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Bob and Joyce Pellegrini bought their vineyard in 1991 and built a 14,000 square foot winery on it, one of the first fully integrated winemaking operations on Long Island. That is first party history from the winery's own story page, and it is more than most North Fork venues will tell you. What the winery will not tell you is a price. Nothing on the weddings page carries a figure, and the only capacity number anywhere, 200 guests, comes from WeddingWire rather than from Cutchogue.
This vineyard publishes no price of any kind, and no marketplace fills the gap. WeddingWire is the only source carrying numbers at all. What it supplies is a 200 guest ceiling, a bring your own caterer flag, and a note that a site fee exists inside the quoted rate without naming it. On a buyout venue with an outside caterer, the real total is assembled from at least three separate contracts, so the vineyard's own fee is only one line of it.
We read the vineyard's home, weddings and story pages plus its WeddingWire listing on 10 September 2026. Checked September 2026. First party means the venue’s own site or rate card; marketplace means The Knot, WeddingWire, Zola, Wedding Spot or similar. Nothing here is averaged or estimated.
No first party price of any kind is published, and the bring your own caterer claim comes from WeddingWire rather than from the vineyard, so confirm it before hiring anybody.
Bob and Joyce Pellegrini were among the early Long Island vintners, and in 1991 they bought their own vineyard and put up a 14,000 square foot winery complex on it. The winery describes it as one of the first fully integrated winemaking operations in the region, meaning the growing, the crushing, the fermenting and the selling all happen on one site rather than being farmed out.
The building is not incidental to the wedding. It is a two storey tasting room with oak posts and hand hewn beams, and the courtyard follows a classic Italian cloister plan, which is a four sided enclosure rather than a patio with a fence around it. Bob Pellegrini was a graphic designer in New York before this, and the winery says he worked directly with the builders on the design.
That matters for one practical reason. A courtyard built as an enclosure is a wind break, and on the North Fork in October a wind break is worth more than a view. It is also a photographable space that does not depend on the vines being in leaf, which extends the useful part of the calendar at the shoulders.
The weddings page sells exclusivity: the couple has the vineyard to themselves for the event, with the tasting room, the courtyard and the vineyard rows all available. There is no published arrangement where you take one room while the tasting room carries on serving the public.
That is the right model for a working winery and it is worth understanding what you are paying for. A buyout means the venue is giving up a trading day, and the price of the venue reflects that whether or not the venue ever states it. It also means the number of covers the tasting room would have done on your date is a real input into your quote, which is why summer Saturdays cost what they cost anywhere on the North Fork.
What the site does not say is whether the buyout amounts to a one wedding per day policy in writing. Exclusivity described in marketing copy and exclusivity written into a contract are different things, and only one of them protects you. Ask for the clause.
WeddingWire flags Pellegrini as a bring your own caterer venue, where couples retain all their own vendors. If that is accurate it is the single most consequential fact about booking here, because it moves the largest line in your budget from the venue's control to yours.
The problem is the sourcing. The vineyard's own site states no catering policy and no vendor policy at all. Not an approved list, not an exclusive arrangement, not a rule about outside kitchens. So a claim that shapes your entire budget rests on a marketplace listing that the venue has not confirmed anywhere we could read.
Confirm it before you speak to a single caterer. And if it is confirmed, ask the follow up questions that a bring your own caterer arrangement always generates. Is there a kitchen or does the caterer need a cooking tent, where does power come from, what are the restroom arrangements for 200 people, and who is responsible for clearing the site afterwards.
WeddingWire gives the capacity as up to 200. The vineyard publishes no capacity on its own site, for any space, in any configuration. So the ceiling you are planning against comes from a listing service rather than from the people who know where the tables go.
There is no seated against standing breakdown either, and on a vineyard those two numbers diverge sharply. Two hundred people standing among the rows with passed drinks is easy. Two hundred people seated at rounds with a dance floor, a band and service lanes needs a specific, measured, flat area, and nobody has published where that area is on this property.
If your list is well under 150 this is unlikely to be a problem. If you are near 200, treat the number as unverified and ask for a site plan showing the dinner footprint before you sign anything.
The winery publishes a peak season running Memorial Day through Labor Day, with reduced hours outside it, and lists closures on Easter, Mother's Day, Thanksgiving, Christmas and New Year's Day. Those are tasting room hours. The site states no wedding season restriction of any kind, so it is not a seasonal venue in the sense of closing for the winter.
Read the hours as a demand signal instead. The stretch from late May to early September is when the tasting room is busiest, which is exactly when a buyout costs the winery the most and when Saturdays disappear first. A May or an early October date is likely to be both easier to get and easier to negotiate.
Operating status here is not in doubt. The site was live on 10 September 2026 with current hours, current wine listings and a working events email address, and we found no evidence of sale, closure or ownership change when we looked for it.
A harbor side vineyard with a circa 1690 tasting room, capped at 200 guests, one wedding at a time, with weddings run entirely by Lessing's.
A boutique Amagansett hotel on two acres taking up to 250 wedding guests, where The Knot posts a $70,000 start and the hotel publishes nothing.
A Laurel vineyard sold to Dan Abrams and renamed Ev&Em, where marketplace prices from $7,000 to $7,500 all predate or postdate an unverified rebrand.
A Nassau County arboretum charging $9,000 for an outdoor reception up to 130 guests, with a hard 10pm finish and no dancing inside the house.
Long Island's original vineyard, planted in 1973 and Borghese owned since 1999, hosting weddings with no published price, capacity or end time.
A site fee plus your own caterer, with WeddingWire listing $8,500 in peak season and $5,500 from November to April at the Southold property.