associate the Bay State with lobsters, as our lobster fishing is very good. But beyond lobster and lobster rolls, we’re also known for our Boston Cream Pie, Baked Navy Beans, Cannolis, Fenway Frank, and New England Clam Chowder.

What’s the best food to eat in Massachusetts?

Stick with things that the Bay State does best, like the clam chowder, fresh seafood, and even ice cream! That’s right, Massachusetts ice cream shops are award winning. With freshly churned ice cream in countless small town ice cream shops across the state, it’s hard to find a bad ice cream cone or sundae!