Stay
The Hamptons is not one place. Pick the village that matches your temperament first; the bed comes after.
Hotels & inns
We do not book for you. Use this as a shortlist.
The Hamptons: Southampton to Montauk
76 places
The Hamptons: Southampton to Montauk
76 places
Southampton · 12 places
Southampton · B&B
Known to exist in 1708, with a cellar dating to roughly 1648.
HistoricWalkable to townSouthampton · Hotel
Ninety individually designed guest rooms at 91 Hill Street, on the garden, village, courtyard and pool sides.
Family-friendlyWalkable to townSouthampton · Boutique hotel
Midcentury motor lodge turned boutique at 281 County Road 39A.
BoutiqueDesign-forward
See all 12
Southampton · 12 places
Hamlet Inn
$$$Southampton · Inn / hotel
Rooms a short walk from Coopers Beach, on Montauk Highway at the edge of Southampton village.
Southampton · Inn / hotel
Adults-only (18+) guesthouse at 136 Main Street in Southampton village; the operator dates the building to 1648.
Southampton · Inn / hotel
Motel-style rooms on County Road 39, minutes from Shinnecock Hills.
The Atlantic
$$$Southampton · Inn / hotel
Rooms and suites on County Road 39 on the way into Southampton, with a pool and a bar.
Southampton · Inn / hotel
Hyatt-affiliated hotel on Hills Station Road, Southampton.
Southampton · Inn / hotel
Straightforward village motel on Hampton Road, walking distance to Southampton's Main Street.
Water Mill · 2 places
Water Mill · Inn / hotel
Bed and breakfast at 403 Head of Pond Road in Water Mill, off the highway.
Water Mill · Inn / hotel
Hotel and spa on Montauk Highway in Water Mill.
Bridgehampton · 3 places
Bridgehampton · Full-service luxury hotel
The polished farmhouse at the Bridgehampton–Sag Harbor Turnpike corner.
Quiet luxuryDesign-forwardRomanticWalkable to townBridgehampton · Inn / hotel
Bridgehampton guesthouse on Montauk Highway with gardens, a pool and a wellness and events programme.
Bridgehampton · Inn / hotel
Rooms above the Loaves & Fishes operation on Bridgehampton's Main Street, with the restaurant downstairs.
Sagaponack · 1 place
Sagaponack · Inn / hotel
Boutique hotel on Montauk Highway in Sagaponack, between the ocean and Sag Harbor.
Wainscott · 2 places
Wainscott · Inn / hotel
Quiet hotel on Montauk Highway in Wainscott, a short drive from the ocean beaches.
Wainscott · Inn / hotel
Cottages on Montauk Highway in Wainscott, three miles west of Bridgehampton, used for retreats and family gatherings as well as…
East Hampton · 13 places
East Hampton · Boutique inn
Now run by LDV Hospitality as LDV at The Maidstone.
BoutiqueDesign-forwardWalkable to townRomantic
See all 13
East Hampton · 13 places
1770 House
$$$East Hampton · Historic inn
Georgian-era inn at 143 Main Street with a candlelit dining room and tavern.
HistoricRomanticWalkable to townQuiet luxuryEast Hampton · B&B
Ten individually designed rooms and suites on North Main, from a 650 sq ft ground-floor suite to a 1,000 sq…
Walkable to townPet-friendlyRomanticEast Hampton · Historic inn
Built in 1873 by John D. Hedges, on James Lane at the western edge of the village green.
HistoricWalkable to townRomanticEast Hampton · Historic inn
Main Street inn established in 1751.
HistoricWalkable to townEast Hampton · Inn / hotel
Resort on Pantigo Road with rooms and apartment-style units, a pool and tennis, just east of East Hampton village.
East Hampton · Inn / hotel
Reworked Pantigo Road motel turned hotel, with a pool, a short drive from East Hampton village and the ocean.
See all 76
Amagansett · 8 places
Amagansett · Cottages
Rooms in a fully renovated 100-year-old barn, a historic two-storey main house on Amagansett's tree-lined Main Street, and an off-site…
Quiet luxuryRomanticThe Reform Club
$$$$Amagansett · Boutique inn
Eleven keys on Windmill Lane (seven suites in the main inn, three private cottages and the four-bedroom 21 House) set…
Quiet luxuryDesign-forwardAmagansett · Inn / hotel
Dune Resorts property on Montauk Highway in Amagansett, open for the 2026 season.
Amagansett · Inn / hotel
Dune Resorts oceanfront property on Montauk Highway in Amagansett, open for the 2026 season.
Amagansett · Inn / hotel
Oceanfront resort motel at 28 Shore Road on the Amagansett dunes.
Amagansett · Inn / hotel
Beach resort on Montauk Highway in Amagansett, a short drive from the ocean beaches.
Montauk · 31 places
Montauk · Oceanfront resort
Buzzy, big pool deck, the only true on-the-sand resort in the Hamptons.
Buzzy / sceneBeachfrontPet-friendlyMontauk · Boutique inn + concert venue
Tiny rooms, big party.
Buzzy / sceneWalkable to townMarram Montauk
$$$$Montauk · Beachfront boutique
Quieter, design-forward sister to the rowdier Montauk hotels.
Quiet luxuryDesign-forwardBeachfrontRomanticSole East
$$$Montauk · Boutique resort
Landmark American Tudor building on Second House Road, just off Fort Pond, with a heated pool, gardens and the Backyard…
BoutiqueWalkable to townMontauk · Beachfront boutique
Reimagined motor court on Montauk Highway.
BeachfrontDesign-forwardMontauk · Family-run motel
Three generations of the Daunt family since 1977, when Frances and Rich Daunt bought the Albatross Motel; the third generation…
Family-friendlyWalkable to town
Sag Harbor · 4 places
Sag Harbor · Historic inn
45 Main Street, at the heart of Sag Harbor's Main Street.
HistoricWalkable to townRomanticSag Harbor · Waterfront hotel
Harbor lofts and garden-level rooms gathered around a sun-dappled pool and open-air dining, in the heart of Sag Harbor's harbourfront.
BayfrontWalkable to townFamily-friendlySag Harbor · Waterfront inn
A three-storey colonial building on West Water Street, facing the harbour, two blocks in from the flagpole.
BayfrontWalkable to townSag Harbor · Inn / hotel
Small inn on Sag Harbor's Main Street; some rooms look straight out over the waterfront.
Where can you stay in the Hamptons off-season, and how do you choose a base town?
For November to April, base yourself in a village you can walk: Southampton, East Hampton and Greenport each have an LIRR station and a Jitney stop within walking distance of…
Read more
For November to April, base yourself in a village you can walk: Southampton, East Hampton and Greenport each have an LIRR station and a Jitney stop within walking distance of Main Street.
Several Montauk and Greenport hotels publish off-season offers on their own sites; each one is below with the dates and terms it states.
| Property | Hamlet | Off-season offer as published | Dates stated | Source |
|---|---|---|---|---|
| Gurney's Montauk | Hamlet: Montauk | Off-season offer as published: Stay Longer, Save More: 15 to 20 percent off stays of 2 nights or more | Dates stated: This fall and winter; no end date stated | gurneysresorts.com |
| Gurney's Montauk | Hamlet: Montauk | Off-season offer as published: Autumn Escape Spa Special, Monday to Thursday | Dates stated: 7 September to 20 December 2026 | gurneysresorts.com |
| Hero Beach Club | Hamlet: Montauk | Off-season offer as published: Fall for Montauk: up to 25 percent off a 2-night stay, 1 PM late checkout; prepaid | Dates stated: Book and stay through 31 December 2026 | herobeachclub.com |
| Montauk Yacht Club | Hamlet: Montauk | Off-season offer as published: Stay 2 nights, third night free (code FREENIGHT) | Dates stated: Until 14 November 2026 | montaukyachtclub.com |
| Marram | Hamlet: Montauk | Off-season offer as published: Stay 3 nights, save up to 20 percent | Dates stated: No dates stated | marrammontauk.com |
| The Menhaden | Hamlet: Greenport | Off-season offer as published: 15 percent off 3 nights or more, 20 percent off 5 or more, Sunday to Thursday | Dates stated: No dates stated; blackout dates apply | themenhaden.com |
| The Maidstone | Hamlet: East Hampton | Off-season offer as published: Thanksgiving Getaway: 2 nights with priority Thanksgiving dinner reservations | Dates stated: Thanksgiving 2026; restaurant open year round | themaidstone.com |
- Write down your first plan each morning, your last plan each evening and one indoor backup; the town most of them sit in is your base.
- Decide how you arrive first: Southampton, East Hampton and Greenport have both a train station and a Jitney stop, while Sag Harbor has no train station and is served by county bus 92 every day.
- Montauk, Sag Harbor and Southampton are separate villages, not one walkable area; if your list is spread across them, shorten the list before adding driving.
- Before you book around one place, check that it is open on your dates.
Only offers each property publishes itself. None of these hotels states its own winter closing dates; ask the property before booking a midweek stay in January.
Checked 1 November 2026
Shelter Island
10 places
Shelter Island
10 places
Shelter Island · 10 places
Shelter Island · Historic waterfront hotel + cottages
A Shelter Island tradition since 1927, now run by Cape Resorts.
Quiet luxuryHistoricBayfrontFamily-friendlySunset Beach
$$$$Shelter Island · Boutique hotel
Andre Balazs's bayfront hotel and beach bar at 35 Shore Road on Crescent Beach.
Buzzy / sceneBeachfrontDesign-forwardThe Chequit
$$$Shelter Island · Historic inn
Hilltop inn at 23 Grand Avenue in Shelter Island Heights, the village overlooking Dering Harbor.
HistoricWalkable to townRomantic
See all 10
Shelter Island · 10 places
Shelter Island · Historic inn
Thirteen rooms on 4.5 hillside acres at 108 Ram Island Drive, built in 1919.
HistoricQuiet luxuryRomanticShelter Island · Inn / hotel
Guest house on Locust Avenue in Shelter Island Heights, a walk from the ferry.
Shelter Island · Inn / hotel
Boutique hotel on Stearns Point Road, Shelter Island Heights, with a restaurant, bar and bakery on site.
Shelter Island · Inn / hotel
Resort-style inn on Stearns Point Road, Shelter Island Heights, near the beach and the golf course.
Shelter Island · Inn / hotel
Inn and guest house on South Ferry Road, Shelter Island.
Shelter Island · Inn / hotel
Six guest rooms on West Neck Road in Shelter Island Heights.
The Hamptons: west
21 places
The Hamptons: west
21 places
Westhampton Beach · 3 places
Westhampton Beach · Inn / hotel
Inn and restaurant on Beach Lane in Westhampton Beach, a short walk from the village.
Westhampton Beach · Inn / hotel
Oceanfront resort on Dune Road in Westhampton Beach, with a spa and a marina.
Mari Manor
$$$Westhampton Beach · Inn / hotel
Bed and breakfast on Potunk Lane in Westhampton Beach.
Quogue · 1 place
Quogue · Historic inn
Restored 1800s Hallock House: rooms and suites in the main house plus the Webster Cottage and other private cottages, private…
HistoricQuiet luxury
East Quogue · 3 places
East Quogue · Inn / hotel
Oceanfront resort on Dune Road in East Quogue.
East Quogue · Inn / hotel
Bed and breakfast on Josiah Foster Path in East Quogue.
East Quogue · Inn / hotel
Bed and breakfast on Montauk Highway in East Quogue.
Hampton Bays · 13 places
Hampton Bays · Family motel
The Hampton Maid breakfast room is the draw.
Family-friendlyHampton Bays · Inn / hotel
Rooms above the Rod and Reel and Bub's Tavern at 2 West Montauk Highway, in the middle of Hampton Bays.
Hampton Bays · Inn / hotel
Family-run 1956 inn on Shinnecock Bay with a private bay beach, seasonal pool and breakfast lounge; 17 rooms and suites.
See all 13
Hampton Bays · 13 places
Hampton Bays · Inn / hotel
Cottages and rooms on West Tiana Road, on the bay side of Hampton Bays.
Hampton Bays · Inn / hotel
Hotel on West Tiana Road, on the bay side of Hampton Bays.
Hampton Bays · Inn / hotel
Inn on West Montauk Highway in Hampton Bays, geared to family summer stays.
Hampton Bays · Inn / hotel
Hotel and marina on Foster Avenue in Hampton Bays.
Hampton Bays · Inn / hotel
Restored Canoe Place Inn on East Montauk Highway, now a resort with cottages, a pool and event space.
The Inn Spot
$$$Hampton Bays · Inn / hotel
Waterfront bungalows and suites on Shinnecock Bay off Lighthouse Road, steps from Ponquogue Beach; Crash Cantina sits in the main…
Westhampton · 1 place
Westhampton · Boutique hotel
A reimagined 70-year-old motel: 12 rooms from standard to a two-bedroom suite, year-round, quiet Seabreeze Avenue block.
North Fork
29 places
North Fork
29 places
Mattituck · 3 places
Mattituck · Inn / hotel
Beach motel on Bay Avenue in Mattituck.
Mattituck · Inn / hotel
Contemporary bed and breakfast on Sound Avenue in Mattituck, on the North Fork.
Mattituck · Inn / hotel
Vineyard on Oregon Road in Mattituck that also lets rooms.
Cutchogue · 2 places
Cutchogue · Inn / hotel
Working-farm bed and breakfast on Depot Lane in Cutchogue, taking bookings direct.
Cutchogue · Inn / hotel
Bed and breakfast on Skunk Lane in Cutchogue, in the middle of North Fork wine country.
Southold · 5 places
Southold · Inn + restaurant
Four boutique rooms on the second floor, above Chef John Fraser's landmark North Fork restaurant.
Quiet luxuryRomanticSouthold · Inn / hotel
Suites and boat slips on a Southold marina on Main Road.
Southold · Inn / hotel
Motel on the North Road in Southold, overlooking Long Island Sound.
See all 5
Southold · 5 places
Vine + Sand
$$$Southold · Inn / hotel
Guest house on Route 25 in Southold, run by a married couple, with lodging and activities on site.
Southold · Inn / hotel
Bed and breakfast on North Bayview Road in Southold, with rooms and a bridal suite.
Greenport · 19 places
Greenport · Waterfront boutique
Reimagined 1953 motor lodge with Long Island Sound views, beach, and a standout restaurant (The Halyard).
BayfrontDesign-forwardOyster Estate
$$$$Greenport · Boutique motel
Blue Flag Capital's yearlong rebuild of the old Greenporter motor court at 326 Front Street, reopened as a 34-key coastal…
Walkable to townGreenport · Waterfront hotel
Deepwater-facing rooms with private terraces at 209 Front Street, steps from the heart of Greenport Village.
BayfrontWalkable to town
See all 19
Greenport · 19 places
Greenport · Beachfront boutique hotel + cottages
The 1957 seaside motel at 1400 Silvermere Road, rebuilt as a design-led resort by owner Alexander Perros.
BeachfrontFamily-friendlyGreenport · Inn / hotel
Hotel on County Road 48 outside Greenport village.
Greenport · Inn / hotel
Historic inn on Greenport's Main Street with an in-ground pool, within walking distance of the village.
Greenport · Inn / hotel
Boutique hotel with a restaurant and bar on Greenport's Main Street, between Peconic Bay and the Sound.
The Menhaden
$$$Greenport · Inn / hotel
Boutique hotel on Front Street in Greenport village.
ZEY Hotel
$$$Greenport · Inn / hotel
Boutique hotel on Greenport's Main Street, from restaurateur Zach Erdem.
Where they are
Every hotel, inn, and campground on the map. Tap a marker for the full card and booking links.
Town personalities
Southampton
Traditional. WASPy. The original.traditional · WASP · old money · tennis whitestraditional · WASP · old money · tennis whites
The first English-speaking settlement in New York: settlers from Lynn, Massachusetts landed in 1640, and the colonial street pattern is still there. Gin-and-tonic country, hedge-row estates, the Meadow Club, the Southampton Hospital benefit. Less trendy than East Hampton, more traditional.
Good for: Coopers Beach, the Southampton History Museum, classic Hamptons.
Skip if: You want to feel young and edgy.
Water Mill
The grist mill, the pond, the discreet estates.residential · quiet · artresidential · quiet · art
Tiny hamlet between Southampton and Bridgehampton, named for a water-powered grist mill that has been grinding since about 1644 and still works. The windmill on the Village Green is a different building: the Corwith, hauled over from North Haven in 1813. The Parrish Art Museum is here too, at 279 Montauk Highway. Mostly residential, very quiet.
Good for: The Parrish Art Museum, the working grist mill, a discreet base.
Skip if: You want any street life at all.
Bridgehampton
Farm fields, and the most central place to park yourself.farmland · central · open skyfarmland · central · open sky
The agricultural belt. Open potato fields, the Topping Rose House, and twenty years of Town planning aimed at keeping the Sayre Fields in open space and agriculture. Geographically central, which makes it a useful base. The public polo at Two Trees Farm ended in 2015 and has not come back.
Good for: Anyone driving to multiple villages; farm fields; a central base.
Skip if: You wanted a walkable village center.
Wainscott
Blink-and-miss-it between Bridgehampton and East Hampton.estate · ruralestate · rural
Mostly farmland and estates, cut by two ponds: Georgica and Wainscott. It does have a business district, which the Town's own hamlet report describes as arranged "less like a compact walkable village and more like a strip mall" - the politest available phrasing.
Good for: People renting a house and not leaving it.
Skip if: You want anything walkable.
East Hampton
Polished. Hedge-trimmed. Old money meets new.polished · boutique · manicured · quiet luxurypolished · boutique · manicured · quiet luxury
The most manicured of the villages: whitewashed shingle, luxury storefronts, and a center that is genuinely walkable and pretty. The Town's own planners describe its conversion from village center to seasonal, high-end retail; the unincorporated hamlets just outside kept their informal local flavor.
Good for: Shopping, gallery hopping, beach clubs, people-watching.
Skip if: You hate dress codes and reservation culture.
Amagansett
Quiet. Two blocks of Main Street. Don't blink.quiet · tiny · farm-to-table · beachyquiet · tiny · farm-to-table · beachy
Wedged between East Hampton and Montauk. The smallest of the major hamlets and proud of it. Stephen Talkhouse for live music, Indian Wells and Atlantic Avenue for the ocean beaches, the green at Amagansett Square, and the Amagansett Farmers Market a short walk on from it.
Good for: Couples who want to disappear, Indian Wells Beach.
Skip if: You need nightlife or shopping.
Montauk
The end. Surf town with a hangover.surf · fishing · casual · outdoorsysurf · fishing · casual · outdoorsy
Laid back, salty, surf-and-fish. Montauk Harbor is the number one commercial fishing port in New York State, and the Town's own hamlet report still calls the place a quaint fishing village. The lighthouse, the cliffs at Camp Hero, and Ditch Plains define it. Flannel and flip-flops are formal wear.
Good for: Surfers, anglers, hikers, people who think East Hampton tries too hard.
Skip if: You want fine dining and boutique shopping without driving 20 minutes.
Sag Harbor
Artsy, walkable, the writers' village.artsy · walkable · literary · indieartsy · walkable · literary · indie
An old whaling port that became the Hamptons' bohemian alternative. Walkable Main Street, Windmill Park and John Steinbeck Waterfront Park on the harbor front, the cinema. Writers and editors live here; Steinbeck got a park out of it. Faces north onto the bay, so the light is different.
Good for: Walking after dinner, the cinema, harborside drinks.
Skip if: You came for ocean swims (the bay beaches are calm but not surfy).
Camping
Southampton · Outer beach camping (4WD/self-contained)
Drive-on beach camping at the inlet. Self-contained RVs and 4WD only. Permits required, and they sell out.
East Hampton (Northwest Harbor) · County park camping
On Gardiners Bay. Quieter than Hither Hills, no surf, but excellent for kayaking and the lighthouse walk.
Montauk · State park camping
Right on the ocean. 189 campsites. Booked through the NY State Parks ReserveAmerica system, competitive in summer. The 2026 camping season runs April 10 to November 22.
Rental neighborhood guide
If you are renting a house instead of a hotel room, here is the shorthand on the most common areas.
Sagaponack
Farm fields between Bridgehampton and the ocean. Quiet, expensive, the most photogenic potato fields in America.
Springs (East Hampton)
Artist enclave north of East Hampton. Pollock-Krasner House. Cheaper than south of the highway, woodsier.
South of the Highway, East Hampton
The coveted strip between Route 27 and the ocean. Hedges, gates, prices to match. Walking distance to ocean beaches.
Montauk Lake / Hither Hills
Quietest part of Montauk, a few minutes from the village.
North Haven (Sag Harbor)
Peninsula north of Sag Harbor village. Bay-side, woodsy, walk or short drive to Sag Harbor's restaurants.
Noyac
Bay-front north of Sag Harbor. Long Beach (a mile of shorefront on Noyac Bay) is here.
Hampton Bays
West of the Shinnecock Canal. Technically not 'the Hamptons' to purists, but cheaper, has its own beaches, and a younger summer-share crowd.





















