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Our weekly digest on buying, selling, and design, with expert advice and insider neighborhood knowledge.
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.
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.
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.
Allison Tibaldi
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.
I also love its gourmet snacks and elegant breakfast buffet with things like quiche, cake, fresh fruit, and yogurt.
Allison Tibaldi
Madison’s downtown is low-key, laidback, and walkable, with excellent New England vibes.
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.
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.
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.
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.
It hosts a great farmers market every Friday afternoon from May until Thanksgiving and the town often has seasonal festivals.
Allison Tibaldi
Madison has a few eateries I try to stop at each time I visit.
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.
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.
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.
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.
Tip off between the Connecticut Sun and Los Angeles Sparks is scheduled for 6 p.m. (ET) on Saturday, May 30.
All times Eastern and accurate as of Saturday, May 30, 2026, at 6:09 a.m.
Watch the WNBA all season on Fubo
See scores, results for all of today’s games .
See WNBA scores, results from May 29
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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Luxury Homes
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).


“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.
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.
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.


”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.
“[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.”
Our weekly digest on buying, selling, and design, with expert advice and insider neighborhood knowledge.
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