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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  • 1. 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, USA
    203-629–5795

    Known 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
  • 2. 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, USA
    203-635--7400

    Known For

    • Emphasis on local, natural, sustainable, and organic products
    • Long list of cocktails, wines, and beers
    • Popular bar
  • 3. 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, USA
    203-717--1515

    Known For

    • Terrace dining in warm weather
    • Vegetarian and gluten-free options
    • Professional service

    Restaurant Details

    Rate Includes: Reservations required weekend evenings
  • 4. 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, USA
    203-817--0700

    Known For

    • Outdoor dining in summer
    • Glass wine room with more than 750 labels
    • No kids under 6

    Restaurant Details

    Rate Includes: Reservations suggested
  • 5. 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, USA
    203-557–9393

    Known For

    • Street-side alfresco dining in warm months
    • Busy bar
    • Convenient downtown location
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  • 6. 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, USA
    203-861–6400

    Known For

    • Burgers famously served on an English muffin
    • Relaxing, local atmosphere
    • More than 50 beers, half on tap
  • 7. 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, USA
    203-348–7000

    Known For

    • Classic diner menu—v-e-r-y long and varied
    • From early-morning breakfast to late-night dinner—every day
    • Family-friendly atmosphere
  • 8. 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, USA
    203-226--2732

    Known 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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