America’s Top 10 Grilled Cheese Sandwiches

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Grilled cheese is comforting perfection in only two or three ingredients. There are few things more satisfying than a ridiculously crispy, golden exterior that gives way to a molten core of pure, cheesy ooze. Hungry yet? Well, to satisfy your next craving we’re profiling 10 of the most delectable, most indulgent, most finger lickin’ good grilled cheese restaurants in America. Whether you like yours gussied up or as pure and simple as cheese-meets-bread, these 10 eateries turn out specimens that are so good you may just want to plan a road trip to try them all.

Earl’s Beer and Cheese, Manhattan

Occupying a space on the Upper East Side that’s barely bigger than a closet, Earl’s Beer and Cheese does, well, beer and cheese. The New York State Cheddar sandwich puts an over-the-top decadent, totally sloppy spin on the sandwich, pairing braised pork belly chunks with melted cheese, a fried egg, and even an untraditional dollop of kimchi. It’s unbelievably good, particularly with a frothy pint of craft beer on the side.

America's Top 10 Grilled Cheese Sandwiches: Grilled Cheese Sandwich
Grilled Cheese Sandwich © Bob Ingelhart/iStock/Thinkstock

Beecher’s Handmade Cheese, Seattle and Manhattan

Beecher’s is the destination in New York and Seattle for turophiles (that’s fancy-speak for “cheese lovers”). They’ve got cases full of tempting wheels, glassed-in cheese making facilities where you can watch the artisans in action, and a mac ’n cheese recipe that’s been called the world’s best. As much as we can go in for a cup of the stuff, their oozy sandwich, made with their flagship Gruyere-Cheddar hybrid cheese, is to die for.

America's Top 10 Grilled Cheese Sandwiches: Beecher’s © Dana
Beecher’s © Dana

The Grilled Cheese Truck, LA

What’s better than a grilled cheese kitchen on wheels? Seriously though, we cannot think of anything better than that. Bringing joy to Angelenos from Pasadena to Venice Beach, the sunny yellow truck slings sandwiches that range from the classic to the mind melting (think pretzel bread, a mac ’n cheese filling, and even dessert grilled cheese). 

America's Top 10 Grilled Cheese Sandwiches: Grilled Cheese Truck © Kevin Stanchfield
Grilled Cheese Truck © Kevin Stanchfield

South Philadelphia Tap Room, Philadelphia

Philadelphia is a beer-loving town, so it’s only reasonable that there’s plenty of suds-absorbing food on offer. The cheesesteak gets much of the press here, but the grilled cheese at South Philadelphia Tap Room, loaded up with three different kinds of curds, is king of this neck of the woods as far as we’re concerned. It comes with a cup of lager-dosed tomato soup, natch.

South Philadelphia Tap Room © Scott Charles Schroeder III
South Philadelphia Tap Room © Scott Charles Schroeder III

American Grilled Cheese Kitchen, San Francisco

Before you even step in the door, you can tell that American Grilled Cheese Kitchen knows what to do when given slices of bread and a few slabs of cheese. There are 11 sandwiches on the all day menu (try the Jalapeño Popper with chèvre and apricot-jalapeño relish), and even some breakfast options. And because this is San Francisco, sandwiches are served with tangerines and strawberries on the side. Pssh. You don’t have to eat them, though.

American Grilled Cheese Kitchen © Cristina Jocson
American Grilled Cheese Kitchen © Cristina Jocson

Milk Truck, New York

The Gotham equivalent of LA’s Grilled Cheese Truck, the Biggie to its Tupac, is Milk Truck – a cheery little vehicle that putters around the city. All of its sandwiches combine several different cheese varieties into a symphony of goo, and the ‘milk’ in its name comes from the side menu of milkshakes – we recommend the crushed malt ball. Just don’t be one of those wimps who orders a side salad, or you’ll get some serious side-eye.

Milk Truck © Bing
Milk Truck © Bing

Cheesie’s, Chicago

Esquire Magazine’s readers voted Cheesie’s as the best grilled cheese venue in the country, and we’re not likely to ignore that kind of consensus. The sandwiches here are as cheesy as they come, and it’s open fittingly late for the fun-loving crowd. And if you really, really love grilled cheese, you can sign on for the Cheesie’s Challenge, which bets diners that they can’t wolf down an 8 lb. stack of sandwiches in 45 minutes. We’ve got more faith in you than that.

Cheesie’s © Cheesie’s
Cheesie’s © Cheesie’s

Brunch Box, Portland

Leave it to Portland to serve up grilled cheese with a side of whimsy. For instance: dinosaur-shaped sandwiches for the kids (and kids at heart). Otherwise, you can throw all caloric caution to the wind and order the Redonkadonk, a burger that uses two grilled cheese sandwiches in place of buns.

Grilled Cheese Burger © Dylan
Grilled Cheese Burger © Dylan

Cowgirl Creamery, San Francisco

In San Francisco’s Ferry Plaza, an indoor market-cum-foodie-dream-destination, Cowgirl Creamery is renowned for serving up some of the best cheeses around (including its own award-winning wheels). However, there’s more to the venue than its cheese counter. Like Sidekick, its café next door which serves a rotating menu of grilled cheese, open-faced toasties, and flatbread cheese melts. Given the quality of the cheese being used, you can bet these are some special sandwiches.

Cowgirl Creamery © Merri
Cowgirl Creamery © Merri

Roxy’s, Boston

Roxy’s in Boston has earned enough acclaim to win it a spot on The Food Network’s “The Great Food Truck Race,” but even when it’s not starring on the small screen, the food here is sure to please. Its sandwiches push the envelope on tradition – like the Mighty Rib Melt, which pairs braised beef and caramelized onions with fontina – and pairings like Nutella hot cocoa and truffle fries come together to form the perfect meal.

Roxy’s © Bing
Roxy’s © Bing

Featured image © Ju-Lee/iStock/Thinkstock

Written by insider city guide series Hg2 | A Hedonist’s guide to… whose guides cover all the best hotels, restaurants, bars, clubs, sights, shops and spas.

America’s Top 10 Grilled Cheese Sandwiches was last modified: June 26th, 2019 by Elizabeth Gourd
Author: Elizabeth Gourd (78 posts)

Elizabeth suffers from an acute case of wanderlust, which no amount of traveling or adventure can cure. She has lived in London, New York and Berlin, and is currently a writer for Hg2 | A Hedonist's Guide To...