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Two acres of landscaped grounds in Amagansett, up to 250 wedding guests, and one wedding per weekend. The first two of those figures are the hotel's own, published on its private events page and repeated in its September 2025 brochure. The third belongs to The Knot, and the hotel does not say it anywhere itself. On price the hotel says nothing at all: no per person rate, no food and beverage minimum and no buyout figure appears in the brochure or on the site.
Every number on this page came from one marketplace listing, and that listing disagrees with itself: $70,000 to start against a claimed $500,000 average spend. The hotel publishes capacity and nothing financial, so there is no first party figure to check either against. Catering is the second open question, with the brochure naming an in house chef and the same listing saying couples bring their own. Ask for a written proposal covering the buyout, the catering arrangement and the tent before you treat any of these figures as real.
We read the hotel's private events page and its own September 2025 digital brochure, then The Knot listing. 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.
The Knot's claim that couples usually spend $500,000 sits seven times above its own starting price for this venue and should not be used for planning.
Exclusivity is the claim most couples care about at a small hotel, because it decides whether other guests are wandering through your cocktail hour. The Knot states that The Roundtree hosts only one wedding per weekend.
The hotel does not repeat that anywhere on its own site or in its own brochure, both of which we read. So the most attractive operational fact about this venue is marketplace sourced, which is exactly the kind of thing that should be written into a contract rather than trusted from a listing.
Ask whether the whole property is yours, whether other rooms are sold to the public on your dates, and whether one wedding per weekend means the Friday and the Sunday too.
The Knot lists an overall starting price of $70,000, a reception figure of $18,000 and a ceremony figure of $20,000. It notes that starting prices exclude service fees, taxes, gratuity and rental fees, and that guest count and season move the number.
The same listing says couples usually spend $500,000. We are recording that because it is published, and flagging it because it sits seven times above the starting price on the same page. It is an extreme outlier and it should not be treated as a reliable planning figure without confirmation.
Bar service and catering are both listed as contact for price. No first party figure exists anywhere to check any of this against, which means the entire pricing picture for a Hamptons property with a 250 guest ceiling is one marketplace listing that contradicts itself.
The hotel's own digital brochure says catering is by its Chef Dewa, on a bespoke menu rather than from a package. That reads as an in house arrangement.
The Knot says couples work with vendors of their choice. That reads as an open venue. The two statements are in tension and neither party has reconciled them.
There is a third signal. At least two outside caterers publish accreditation pages for The Roundtree on their own sites, which points toward an approved caterer arrangement of some kind. The hotel itself publishes no list, no outside vendor fee and no policy. Until it does, treat catering as an open question and get the answer in writing before you fall for the lawn.
Events here happen on two acres of grounds, on the lawn, outdoors. The only indoor space with a published capacity is a conference room that holds 20 people.
So a 250 guest wedding is a tented wedding, and the hotel publishes no rain contingency of any kind. Nothing on the site or in the brochure describes an indoor fallback at wedding scale, because there does not appear to be one.
East Hampton Town rules on noise and outdoor events may apply to a party of that size in Amagansett, and the hotel publishes nothing about them. For an outdoor Hamptons wedding, the permitted end time and the amplified music cut off are terms, not details.
The hotel's own brochure lists its inventory: 8 barn rooms and suites, 2 studio cottages, 1 garden cottage, 1 two bedroom cottage, 1 three bedroom cottage, and a two bedroom main house. There is also a separate beach house with 4 bedrooms and 5 baths, plus a guest cottage.
The hotel does not publish a total bed count, and we are not going to calculate one for you from room types. What is clear is that the accommodation is a collection of cottages and suites rather than a hotel block, and it will not sleep a 250 person wedding.
That inventory is also the reason a buyout conversation matters here. If you want the property quiet, you are likely buying the rooms as well as the lawn, and the hotel publishes no buyout price.
The private events page describes the property as available year round, which is unusual for a Hamptons wedding venue and a genuine advantage for a couple looking at a shoulder season date.
The Knot lists peak season as July and August. The two statements are compatible: one is about availability, the other about demand and price. If you can take a May or October date, that is where the negotiating room will be.
No opening year, architect or building history is published anywhere, including in the hotel's own brochure. For a property trading on Amagansett charm, the absence of a founding story is worth noting rather than inventing.
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 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 Cutchogue winery built in 1991 as an integrated operation, booked as a full vineyard buyout, with up to 200 guests according to WeddingWire.
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.