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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

Where to watch Los Angeles Sparks vs Connecticut Sun on May 30: TV channel, start time and streaming

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The WNBA has returned with a brand new collective bargaining agreement and a league full of loaded rosters as the 2026 season tips off.

A rookie class headlined by Dallas Wings top pick Azzi Fudd, Minnesota’s Olivia Miles and Washington’s Lauren Betts is ready to make a mark in the pros while the defending champion Las Vegas Aces look to keep their dynasty alive with a fourth title in five years.

As the the season gets going under a new media rights deal, it can be tough to figure out which channel each team is playing on every night. Here’s everything you need to know to tune in when the Connecticut Sun host the Los Angeles Sparks on Saturday.

What time is Los Angeles Sparks vs Connecticut Sun?

Tip off between the Connecticut Sun and Los Angeles Sparks is scheduled for 6 p.m. (ET) on Saturday, May 30.

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How to watch Los Angeles Sparks vs Connecticut Sun on Saturday

All times Eastern and accurate as of Saturday, May 30, 2026, at 6:09 a.m.

Watch the WNBA all season on Fubo

WNBA scores and results

See scores, results for all of today’s games .

See WNBA scores, results from May 29

Odds for WNBA games today

The latest WNBA odds can be found below from the best sports betting apps . Some odds may include games scheduled on future dates.

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Are high gas prices fueling rise in Connecticut deadly motorcycle crashes?

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Are high gas prices fueling rise in Connecticut deadly motorcycle crashes?




Are high gas prices fueling rise in Connecticut deadly motorcycle crashes? – NBC Connecticut



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A look at Kathie Lee Gifford’s $100 million Connecticut home

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A look at Kathie Lee Gifford’s 0 million Connecticut home


Luxury Homes

Kathie Lee Gifford and her late husband, football legend Frank Gifford, purchased the house in 1994.

Kathie Lee Gifford’s house at 108 Cedar Cliff in Riverside, Conn., is listed for $100,000,000. Modern Media

Former “Today” show host Kathie Lee Gifford is selling her sprawling 13,163-square-foot Connecticut home. The asking price? $100,000,000.

Dubbed “Cedar Cliff,” the Greenwich estate at 108 Cedar Cliff in the Riverside section of town, was once owned by railroad tycoon Henry F. Shoemaker. Kathie Lee Gifford and her late husband, football legend Frank Gifford, purchased the house in 1994 for $7.8 million . The 13,163-square-foot, 29-room estate has eight bedrooms and 14 bathrooms (nine full, five half).

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The rear of the house at 108 Cedar Cliff in the Riverside section of Greenwich. – Modern Media
The pool overlooks Greenwich Cove. – Modern Media

“They added a substantial addition to the house to make it work for their lifestyle,” listing agent Leslie McElwreath of Sotheby’s International Realty said. That addition is the east wing of the house, constructed in the early 2000s, which includes a private theater and wine cellar.

The eight bedrooms are similarly sized and have views of Greenwich Cove. The primary bedroom and two guest bedrooms have a balcony as well. The estate has a greenhouse, a screened porch, a sun room, a tennis court, and a billiards room currently containing Frank Gifford memorabilia. There are 10 fireplaces throughout the house.

The tennis court. – Modern Media
The billiards room currently contains Frank Gifford memorabilia. – Daniel Milstein
The screened-in porch. – Daniel Milstein

Within the 2.91-acre gated peninsula is a spa, pool, and pool house.

McElwreath said “empty nester” Gifford is selling the property because “her children are grown and are married with their own children. Kathie Lee spends most of her time in Tennessee and is no longer using the house full-time.”

The house has a recently installed Ludowici terra cotta roof, sun decks that have been rebuilt, and there is access to a full-property generator as well as a private beach.

The spa pool. – Modern Media

McElwreath said there are additional aspects that make this property worth the monstrous price tag.

“The setting is extraordinary. Elevated high above the water with over 1,250 feet of frontage, the property offers the rare combination of commanding panoramic views and direct waterfront access via a private pier and deep water dock,” she said.

McElwreath said the kind of buyer looking at this property is attracted to Greenwich for its high quality of life and proximity to Midtown Manhattan.

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The primary bedroom at Kathie Lee Gifford’s Connecticut house. – Daniel Milstein
A guest balcony. – Modern Media

”High net-worth buyers do not compromise. They seek exceptional properties in prime locations. Cedar Cliff is a one-of-a-kind opportunity and will attract buyers looking for privacy and resort-like amenities,” McElwreath said.

The task of selling the estate was entrusted to McElwreath by Gifford after McElwreath represented the seller of Copper Beech Farm in Greenwich, which sold for just under $139,000,000 in 2023.

The property has a private dock. – Modern Media

“[Copper Beach] is still the highest sale ever in Greenwich and the state of Connecticut. I plan to use the full resources of Sotheby’s International Realty to find the buyer for Cedar Cliff,” McElwreath said. “I also represented the seller of 100 Field Point Circle, the second highest sale in Greenwich at $50 million. My proven track record, combined with the marketing expertise of Sotheby’s, will prove to be a winning combination.”






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