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Charming
DAILY DROP
The Harbor Front Inn
$175
93%
|
–
Long Island
was on HT
$421
Tucked in the heart of the village, with killer views over the Peconic Bay. Gaze accordingly.
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Unavailable
2 Rooms Left
Hip
Harpoon House Hamptons
$325
88%
|
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Long Island
was on HT
$499
In the mood for a leisurely lunch? Look no further than the hotel’s own eatery.
Unavailable
Charming
DEAL
Sound View Greenport
$320
93%
|
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Greenport
was on HT
$450
Set snug against the sandy Sound shores, perfect for a sunset glass of vino.
Unavailable
Hip
DEAL
Montauk Yacht Club
$432
92%
|
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Montauk
was on HT
$648
Stretch those Jitney-cramped legs in spacious, beach cottage-inspired guestrooms. Arrive by boat? The 232-slip marina awaits.
Unavailable
Charming
DEAL
The Harbor Front Inn
$200
93%
|
–
Long Island
was on HT
$421
Tucked in the heart of the village, with killer views over the Peconic Bay. Gaze accordingly.
Unavailable
1 Room Left
Charming
The Sunset Montauk
$249
89%
|
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Long Island
was on HT
$317
Idyllic setting just 100 feet from Sunset Beach and steps from Montauk Harbor.
Unavailable
3 Rooms Left
Luxe
Marram Montauk
$499
90%
|
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Long Island
was on HT
$895
Revel in the oceanside pool, house cruiser bikes and bath amenities from Le Labo.
Unavailable
1 Room Left
Basic
Southampton Long Island Hotel
$249
89%
|
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Long Island
was on HT
$299
Minutes from the famous Cooper’s Beach. Sunscreen up and go!
Unavailable
1 Room Left
Hip
DEAL
The Montauk Beach House
$414
91%
|
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Montauk
We are never too exhausted for a 3-min walk to the beach.
Unavailable
Solid
Capri Southampton
$625
67%
|
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Long Island
was on HT
$1,295
Mins from the Hampton Jitney and Long Island Rail stops, cheery rooms surround the happenin’ Bathing Club pool scene.
Unavailable
3 Rooms Left
Luxe
Topping Rose House
$995
96%
|
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Bridgehampton
This Greek revival mansion fosters a classic-contemporary vibe with mid-century furnishings and original modern art.
Unavailable
1 Room Left
Basic
Sea Haven Resort Motel
$224
0
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Long Island
Suuuuper-dupes low-key motel-style digs (in the Hamptons!).
Unavailable
2 Rooms Left
Solid
Westhampton Seabreeze Motel
$400
–
Long Island
Just 10 rooms tucked away on a side street south of Montauk Hwy, 2 miles from Main St. Westhampton Beach.
Unavailable
3 Rooms Left
Charming
DEAL
The Preston House & Hotel
$484
98%
|
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Riverhead
It’s a turn-of-the-century 1905 historic home, but the interior design is anything but dated (style vibe is more streamlined & ultra-modern).
Unavailable
1 Room Left
Luxe
Baron's Cove
$712
96%
|
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Sag Harbor
was on HT
$864
Fresh revamp of a 1960s hotspot gives a nod to past celeb guests from Paul Newman to Jackson Pollock.
Unavailable
Charming
Zey Hotel
$325
88%
|
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Long Island
was on HT
$400
First floor art gallery – and just ten rooms, all with playful palettes and well-stocked minibars.
Unavailable
2 Rooms Left
Charming
DEAL
Inn at Mystic
$168
90%
|
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Mystic
was on HT
$229
Estate-turned-lodging amps up the New England charm.
Unavailable
Hip
Greenporter Hotel
$272
91%
|
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Long Island
Exudes airy 50s-era nostalgia yet doesn't forgo modern must-haves like WiFi, mini-fridges & flat screens.
Unavailable
Basic
Holiday Inn New London
$154
91%
|
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New London
was on HT
$165
Soft pillows? Firm pillows? Half the fun is making the decision — or just using every one of them.
Unavailable
2 Rooms Left
Basic
Americas Best Value Inn Stonington Mystic
$85
44%
|
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South Suburbs
was on HT
$95
Sold Out
0 Rooms Left
Charming
Haven Montauk
96%
|
–
Montauk
Beach style takes a turn for the modern, with a tasteful overhaul leaving the place all crisp whites and light neutrals.
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