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Twenty-two percent is the number to start with. The wedding menu at The Mansion at Oyster Bay states that pricing is subject to a 22% administrative fee plus New York State sales tax, and it says plainly that the fee is not a gratuity. Very few Long Island venues print that at all. What the same site will not print is a per person rate. Four packages are named, Foundations, Elegance, Grand Affair and Ultimate Diamond, and none carries a price. The address is One Southwoods Road in Woodbury, on grounds the venue puts at 120 acres.
The published 22% is the honest part of this listing and the missing rate is the hard part. You can price the fee but not the food, so every comparison you make against another Woodbury venue will be incomplete until a quote arrives. Treat the $9,408 Wedding Spot estimate as a 50 guest total and nothing more. The capacity spread from 288 to 600 is wide enough that it should shape which rooms you are shown.
We read the venue's own weddings, packages, wedding menu and partners pages, plus its Zola and Wedding Spot listings, 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.
Capacity is unresolved: 500 seated and 600 cocktail on the venue's own site against a flat 288 on Wedding Spot, and neither source explains the other.
Start with the fee, because it is the rare Long Island number a venue prints on its own website. The wedding menu page states that pricing is subject to a 22% administrative fee plus New York State sales tax, and adds that the fee offsets the administration of the event rather than serving as a gratuity. That last clause is the useful part. A couple reading a contract needs to know whether the 22% reaches the staff serving dinner or the company running the building, and here the answer is written down.
The rate is a different story. The venue names four wedding packages on its own site, each with a one line description and no price beside it. The catering menu page lists courses and stations with no figures at all. We fetched both on 10 September 2026 and found nothing. The closest real number anywhere is a Wedding Spot package estimate of $9,408 for 50 guests, which describes a total for a small event. It is not a rate you can multiply, and we are not dividing it into one.
What the menu does describe is generous in scope. A custom four tiered wedding cake, a personal maitre d', bridal suite access and a wedding coordinator are all named as included. Cocktail hour is built as a choice of eight items from a list of more than thirty butler passed selections, plus two hot stations for every 100 guests. That is a real inclusion list. It also makes a quote from here hard to line up against a venue that sells the room and the food separately.
The Partners page sets out a vendor policy that is stricter than it first reads. Outside vendors are allowed. Each one must supply two certificates of insurance. Any outside food vendor has to operate outside the building, which rules out a second kitchen working inside the house and pushes a late night truck or a dessert cart onto the grounds.
Beverages are in house. Zola records that outside beverages are not permitted and that the venue provides bar service, and Wedding Spot adds that all food and beverage is handled by the venue. Both are marketplace entries rather than venue statements, so read them as strong signals and get the contract language separately. The venue also keeps its own partner directory, which reads as a recommendation list. Nothing published makes it a requirement.
Their own weddings page says up to 500 for a seated dinner and up to 600 for a cocktail style reception. Wedding Spot lists a maximum of 288 for indoor ceremony, outdoor ceremony and indoor reception alike. Zola agrees with the 500. Nobody explains the 288.
We are printing all three because we cannot reconcile them, and because the difference is not cosmetic. A 288 cap and a 500 cap are two different weddings with two different budgets attached. The likely explanation is that the figures describe different configurations of the same rooms, but the venue publishes no named room and no per room capacity, so there is no way to check that from outside. If your list runs past 250, this is the first question of the tour.
The site calls the property a historic Gold Coast estate and puts the grounds at 120 acres. It gives no year, no architect and no original estate name. The line 'Established 1890' that runs through Lessing's branding belongs to the parent catering company, not to this building, and it should never be read as a construction date.
We went looking anyway. Zola repeats the Gold Coast estate description with no date attached. We checked the Wikipedia entry for Woodbury House in Woodbury, built in 1914 by Cross and Cross for James Watson Webb II, and it is a different property: that building is town owned and used for athletic storage and carpentry. So we have no date to give you. If the history is part of the appeal, ask them to put the year and the original owner in writing before you sign.
Wedding Spot lists five hours of event time excluding setup and cleanup, with additional hours at $3,000 each. That is a marketplace figure and no clock time curfew is published by anyone. The same listing records no rental fee for the reception and a $1,000 ceremony setup fee that includes an extra hour of event time, which makes it the cheapest hour on the property by a wide margin.
There is also a guest count minimum applied to all events. Wedding Spot says so and does not give the number. No dollar food and beverage minimum is published anywhere we looked, so the commitment here is a headcount rather than a spend. Those two behave differently in a contract. A headcount minimum means you pay for the guests who never arrive.
This suits a couple who wants an estate setting for a large guest list, with a corporate back office behind the operation. Lessing's runs a lot of Long Island rooms and the systems show in how the paperwork is handled. The fee here is public and the price is not, which is an unusual trade to be offered.
It suits less well a couple working to a hard number before the first meeting. You cannot build a budget from this website. You can build one from a quote, and that quote will need the 22%, the sales tax and the guest minimum attached before it means anything at all.
Three things to raise while you are standing in the room. What guest count does the 500 figure describe, and what is the 288 on Wedding Spot measuring. What is the guest minimum for your date and day of week. And whether the $1,000 ceremony fee changes when weather moves the ceremony indoors, since no rain policy is published anywhere.
A 1918 Roslyn Heights mansion restored to its 1920s look, with a 150 guest minimum and a peak season starting price of $35,000 on WeddingWire.
The former Sans Souci house above Long Island Sound, one event at a time, a 205 seat ballroom, and $155 to $225 a head published on their own site.
A 1910 Charles A. Platt house on 55 acres with 186 hotel rooms, a 220 seat ballroom indoors and a tent published for 700 outside.
A 1923 Tudor Revival house on 86 acres above Long Island Sound, rented as a venue only for a flat fee, with a caterer you hire yourself.
Members only for Mansion events since the Village's 9 April 2025 notice, on roughly 210 Sands Point acres with a Tom Doak golf course.
A 1916 Delano & Aldrich manor that says it books members and non members alike, with a $2,000 ceremony fee on WeddingWire and no per person rate anywhere.