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Roxy’s Grilled Cheese
Roxy’s short rib grilled cheese
Roxy’s Grilled Cheese/Facebook

13 Top-Notch Grilled Cheese Sandwiches Around Boston

Gooey cheese and perfectly toasted bread are sure to satisfy

by Dana Hatic
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Roxy’s short rib grilled cheese
| Roxy’s Grilled Cheese/Facebook
by Dana Hatic

Few things in life are more comforting than melted cheese and bread. Luckily, the Boston area has a solid selection of grilled cheese sandwiches to warm the soul through the cold winter months. Here’s a sampling of some of the best grilled cheese offerings in and around the city, loaded up with bacon, caramelized onions, short rib, avocado, and more.

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Foundry on Elm

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Davis Square’s Foundry on Elm serves the perfect combination of cheesiness and warmth. Its grilled cheese comes laden with smoked gouda and cheddar on griddled sourdough bread, topped with smoked honey, alongside a tomato basil soup, perfect for dipping the crispy sandwich.

255 Elm St, Somerville, MA 02144
(617) 628-9999
(617) 628-9999
Grilled cheese and tomato soup at foundry on elm
Grilled cheese and tomato soup at Foundry on Elm
Foundry on Elm/Facebook

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The Bacon Truck Cafe

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Yes, this place is named after bacon, and yes, its version of grilled cheese contains bacon. It also contains cheddar and Havarti cheeses and beefsteak tomatoes, all grilled to a crispy finish. Consider a side of tater tots.

50 Terminal St, Charlestown, MA 02129
(201) 694-9060
(201) 694-9060
Grilled cheese at the Bacon Truck Cafe, with a side of tots
Grilled cheese at the Bacon Truck Cafe, with a side of tots
Rachel Leah Blumenthal/Eater

All Star Sandwich Bar

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All Star’s grilled cheese sandwich sports charred grill markings to go along with its gooey interior. The restaurant also serves a creamy tomato soup for those looking for a classic combo, but the grilled sandwich goes just as well with a side of mac and cheese. (Too much cheese? Never.)

1245 Cambridge St, Cambridge, MA 02139
(617) 868-3065
(617) 868-3065
All Star Sandwich Bar grilled cheese
All Star Sandwich Bar grilled cheese
All Star Sandwich Bar/Facebook

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Central Bottle Wine & Provisions

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Weekday lunchtime sandwiches are available at this wine and cheese shop. There are meat and veggie options for the Italian panini, featuring some of the shop’s salumi and cheese selections, and in the winter the shop serves grilled cheese sandwiches as well. Stop by Monday through Friday from “noon to whenever” (a true Italian time frame) to sample a sandwich.

196 Massachusetts Ave, Cambridge, MA 02139
(617) 225-0040
(617) 225-0040
Grilled cheese at Central Bottle
Grilled cheese at Central Bottle
Rachel Leah Blumenthal/Eater

Luke’s Lobster

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Lobster’s in the name, so you can bet the seasonal grilled cheese at Luke’s embraces the namesake, pairing lobster with melty cheddar. In addition to the this downtown location, Luke’s is also in the Seaport District (53 Northern Ave.) and Back Bay (75 Exeter St.).

290 Washington St, Boston, MA 02108
(857) 317-4843
(857) 317-4843
Lobster grilled cheese at Luke’s Lobster
Lobster grilled cheese at Luke’s Lobster
Luke’s Lobster/Official Site

Roxy's Grilled Cheese

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While the bulk of the menu at Roxy’s can satisfy a grilled cheese craving, the restaurant tips things over the edge with the mighty rib melt, made with fontina, barbecue braised short rib, and caramelized onions. If a more simple sandwich is the order of the day, try the classic (your choice of cheese) or the rookie melt, with Vermont cheddar and tomato. There are also vegan grilled cheeses available.

For added fun, visit the Roxy’s in Cambridge’s Central Square for a Buffalo tofu melt with muenster, Buffalo tofu, lettuce, tomato, and ranch, with a side of arcade games.

485 Cambridge St, Allston, MA 02134
(617) 202-5864
(617) 202-5864
Closeup of a melty grilled cheese sandwich in someone’s hands
Roxy’s Grilled Cheese
Roxy’s Grilled Cheese/Facebook

Committee

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Combining two of the best foods on this earth, Committee’s spanakopita grilled cheese sandwich features spinach, feta, and kasseri cheese on slices of Kalamata olive bread. All of that is served alongside tomato soup; for a few extra bucks, add a side of seasonal greens or zucchini crisps. It’s available on the restaurant’s lunch and weekend brunch menus.

50 Northern Ave, Boston, MA 02210
(617) 737-5051
(617) 737-5051
Spanakopita grilled cheese at Committee
Spanakopita grilled cheese at Committee
Committee/Facebook

Mike & Patty's

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Though not explicitly a grilled cheese sandwich, the “breakfast grilled crack” at Mike & Patty’s comes with American, Gruyere, and cheddar cheeses, along with two fried eggs and double the bacon. That’s all sandwiched between buttered Iggy’s sourdough. There’s also the veggie grilled cheese: American, cheddar, Gruyere, and Swiss, with curried maple squash, tomato jam, and avocado, served on sourdough.

12 Church St, Boston, MA 02116
(617) 423-3447
(617) 423-3447
The Breakfast Grilled Crack sandwich, mike & patty’s
The breakfast grilled crack sandwich
Mike & Patty’s/Facebook

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Trident Booksellers & Cafe

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The deluxe grilled cheese at this bookstore cafe comes with melted provolone with tomato, plus a choice of bacon or avocado, served on challah.

338 Newbury St, Boston, MA 02115
(617) 267-8688
(617) 267-8688
Grilled cheese at Trident Booksellers & Cafe
Loaded grilled cheese at Trident Booksellers & Cafe
Trident Booksellers & Cafe/Facebook

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Bennett's Sandwich Shop

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In its simplest form, grilled cheese is true beauty. The version served at Bennett’s in Fenway — an import from Kennebunk, Maine — features toasted white bread and melty American cheese, and that’s all it needs.

84 Peterborough St, Boston, MA 02215
(857) 239-9736
(857) 239-9736
Bennett’s Sandwich Shop, Fenway
Bennett’s Sandwich Shop, Fenway
Bennett’s Sandwich Shop/Facebook

Coppersmith

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The short rib grilled cheese at Coppersmith is made with Vermont cheddar and caramelized onions, served on thick-cut sourdough bread. The sandwich is available at brunch, lunch, and dinner in its full form, and the lunch menu also offers a tomato soup with an optional mini grilled cheese add-on.

40 W 3rd St, South Boston, MA 02127
(617) 658-3452
(617) 658-3452
Short rib grilled cheese at Coppersmith
Short rib grilled cheese at Coppersmith
Coppersmith/Facebook

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Curds & Co.

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Swing by delightful Brookline cheese shop Curds & Co. for a wide variety of cheese and accoutrements — and a grilled cheese lunch, of course. The classic option starts at $5 and includes a local three-cheese blend, served on buttered pain de mie; optional add-ons include prosciutto, bacon marmalade, Serrano ham, and more. But there are rotating specials, too, such as the “smokey baloney” — mortadella, smoky onion mustard, and a three-cheese blend.

288 Washington St, Brookline, MA 02445
(617) 879-0565
(617) 879-0565
The “smokey baloney” at Curds & Co.
The “smokey baloney” at Curds & Co.
Curds & Co./Facebook

Cutty's

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And right by Curds & Co., there’s Cutty’s. The Cutty’s grilled cheese sandwich goes for $4.95 and is made simply, with Havarti on white or wheat bread. Occasionally, the restaurant offers fully-loaded grilled cheese specials it dubs “fork-n-knife” style, such as this pictured one, topped with local tomatoes, spicy mayo, and chives.

284 Washington St, Brookline, MA 02445
(617) 505-1844
(617) 505-1844
Cutty’s special fork-n-knife grilled cheese
Cutty’s special fork-n-knife grilled cheese
Cutty’s/Instagram

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Foundry on Elm

255 Elm St, Somerville, MA 02144

Davis Square’s Foundry on Elm serves the perfect combination of cheesiness and warmth. Its grilled cheese comes laden with smoked gouda and cheddar on griddled sourdough bread, topped with smoked honey, alongside a tomato basil soup, perfect for dipping the crispy sandwich.

255 Elm St, Somerville, MA 02144
(617) 628-9999
(617) 628-9999
Grilled cheese and tomato soup at foundry on elm
Grilled cheese and tomato soup at Foundry on Elm
Foundry on Elm/Facebook

The Bacon Truck Cafe

50 Terminal St, Charlestown, MA 02129

Yes, this place is named after bacon, and yes, its version of grilled cheese contains bacon. It also contains cheddar and Havarti cheeses and beefsteak tomatoes, all grilled to a crispy finish. Consider a side of tater tots.

50 Terminal St, Charlestown, MA 02129
(201) 694-9060
(201) 694-9060
Grilled cheese at the Bacon Truck Cafe, with a side of tots
Grilled cheese at the Bacon Truck Cafe, with a side of tots
Rachel Leah Blumenthal/Eater

All Star Sandwich Bar

1245 Cambridge St, Cambridge, MA 02139

All Star’s grilled cheese sandwich sports charred grill markings to go along with its gooey interior. The restaurant also serves a creamy tomato soup for those looking for a classic combo, but the grilled sandwich goes just as well with a side of mac and cheese. (Too much cheese? Never.)

1245 Cambridge St, Cambridge, MA 02139
(617) 868-3065
(617) 868-3065
All Star Sandwich Bar grilled cheese
All Star Sandwich Bar grilled cheese
All Star Sandwich Bar/Facebook

Central Bottle Wine & Provisions

196 Massachusetts Ave, Cambridge, MA 02139

Weekday lunchtime sandwiches are available at this wine and cheese shop. There are meat and veggie options for the Italian panini, featuring some of the shop’s salumi and cheese selections, and in the winter the shop serves grilled cheese sandwiches as well. Stop by Monday through Friday from “noon to whenever” (a true Italian time frame) to sample a sandwich.

196 Massachusetts Ave, Cambridge, MA 02139
(617) 225-0040
(617) 225-0040
Grilled cheese at Central Bottle
Grilled cheese at Central Bottle
Rachel Leah Blumenthal/Eater

Luke’s Lobster

290 Washington St, Boston, MA 02108

Lobster’s in the name, so you can bet the seasonal grilled cheese at Luke’s embraces the namesake, pairing lobster with melty cheddar. In addition to the this downtown location, Luke’s is also in the Seaport District (53 Northern Ave.) and Back Bay (75 Exeter St.).

290 Washington St, Boston, MA 02108
(857) 317-4843
(857) 317-4843
Lobster grilled cheese at Luke’s Lobster
Lobster grilled cheese at Luke’s Lobster
Luke’s Lobster/Official Site

Roxy's Grilled Cheese

485 Cambridge St, Allston, MA 02134

While the bulk of the menu at Roxy’s can satisfy a grilled cheese craving, the restaurant tips things over the edge with the mighty rib melt, made with fontina, barbecue braised short rib, and caramelized onions. If a more simple sandwich is the order of the day, try the classic (your choice of cheese) or the rookie melt, with Vermont cheddar and tomato. There are also vegan grilled cheeses available.

For added fun, visit the Roxy’s in Cambridge’s Central Square for a Buffalo tofu melt with muenster, Buffalo tofu, lettuce, tomato, and ranch, with a side of arcade games.

485 Cambridge St, Allston, MA 02134
(617) 202-5864
(617) 202-5864
Closeup of a melty grilled cheese sandwich in someone’s hands
Roxy’s Grilled Cheese
Roxy’s Grilled Cheese/Facebook

Committee

50 Northern Ave, Boston, MA 02210

Combining two of the best foods on this earth, Committee’s spanakopita grilled cheese sandwich features spinach, feta, and kasseri cheese on slices of Kalamata olive bread. All of that is served alongside tomato soup; for a few extra bucks, add a side of seasonal greens or zucchini crisps. It’s available on the restaurant’s lunch and weekend brunch menus.

50 Northern Ave, Boston, MA 02210
(617) 737-5051
(617) 737-5051
Spanakopita grilled cheese at Committee
Spanakopita grilled cheese at Committee
Committee/Facebook

Mike & Patty's

12 Church St, Boston, MA 02116

Though not explicitly a grilled cheese sandwich, the “breakfast grilled crack” at Mike & Patty’s comes with American, Gruyere, and cheddar cheeses, along with two fried eggs and double the bacon. That’s all sandwiched between buttered Iggy’s sourdough. There’s also the veggie grilled cheese: American, cheddar, Gruyere, and Swiss, with curried maple squash, tomato jam, and avocado, served on sourdough.

12 Church St, Boston, MA 02116
(617) 423-3447
(617) 423-3447
The Breakfast Grilled Crack sandwich, mike & patty’s
The breakfast grilled crack sandwich
Mike & Patty’s/Facebook

Trident Booksellers & Cafe

338 Newbury St, Boston, MA 02115

The deluxe grilled cheese at this bookstore cafe comes with melted provolone with tomato, plus a choice of bacon or avocado, served on challah.

338 Newbury St, Boston, MA 02115
(617) 267-8688
(617) 267-8688
Grilled cheese at Trident Booksellers & Cafe
Loaded grilled cheese at Trident Booksellers & Cafe
Trident Booksellers & Cafe/Facebook

Bennett's Sandwich Shop

84 Peterborough St, Boston, MA 02215

In its simplest form, grilled cheese is true beauty. The version served at Bennett’s in Fenway — an import from Kennebunk, Maine — features toasted white bread and melty American cheese, and that’s all it needs.

84 Peterborough St, Boston, MA 02215
(857) 239-9736
(857) 239-9736
Bennett’s Sandwich Shop, Fenway
Bennett’s Sandwich Shop, Fenway
Bennett’s Sandwich Shop/Facebook

Coppersmith

40 W 3rd St, South Boston, MA 02127

The short rib grilled cheese at Coppersmith is made with Vermont cheddar and caramelized onions, served on thick-cut sourdough bread. The sandwich is available at brunch, lunch, and dinner in its full form, and the lunch menu also offers a tomato soup with an optional mini grilled cheese add-on.

40 W 3rd St, South Boston, MA 02127
(617) 658-3452
(617) 658-3452
Short rib grilled cheese at Coppersmith
Short rib grilled cheese at Coppersmith
Coppersmith/Facebook

Curds & Co.

288 Washington St, Brookline, MA 02445

Swing by delightful Brookline cheese shop Curds & Co. for a wide variety of cheese and accoutrements — and a grilled cheese lunch, of course. The classic option starts at $5 and includes a local three-cheese blend, served on buttered pain de mie; optional add-ons include prosciutto, bacon marmalade, Serrano ham, and more. But there are rotating specials, too, such as the “smokey baloney” — mortadella, smoky onion mustard, and a three-cheese blend.

288 Washington St, Brookline, MA 02445
(617) 879-0565
(617) 879-0565
The “smokey baloney” at Curds & Co.
The “smokey baloney” at Curds & Co.
Curds & Co./Facebook

Cutty's

284 Washington St, Brookline, MA 02445

And right by Curds & Co., there’s Cutty’s. The Cutty’s grilled cheese sandwich goes for $4.95 and is made simply, with Havarti on white or wheat bread. Occasionally, the restaurant offers fully-loaded grilled cheese specials it dubs “fork-n-knife” style, such as this pictured one, topped with local tomatoes, spicy mayo, and chives.

284 Washington St, Brookline, MA 02445
(617) 505-1844
(617) 505-1844
Cutty’s special fork-n-knife grilled cheese
Cutty’s special fork-n-knife grilled cheese
Cutty’s/Instagram

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