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. 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, USA
    203-917–9313

    Known 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.
  • 2. 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, USA
    203-894–8522

    Known 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.
  • 3. 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, USA
    203-748–2716

    Known For

    • The "Dagwood Burger" with everything on it
    • Eat inside or in your car
    • Saturday "Cruise Night"
  • Recommended Fodor’s Video

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