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Where to Get the Gooiest Grilled Cheese in Westchester

Adobe Stock / George Dolgikh

If you’re looking for the top-shelf gooey goodness of grilled cheese, these nine Westchester eateries are sure to impress.

Additional reporting by Jenny Chen

If the phrase ‘there’s beauty in simplicity,’ had a posterchild, it would be the humble, delicious grilled cheese. Despite being one of the easiest meals to make with the most basic of ingredients — so easy and basic, in fact, that even those who lack kitchen cred can cook one up in a jiffy — it’s been one of America’s favorite sandwiches for nearly 100 years.

Conceived during the Great Depression, these gooey sandwiches are a surefire way to put a smile on your face. Whether you’re looking to celebrate National Grilled Cheese Day (April 12), or you’re just longing to reconnect with one of your favorite childhood craves, these nine Westchester restaurants are sure to hit the spot and impress even the most choosy of cheese connoisseurs.

105 Ten Bar & Grill

127 Woodside Ave, Briarcliff Manor; 914.236.3651

The first and flagship location of Westchester’s impressive 105 restaurant group, this Briarcliff Manor bar and grill has two separate grilled cheese options, both of which are sure to please guests of all ages. The first is a lobster grilled cheese, comprising a mix of cheddar, brie, and Swiss cheeses served on Texas toast with truffle oil and a side salad. The second option is a short rib grilled cheese, which includes cheddar, Swiss, and pepper jack cheeses on Texas toast with a tangy beer barbecue sauce.


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The Beehive

30 Old Route 22, Armonk; 914.765.0688

The Beehive has created quite the buzz around Armonk in its nearly two decades of operation, garnering acclaim for its balance of adherence to tradition and pursuit of a menu with contemporary flair. In the dinner lineup, The Beehive has two options for those looking to take their grilled cheese to the next level. The first is a more classic option named the “Crispy Gooey Grilled Cheese,” served on Greenleaf panini bread. The second is the “Ultimate Grilled Cheese Bacado,” which includes applewood smoked bacon, avocado, and Cabot Monterey. Pro Tip: If you’re looking to add a healthy side to your grilled cheese (but abhor slaw or greens), be sure to ask about upgrading your fries to sweet potato wedges. You’ll be glad you did.

Mason Sandwich Co.

33 Mill Rd, Eastchester; 914.776.2766

This Eastchester mainstay is the final word in any discussion on where to find great craft sandwiches. Mason’s grilled cheese is made from a blend of Comte and Vermont white cheddar, served with creamy tomato soup on the side — long considered an inseparable companion to any great grilled cheese. For families who want to celebrate National Grilled Cheese Day together, there’s also a kids’ menu version which drops the tomato soup and eschews the aforementioned cheese blend in favor of good old-fashioned American.


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Mt. Kisco Diner

252 E Main St, Mount Kisco; 914.666.5676

For fans of the classic, no-nonsense grilled cheese, the Mt. Kisco Diner offers four different choices of cheeses (American, Swiss, mozzarella, or cheddar). For those who consider themselves too cool for old-school grilled cheeses, consider the “Grown-Up Grilled Cheeses” section of the menu. These monstrous creations run the gamut from the health-conscious Very Veggie (portobello mushrooms, fire-roasted potatoes, tomato, spinach, zucchini, Monterey, and aged cheddar on sourdough bread) to the wickedly gooey Loaded Grilled Cheese (aged cheddar, Monterey, Swiss, American, bacon, and tomato on thick country white bread).


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Pete’s Park Place Tavern

18 – 20 Park Pl, Bronxville; 914.337.9887

For cheese-blend fans, Pete’s “grown-up” grilled cheese is a can’t-miss. It’s a four-cheese blend (mozzarella, American, Swiss, cheddar) served with bacon and tomato on Bronx bread.

Put Some Meat on Your Bones

650 Lee Blvd, Jefferson Valley; 914.391.5527

If it’s wheely good grilled cheeses you’re after, then you’d do well to head to the Jefferson Valley mall to check out this popular food truck (which offers a sweet “pay what you can” deal). Put Some Meat on Your Bones has a distinct passion for grilled cheeses that rivals even the greatest. They have their secret recipe — six cheese blends! Foodies who like it hot would find the turkey chipotle chili option perfect, but if you’re feeling saucy, check out the barbecue chicken version.

Second Mouse Cheese Shop

57 Manville Rd, Pleasantville; 914.579.2909

The go-to stop for discerning cheese addicts, Second Mouse is a unique eatery that is seriously and solely devoted to all things cheese — and the selection of grilled cheese sandwiches reflects this. The daily menu has four grilled cheeses, including The Classic (a blend of cheddar and Alpine cheeses, served with mustard or bacon marmalade); The Hipster (Havarti melted atop roasted poblano peppers, green salsa, and arugula); The Alpine (nutty and fragrant Alpine cheeses, organic kimchi, and sesame oil); and The Masala, a blend of sweet young gouda, local chevre and cumin, melted with arugula. All options are available on either organic French sourdough or local gluten-free bread. Also, seasonal favorite The French Onion Grilled Cheese is back, featuring caramelized onions mixed with sherry and a rich combination of alpine cheeses.

Village Social

67 Purchase St, Rye; 914.612.4267
251 E Main St, Mount Kisco; 914.864.1255

For a sandwich that eats like a meal, make haste to this local favorite for the luscious, satisfying short-rib grilled cheese, made with cheddar and slow-cooked beef sandwiched between slices of crisp sourdough bread.

The Wooden Spoon

16 Division St, New Rochelle; 914.278.9432

For a little help getting festive on National Grilled Cheese Day, The Wooden Spoon has a three-cheese sammie offering that’s made with a mix of pepper jack, mozzarella, and cheddar cheeses on buttered Texas toast. Pro Tip: If you plan on bringing your kids with you, fear not. The Wooden Spoon also has a kids’ menu version which should bring a smile to their faces.


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