The Lunch Break Chronicles

with Chris Preovolos

The best burger spots in Southwestern Connecticut

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May is national burger month, and to celebrate we rounded up some of the best burger spots in the area. Using a combination of reader suggestions, restaurant reviews and local food awards, we narrowed it down to 28 places.

We asked you to tell us where you go when you get a burger craving, and this is what you had to say:

A couple of your favorites are the “Natural Burger” at Super Duper Weenie in Fairfield and the “Nighthawk Burger” at Cover Two in Sandy Hook.

The restaurants you suggested are Cherry Street East in New Canaan, Michael Gennaro’s Steakhouse in Fairfield, Rosy Tomorrow’s in Danbury (John says try the “Buckshot Burger”), Bick’s Burgers & Fries in Danbury, Dew Drop Inn in Derby, Lake Zoar Drive-in in Monroe, Flipside in Fairfield and StationEats in Stamford and New Canaan because “the burgers are usually just the right price for lunch and the quality of meat is really good. Plus, they have some really creative burger of the month type of stuff.”

Lauren Dahlen said suggested Lil Mo’s Cafe in Stratford. “The owner was very well known for her burgers when she owned Bun and Burger in Stratford, and now they’ve made them even better here. What is fresher than a burger that is purchased from a local butcher each and every day? We had the extra crispy fries and an ice cold seasonal beer after work one day and have been hooked ever since,” she said.

You also recommended some burger restaurants outside Southwestern Connecticut. Here are some suggested spots to make the drive to: Susan McAvoy suggests Red Rooster Drive-In Inc in Brewster, NY and RK recommends some Prime 16, Dive Bar and Louis Lunch (which clams to be the “birthplace of the hamburger sandwich”) – all in the New Haven area.

Here are some of the top picks according to food critics:

Connecticut Magazine named Little Pub in Ridgefield and Wilton one of the best pubs of 2013. The restaurant dedicates an entire section of its menu to burgers. Items include Danbury resident Max Jabbonsky’s favorite meal, the “Graceland” burger (crispy smoked bacon, sweet grilled bananas, melting cheddar, spicy Thai peanut sauce) and the “Jamburger” (roasted garlic spiked cream cheese, jalapenos, homemade bacon jam). Both burgers are pictured above.

Plan B Burger Bar in Stamford and Milford was awarded the 2013 “OmNomy” for best burger from OmNomCT. Here’s what the site’s food writers had to say about Plan B:

“We’ve had lots of burgers this year, but the ones at Plan B seem to stand out a bit more to us because they’re so different.  Yes, you can only order them with some pink or no pink, but they are some of the juiciest burgers around.  This has to do with their loosely packed patties that are made fresh daily from humanely raised beef.  We love seeing what their burger of the week will be, or like trying out one of their tried and true topping combos.  Plus, all that beer and bourbon makes the burger experience even more nomworthy.”

NYC’s famous Shake Shack, which opened its first suburban location in Westport back in 2011, was rated among America’s most important restaurants by Bon Apetit Magazine. The burger chain landed at number 16 out of 20 on the list that the magazine described as not necessarily the best restaurants, but the ones that “define how we eat out.”

Lastly, Five Guys Burgers and Fries with 8 locations in SW Connecticut has been Zagat Survey rated since 2001. The national chain boasts a number of honors including “the best $5 burger a man can eat” according to GQ Magazine and “the #1 burger for lunch in NYC” according to Time Out New York.

Now that you know, go celebrate May with a burger (or 28). Did we forget your favorite spot? Let us know in the comments.

Categories: burgers, food
Lidia Ryan

Leave a Reply

35 Responses

  1. carl huben says:

    Great News:There is this new place in New Fairfield ,serving locally sourced grass-fed burgers,and Get This “Oven Fries”.There beef has recently been rated as possibly “the Finest grass-fed beef in the region.Check out OLDE 37 PATIO &GRILL Route 37 New Fairfield,across from Starbucks &Stop &Stand.

  2. Annina Morris says:

    Our vote is for The White Horse Country Pub in New Preston Ct., the burgers are large and juicy they have a special blend made in house of short rib, brisket and sirloin, and boy, can you taste it! Real 5 napkin burgers, the best.

  3. Andy A says:

    Moe’s Burger Joint Downtown Bridgeport has the best burgers around period. You can taste the difference in the beef and large selection of toppings. Gotta try the PT Barnum or the Juicy Lucy. They also have great dogs, cheesesteaks, and chicken sandwiches. Best burger joint around for the money too.

  4. Jennifer Brooks says:

    The White Horse Pub, near New Milford, sitting by the fire eating their Winter Burger, the signature blend with crispy pork belly, on a cold day was a sublime experience. I cannot wait to sit by the river and try the Summer Burger….They without a doubt have the best burgers in Connecticut.

  5. astrong says:

    You have missed THE BEST in FFLD county the Black Duck in westport they have about 8 different burgers my fav is the Blue Cheese Burger

  6. Jack says:

    The Sycamore is not even in the same league as the other competition. I will also add that Bick’s Burgers are way too small (slightly bigger than a slider) to be on this list. The younger Bick is thinking dollars rather than customer satisfaction, and my prediction is either they increase the burger size or Bick’s will close down within 3 months.

  7. Kelly says:

    The burgers at Chip’s in Clinton are the best! They’re large, moist, good bun to burger ratio, great steak fries. It is the burger by which all others are judged.

  8. Lidia Ryan says:

    Thanks for your suggestion! It has been added to the post

  9. Lidia Ryan says:

    Thanks for your suggestion! It has been added to the post

  10. Lidia Ryan says:

    Thanks Bob, we added this to the post!

  11. Chelsea says:

    As a loyal patron for my whole life (24 years), I have to recommend the Sycamore in Bethel.

  12. Bob says:

    The BrewBurger at SBC Restaurant & Brewery is excellent, and comes with their great Brew Fries. And you can enjoy it with one of their excellent beers. Five Guys and Plan B both have amazing burgers. Andy check out Tiago’s in downtown Bridgeport for a juicy, hand-formed burger.

  13. Susan McAvoy says:

    You omitted the Red Rooster on Rte22 in Brewster, NY.

  14. Danielle Soule says:

    Kingsley In Kent, Ct has the Hurlburt Farm grass-fed burger & fries! It is amazing! You should try it.

  15. Lidia Ryan says:

    Thanks for your suggestion, Joe! We will add it to the list

  16. Lidia Ryan says:

    Thanks for your suggestion, Patti! We will add it to the list

  17. Lidia Ryan says:

    Thanks for your suggestions! We will add them to the list

  18. Lidia Ryan says:

    Thanks Patrick! We will add your suggestion

  19. Warren says:

    The Sycamore is great, burgers are quite tasty and surprisingly filling. Jack is simply wrong.

  20. Joe P says:

    The White Horse Country Pub in Marbledale (near Litchfield) has outstanding burgers

  21. Patti Cake says:

    McGuire’s Pub in Newtown should be on this list…How 5 Guys EVER made it is beyond me….

  22. RK says:

    No Prime 16, Dive Bar, Louis Lunch, Flipside? Lake Zoar Drive-in?

  23. Burns says:

    Too bad CT doesn’t have “In-N-Out” – That’s what a hamburger’s all about !

  24. Patrick says:

    How does the Black Duck in Westport not make this list? Not just an iconic spot, but the best burgers around.

  25. Ralph B says:

    I agree with the Shake Shack issue. There really is nothing special in my eyes. It’s all about marketing and deep pockets. Plan B is pretty good and their selections make them far more appealing than the “shack” and their Yankee Stadium prices. A colleague of mine took me to Little Moe’s (SP?) in Stratford last week actually after getting off the train. The burgers were exceptionally good and fresh. Slap on a huge onion ring, cheese, pickles, and BBQ sauce? Yep…it’s nap time after that. So delish. The owner and her husband were there and she was explaining to us that the hamburg meat is picked up fresh every morning. That in and of itself sold me. I’ll leave the frozen stuff to McD’s or the Sound Tigers.
    I remember Super Duper weenie from back in the day. They used to have some great burgers as well. It’s been awhile, but I may have to go back. For now, I will stick with Moe’s and Plan B when I am up this way.

  26. James Sanna says:

    Thanks folks! We’ve added suggestions from Lauren, Michael Bick, Odie, and George. Keep the tips coming!
    - James Sanna, Hearst CT web producer

  27. Lauren Dahlen says:

    I feel that Little Mo’s Cafe in Stratford should have been on that list. The owner was very well known for her burgers when she owned Bun and Burger in Stratford, and now they’ve made them even better here. What is fresher than a burger that is purchased from a local butcher each and every day? We had the extra crispy fries and an ice cold seasonal beer after work one day and have been hooked ever since.

  28. Jack says:

    Sycamore should NOT be on this list. Their burgers are so behind the times in the area of taste and SIZE. Paper thin pieces of ground beef does not constitute a top burger by today’s standards. Topped with iceberg lettuce, a slice of tomato mayo/ketchup is an insult. They are essentially a step up from McDonalds.

  29. lee says:

    I LOVE LOVE the natural burger at the Super Duper Weenie. You do however have an incorrect link up top when I click on their name.

  30. Lauren says:

    Dew Drop Inn (Derby)

  31. A-Person says:

    Shake Shack? Over-priced, under value waste of your time. If you want tiny burgers that are average at best, a thimbleful of milkshake for $830.00 then fine. Otherwise, there are many, many better places in CT to go for a burger.

  32. John says:

    Rosy tomorrows in danbury! Buckshot burger is awesome! Hands down, the best!

  33. Michael Bick says:

    I guess you haven’t tried Bick’s Burgers & Fries at 14 Ives Street Danbury.

  34. Odie says:

    What about the sycamore in bethel. The Dagwood is fantastic!!

  35. George says:

    Cover Two in Sandy Hook is definitely an up-and-comer and sure to be way up there in any food rating surveys. Great food. Give it a try. If it not on the menu ask anyway, probably got it back in the kitchen.