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.
The beautiful beaches get me every time
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.
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.
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
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.
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.
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
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.
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.
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 post I skip the Hamptons and head to a coastal town in Connecticut instead. It’s less crowded and wonderful year-round. appeared first on Business Insider.
