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I skip the Hamptons and head to a coastal town in Connecticut instead. It's less crowded and wonderful year-round.

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I skip the Hamptons and head to a coastal town in Connecticut instead. It's less crowded and wonderful year-round.


  • For years, I spent countless hours stuck in traffic driving to the Hamptons from my home in NYC.
  • I got fed up and started spending weekends in Madison, a coastal Connecticut town.
  • Madison’s beautiful beaches and cute downtown offer lots to do without the crowds.

I vacationed in the Hamptons for decades but eventually got a bit tired of it.

I can’t count how much time I’ve spent sitting in traffic on the Montauk Highway, searching for parking spots at the beach, and waiting for tables at trendy restaurants.

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Fortunately, “destination dupes” are all the rage right now with many turning to TikTok to find less-crowded, cheaper, and more under-the-radar alternatives to their dream vacation spots.

So, I found my own “dupe” of the Hamptons about 100 miles away in New England: Madison, Connecticut.

The town defines coastal calm, with just about everything the Hamptons has minus the crowds. It’s still upscale but less expensive — and my drive from New York City to Madison isn’t so bad.

Here’s why I love Madison so much.

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The beautiful beaches get me every time


Author Allison Tibaldi sitting in sand at almost empty Hamoonasset Beach

I haven’t encountered many crowds at Hammonasset Beach.

Allison Tibaldi



The local beaches attract me like a magnet. Fortunately, Madison has about a dozen.

My favorite is Hammonasset Beach State Park, with about 2 miles of Long Island Sound shoreline and trails that I can bike on. It’s felt clean and uncrowded each time I’ve visited.

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Boardwalk with grass on each side leading to shore

I love enjoying the views.

Allison Tibaldi



I stay at a bed-and-breakfast that blends cozy with chic

There are several bed-and-breakfasts in Madison, plus a beachfront Hilton hotel.

I usually stay at The Homestead, an upscale B&B that hits the right balance between charming and modern. Its dozen or so rooms are individually decorated with high-end furnishings and posh perks like Japanese toilets, showerheads infused with vitamins, and record players with an eclectic selection of vinyl.

Each guest has access to complimentary bikes, towels, and beach chairs to borrow. Plus, its gardens and decks with firepits make it easy for me to spend time outdoors.

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I also love its gourmet snacks and elegant breakfast buffet with things like quiche, cake, fresh fruit, and yogurt.

There’s plenty of retail therapy and artwork to be found in town


RJ Julia Bookseller exterior with table of books out front

RJ Julia Booksellers is beautiful inside and out.

Allison Tibaldi



Madison’s downtown is low-key, laidback, and walkable, with excellent New England vibes.

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I can get lost for hours at RJ Julia Booksellers, which I consider one of the best independent bookstores in the entire country.

I always stop at Savvy Tea Gourmet, which sells a variety of unique teas and has in-store tastings. When I’m not sure which tea leaves to buy, the owner steers me in the right direction.

The town also has a cluster of cute clothing boutiques. My favorite is The Dressing Room, where the staff is friendly and the sales are legit.


Sculpture with black and red silhouettes next to tree

Madison has some great art and sculptures.

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Allison Tibaldi



Along the way, I take in some of the local art. Madison has plenty thanks to the Sculpture Mile, a free outdoor public art installation of museum-quality sculptures scattered around town.

Madison Cinemas is perfect for rainy days

When it’s cold or rainy, you’ll find me at Madison Cinemas watching arthouse and international films.

The century-old theater has freshly-popped popcorn topped with real butter and local beer and wine.

There’s often something happening on the town green

Madison’s historic town green is its leafy centerpiece. I like to stroll the peaceful paths and listen to live music during the free concerts on Sunday evenings in the summer.

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It hosts a great farmers market every Friday afternoon from May until Thanksgiving and the town often has seasonal festivals.

The culinary scene is great, too


Brick-lined street with shops and trees along it in Connecticut

Madison has restaurants, shops, and more.

Allison Tibaldi



Madison has a few eateries I try to stop at each time I visit.

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French bistro Bar Bouchée transports me right to Europe with its ambiance and traditional Gallic fare. I can also never resist ordering the profiteroles drenched in warm chocolate sauce.

I book a table at The Wharf when I want to eat fresh seafood with a view of the water. My go-to order is the warm lobster roll served with a mountain of crisp shoestring fries.

When I crave pasta like my Nonna used to make, I head to Café Allegre. The Italian eatery serves classics like spaghetti with fresh clams and robust rigatoni with meatballs and sausage.

Madison is also lovely in the fall and winter

In the fall, the area’s numerous farms and farm stands overflow with fresh produce and pretty flowers. My favorite is Bishop’s Orchard in neighboring Guilford, where I go apple-picking each autumn.

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The beaches are fun to visit throughout the year, too. The water usually stays warm well into October, so I can have a dip surrounded by fall foliage.

I even go in winter for chilly seaside strolls and snowshoeing on the maze of wooden boardwalks.





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Connecticut

Multiple cars involved in crash on I-84 in Hartford

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Multiple cars involved in crash on I-84 in Hartford


A multi-vehicle crash temporarily close Interstate 84 on Tuesday night.

The crash happened around 8:30 p.m. and involved four cars, according to the Hartford Fire Department.

Fire crews arrived at the scene and helped one of the drivers who was trapped. The driver was then taken to a local hospital for evaluation and treatment.

Four other people reported minor injuries but declined ambulance treatment at the scene, officials said.

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I-84 East was temporarily shut down as crews responded but has since reopened.

The Connecticut State Police is investigating the crash.



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Connecticut

Sleet, freezing rain leading to treacherous travel in parts of Connecticut

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Sleet, freezing rain leading to treacherous travel in parts of Connecticut


As the snow turns to sleet and freezing rain in parts of the state this afternoon, it is causing some treacherous travel on Connecticut roads.

The Connecticut Department of Transportation is reporting several crashes.

There are crashes on both sides of Interstate 691 in Meriden.

A tractor-trailer jackknifed on the eastbound side of I-691 between Exit 5 and 3, closing the left lane. On the westbound side, a single-vehicle crash closed the left lane.

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There is a two-vehicle crash on I-91 North in Middletown between Exits 20 and 21. The left and center lanes are closed.

A multi-vehicle crash has closed lanes of I-84 East in Waterbury between Exits 25 and 25A. There is a second crash on I-84 East in Southington near Exit 30.

In Cromwell, a two-vehicle crash closed the right lane of Route 9 North in Cromwell.

On Route 9 South, a crash closed a lane on the southbound side.

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The Great Westport Sandwich Contest kicks off with event at Old Mill Grocery

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The Great Westport Sandwich Contest kicks off with event at Old Mill Grocery


People in Westport have the chance to pick the best thing between sliced bread.

The Westport Weston Chamber of Commerce held a kick-off event at Old Mill Grocery on Monday for The Great Westport Sandwich Contest.

The contest runs throughout March with 21 restaurants, delis and markets competing in 10 categories to be crowned the best sandwich maker.

Residents can vote in the following categories: Best chicken, best steak, best vegetarian, best combo, best club, best NY deli, best pressed sandwich, best breakfast sandwich, best wrap, and best fish/seafood sandwich.

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After people sample sandwiches, they can vote for their favorites in each category on the chamber’s website. They will also be placed into a drawing to win a free sandwich from one of the 10 winners.

“Of course, the goal is to have people come to Westport and check out restaurants, our markets and our delis. This is a great promotion. I mean it is a competition, but mostly it’s to bring people to the restaurants. It also gives a great community activity because they are the ones who get to vote who makes the best one,” says Matthew Mandell, the chamber’s executive director.

Winners will be announced in April and receive a plaque.

The chamber has held similar contests to determine what establishment has the best pizza, burger, soup and salad.



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