Southampton · $$$
Southampton Inn
Hotels · Walkable village · Families · Without a car
Village inn with individually styled rooms, gardens, a seasonal pool and practical access to Southampton’s center.
Explore this stay →REST WELL, STAY LONGER
Where to Stay
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Choose by the rhythm you want: a walkable village, a quiet inn, direct ocean access or a full waterfront resort.
START WITH THE FEELING
What should the hotel make easier?
Price symbols compare the curated stays: $$$ is higher priced; $$$$ is the highest tier. They are relative indicators, not nightly quotes. Check total rates, taxes, minimum stays and cancellation terms for your dates.
Southampton · $$$
The 1708 House
Bed & Breakfasts · Historic character · Walkable village · Couples
Historic Main Street bed-and-breakfast for travelers who value atmosphere and a central village address.
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Bridgehampton · $$$$
Topping Rose House
Boutique Hotels · Food lovers · Pool · Central base
Restored estate with contemporary rooms, destination dining, pool and a central South Fork position.
Explore this stay →Bridgehampton · $$$$
A Room at the Beach
Boutique Hotels · Couples · Pool · Quiet retreat
Small design-forward retreat with gardens and a pool near Bridgehampton village.
Explore this stay →Sag Harbor · $$$
Sag Harbor Inn
Hotels · Walkable village · Without a car · Harbor
Waterfront-facing inn within walking distance of Main Street and the working harbor.
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Sag Harbor · $$$$
Faraway Sag Harbor
Hotels · Families · Pool · Harbor
Refreshed harborfront hotel with garden retreats, pool, open-air dining and an easy walk into the village.
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East Hampton · $$$$
The Maidstone
Boutique Hotels · Couples · Walkable village · Food lovers
Historic boutique hotel with polished rooms, cottages, dining and thoughtful beach amenities.
Explore this stay →Amagansett · $$$$
The Roundtree Amagansett
Boutique Hotels · Quiet retreat · Families · Walkable village
Serene village property of rooms, suites and cottages with lawns and understated service.
Explore this stay →Montauk · $$$
Montauk Manor
Resorts · Families · Pool · Longer stays
Hilltop historic resort with apartment-style suites, broad grounds, pools and shuttle service.
Explore this stay →Montauk · $$$$
Montauk Yacht Club
Resorts · Harbor · Pool · Resort amenities
Full-service Lake Montauk resort and marina with waterfront rooms, dining and wellness.
Explore this stay →Montauk · $$$
Ocean Surf Resort
Resorts · Families · Near beach · Walkable village
Oceanfront in-town resort with kitchenettes, heated pool and direct sand access.
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