Southwestern Connecticut Restaurants
We’ve compiled the best of the best in Southwestern Connecticut - browse our top choices for Restaurants during your stay.
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17 Recommendations
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1. Match
$$$ | |A SoNo fixture since 1999, Match's high ceilings, exposed brick, and industrial fixtures provide a sleek, urban look. Indulge in one of the signature wood-fired pizzas straight out of the oven or savor the light-as-air gnocchi tossed in brandy-truffle cream, blackened swordfish, or steak frites.
98 Washington St., Norwalk, Connecticut, 06854, USA203-852–1088Known For
- Something delicious at every price point
- Creative wood-oven pizzettes, including bacon-potato-egg, shrimp fra diablo, and "forest"
- "New School" raw bar, featuring Norwalk oysters
Restaurant Details
Rate Includes: Closed Mon.-Tues.; no lunch -
2. The Capital Grille
$$$$ | |This swanky and splurge-worthy steak house serves up impeccable steaks and chops, along with a host of other well-crafted entrées, in the dimly lit dining room with an old-school gentleman's club feel. Though dry-aged, hand-carved steaks are the specialty, Capital Grille also excels at seafood: pan-seared scallops, Maine lobster, and sushi-grade seared sesame tuna are equally delicious choices.
230 Tressor Blvd., Stamford, Connecticut, 06901, USA203-967--0000Known For
- The steaks, of course, prepared exactly as you like
- Creamed spinach, truffle fries, lobster mac 'n' cheese---lots of sides to share
- Perfect for a special occasion (or when you're really hungry)
Restaurant Details
Rate Includes: No lunch weekends -
3. Boxcar Cantina
$$ | |If it's Southwestern food you're craving, Boxcar Cantina delivers the freshest and most authentic Tex-Mex dishes in the area. Diners rave about the margaritas, pairing them happily with fish tacos, quesadillas, enchiladas, and burritos.
44 Old Field Point Rd., Greenwich, Connecticut, 06830, USA203-661–4774Known For
- Chefs take special care to source local organic ingredients
- The restaurant has a stand at the nearby Westport Farmers' Market on Thursday
- Takeout is available
Restaurant Details
Rate Includes: No lunch weekends -
4. Elm Street Oyster House
$$$ | |Locals come here for outstanding oysters and the freshest fish in town; expect an especially lively crowd on weekends. Menu standouts include the fresh oysters, of course, along with classic lobster rolls, and fish tacos.
11 W. Elm St., Greenwich, Connecticut, 06830, USA203-629–5795Known For
- Seafood, seafood, seafood—and a cheeseburger or steak for landlubbers
- Colorful artwork adds cheer to the rather cramped dining room
- Friendly, efficient service—but you're never rushed
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5. Heibeck's Stand
$ | |Just south of the Ridgefield town line on U.S. 7, you'll see a huge ice-cream cone on the roadside marking Heibeck's Stand, where you can choose a made-to-order burger or hot dog with a variety of toppings or a sandwich, Philly cheesesteak, lobster roll, taco, salad---even a house-marinated portobello mushroom "burger." Best of all is the ice cream, which is rich, creamy, and deee-licious—in midsummer, try the fresh peach ice cream.
951 Danbury Rd., Wilton, Connecticut, 06897, USA203-917–9313Known For
- The ice cream
- Patio dining in the back
- Easy in, easy out, easy parking
Restaurant Details
Rate Includes: Closed early Oct.–mid-Apr. Closed Mon. -
Recommended Fodor’s Video
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6. Hudson Malone
$$$ | |Mainly a chophouse, where you might choose a 40-ounce Tomahawk steak, 10-ounce filet mignon, double-cut pork chop with a choice of sauce or herbed butter; but the rather extensive menu also includes grilled fish, burgers, and several small plates.
323 Main St., Westport, Connecticut, 06880, USA203-635--7400Known For
- Emphasis on local, natural, sustainable, and organic products
- Long list of cocktails, wines, and beers
- Popular bar
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7. Le Fat Poodle
$$$$ | |A modern take on a classic (and classy) French bistro, you'll find the usual French standards on the menu like steak frites, along with international dishes such as Madras lamb curry, Peking duck, and San Francisco cioppino. As for decor, you'll find potted palms, ceiling fans, a partially open kitchen, and floor-to-ceiling windows in the bright, airy dining room.
20 Arcadia Rd., Old Greenwich, Connecticut, 06870, USA203-717--1515Known For
- Terrace dining in warm weather
- Vegetarian and gluten-free options
- Professional service
Restaurant Details
Rate Includes: Reservations required weekend evenings -
8. Luc's Café
$$$ | |A cozy French bistro set inside a stone building with low ceilings and closely spaced tables, Luc's takes full advantage of its handy location in Ridgefield's iconic downtown. The place charms patrons with carefully prepared food—salade niçoise, croque monsieur, or the classic steak au poivre with a velvety Roquefort sauce and crispy frites—and low-key, friendly service. There's an extensive wine list, plus a range of aperitifs and single-malt whiskies. Enjoy live jazz on some evenings.
3 Big Shop La., Ridgefield, Connecticut, 06877, USA203-894–8522Known For
- Nonstop service from 11 am until closing
- Special plat du jour offered daily
- All dishes prepared à la minute
Restaurant Details
Rate Includes: Closed Sun. -
9. Prime Stamford
$$$$ | |Enjoy a full view of the waterfront while partaking of USDA Prime dry-aged steak, chops, or seafood with classic steakhouse sides and enhancements such as horseradish cream, Bearnaise, blue cheese, or Bordelaise sauce. Start with a selection from the raw bar, wagyu meatballs, octopus carpaccio, or caramelized figs, among other options—and end with a "movie theater" sundae.
78 Southfield Ave., Stamford, Connecticut, 06902, USA203-817--0700Known For
- Outdoor dining in summer
- Glass wine room with more than 750 labels
- No kids under 6
Restaurant Details
Rate Includes: Reservations suggested -
10. Spotted Horse Tavern
$$$ | |The theme for this neighborhood favorite is horse, of course; the atmosphere reflects the historic building (circa 1808), and the menu offers old-fashioned comfort foods with modern flourishes. The grilled pork chop has a whole-grain mustard glaze, chicken Milanese includes a side of lemon yogurt sauce, steak frites comes with Parmesan fries—and items on the Pony Menu will delight the kids.
26 Church La., Westport, Connecticut, 06880, USA203-557–9393Known For
- Street-side alfresco dining in warm months
- Busy bar
- Convenient downtown location
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11. Sycamore Drive-In
$ | |Heading north from Fairfield County toward the Litchfield Hills along rural Route 53, definitely stop at the Sycamore Drive-In in Bethel for a burger, fries, milkshake, and authentic 1950s atmosphere. During the summer, Saturday "Cruise Nights" (5-8 pm) see classic cars and "hot rods" fill the parking lot (more parking across the street) and rock 'n' roll music fills the air.
282 Greenwood Ave., Bethel, Connecticut, 06801, USA203-748–2716Known For
- The "Dagwood Burger" with everything on it
- Eat inside or in your car
- Saturday "Cruise Night"
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12. Tarantino Restaurant
$$$ | |One of several area restaurants operated by the Marchetti-Tarantino family over the past four decades, Maria Marchetti still makes all of the restaurant's homemade pasta and ravioli. You'll also find traditional Italian fish (il pesce) meat (la carne), and poultry (il pollo) dishes on the menu, along with a full roster of antipasti.
30 Railroad Pl., Westport, Connecticut, 06880, USA203-454--3188Known For
- Nice local vibe
- Tasty, reasonable, and consistent
- Friendly atmosphere
Restaurant Details
Rate Includes: Closed Sun., no lunch Sat. -
13. The Ginger Man
$$ | |Come for lunch when shopping along Greenwich Avenue, brunch on Sunday, dinner anytime, or just liquid refreshment, as The Ginger Man has a long, friendly bar and casual seating up front, a cozy dining room with a fireplace in back, and formal dining upstairs via a grand curved staircase. Whether you order a burger and fries, fish-and-chips, or a NY strip with roasted fingerlings, you won't leave hungry—or thirsty.
64 Greenwich Ave., Greenwich, Connecticut, 06830, USA203-861–6400Known For
- Burgers famously served on an English muffin
- Relaxing, local atmosphere
- More than 50 beers, half on tap
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14. The Stamford Diner
$$ | |The menu at this art deco–style diner, alive with bright colors and shiny chrome, runs the gamut from griddle cakes to smoked salmon Benedict at breakfast, classic sandwiches to Greek specialties at lunch, chicken in a basket to rib-eye steak at dinner—or anything you'd like at any time of day or night. If that's not enough, the diner hosts occasional musical, comedy, and kids' events.
135 Harvard Ave., Stamford, Connecticut, 06902, USA203-348–7000Known For
- Classic diner menu—v-e-r-y long and varied
- From early-morning breakfast to late-night dinner—every day
- Family-friendly atmosphere
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15. The Whelk
$$$ | |This upscale seafood restaurant serves straight-from-the-sea clams, oysters, and fish inventively prepared and exquisitely presented. The clean lines of the dining room give the nearly always crowded restaurant a maritime feel that perfectly complements the food.
575 Riverside Ave., Westport, Connecticut, 06880, USA203-557–0902Known For
- Extensive raw bar
- Seafood, of course, but also roast chicken or a burger
- Outdoor seating in nice weather
Restaurant Details
Rate Includes: Closed Sun. and Mon. No lunch Tues.–Thurs., Sun. -
16. Via Sforza Trattoria
$$ | |Whether you come for the pasta (pappardelle, fettuccini, tagliolini, gnocchi ...) or the secondi (scalloppine, scampi, pollo, vitello ...), diners here enjoy authentic Italian cuisine in a setting where you can actually have a conversation. You can also opt for a brick-oven pizza—with usual or unusual toppings—too.
243 Post Road W, Westport, Connecticut, 06880, USA203-454–4444Known For
- Reasonably priced wines
- Vegetarian or gluten-free options
- Popular Sunday brunch
Restaurant Details
Rate Includes: No lunch Mon. or Sat. -
17. Westport Garden Café at Terrain
$$$ | |Within the Terrain garden store, you'll find a bright, cheery café that offers exquisitely prepared dishes using locally sourced organic produce so fresh you'll want to become a gardener yourself. Enjoy brunch all afternoon; dinner entrées like line-caught Atlantic halibut with barley risotto or the duck breast with braised endive come with a delicious (and, frankly, adorable) terracotta pot of baked bread.
561 Post Rd. E, Westport, Connecticut, 06880, USA203-226--2732Known For
- Creatively presented dishes
- Artisanal cuisine (like the grilled avocado snack)
- Browse the store and its eclectic home accessories, plants, and garden supplies while awaiting your table
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Recommended Fodor’s Video
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