The Best Historic Estate & Mansion Wedding Venues in Brentwood, NY

The Best Historic Estate & Mansion Wedding Venues in Brentwood, NY

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5 Wedding Venues in Brentwood, NY

Historic estates, mansions
Quick responder
Watermill Caterers 

4.4

Smithtown, NY
  • Up to 500 guests
  • All-inclusive
  • Outdoor & indoor

One of Long Island's best-kept secrets, our sprawling estate is nestled in the heart of Suffolk County and is surrounded by manicured landscapes, winding pathways and historic architecture. With an atmosphere of rustic elegance and timeless beauty, the Watermill is the perfect marriage of old-world charm and luxurious modern comforts—perfectly providing the finest amenities and endless enchantments at every turn. For more than 25 years, the Watermill has fostered joy and thousands of lasting memories through an unyielding commitment to providing unparalleled service, award-winning cuisine, and an unforgettable experience for each and every guest who walks through our doors.

Why you'll love this venue

  • Has a chic vibe
  • Has a dance floor to dance the night away
  • Full catering menu to choose from

Venue considerations

  • Large venue, not ideal for small guest lists
  • Does not allow pets
  • Not for you if you are looking for something nontraditional
From the moment my now-husband and I stepped foot into the Watermill, we knew it was the one. We had toured two other venues—both beautiful—but the instant I walked in, I felt in my heart and gut that this was where our fairytale wedding would come to life, and I was absolutely right. The venue is breathtaking inside and out, and the staff are some of the kindest, most genuine people we’ve ever met. Everyone treated us like family. We booked with Rob, who immediately made us feel we were in the best hands. That warmth extended to everyone—from Mary at the front desk to Maria and Lorraine, who helped coordinate every detail. Anytime we had a question, the team was quick to help and always went above and beyond. The morning of the wedding was hectic, but the moment I arrived, I was greeted by Sean, Olivia, Francesca, and Dom—and instantly felt calm. Sean, our maître d’, was exceptional. His reassuring presence made all the difference, especially when the weather threatened our outdoor ceremony. He handled everything seamlessly and kept us informed without ever making us feel rushed. His goal was to give us the best day of our lives, and he absolutely delivered. Our captain, Dom, was incredible. He anticipated every need and even packed up all our untouched reception food so we could enjoy it later. His attentiveness was unmatched. Our bridal attendants, Olivia and Francesca, were absolute angels. Olivia helped with my veil, bustled my dress in record time, kept me hydrated, and always found me with a drink in hand. She guided us with so much patience and kindness. Francesca was equally wonderful—always right there, fixing my dress, bringing water, and anticipating anything I might need. I didn’t have to lift a finger all day. Our families couldn’t stop raving about all four—Sean, Dom, Olivia, and Francesca. Everyone said it was the best service they had ever experienced at a wedding. And if the staff weren’t enough, the food and ambiance were just as incredible. Cocktail hour alone blew everyone away—Latin, Mediterranean, Italian, a bacon bar, a butcher block, and endless passed hors d’oeuvres. Dinner offered nine entrée options, and dessert included pastries and cookies at every table. Everything was phenomenal. Our guests are still talking nonstop about how perfect everything was—from the décor to the food to the outstanding service. I wish I could relive the entire day. Rob was right—at the Watermill, you are truly in the best hands!
Amanda O., 22 days ago
Quick responder
Mansion at Timber Point 

5.0

Great River, NY
  • Up to 250 guests
  • All-inclusive
  • Indoor & outdoor

Nestled on the bank of the Great South Bay with panoramic views of Fire Island, the Mansion at Timber Point is a beautiful and inviting setting for the wedding ceremony of your dreams. The bride’s big day will commence in the lovely bridal suite, where the bridal party is welcome to prepare for the big moment. A beautiful white wedding gazebo is perched at the edge of the stone patio overlooking the rolling greens of the golf course, which give way to a magnificent bay view, for a romantic exchange of vows. Inside of this historic mansion you’ll find classic country décor with modern lighting and sound systems, ensuring a full night of dancing. Every detail will fall perfectly into place with the help of the experienced staff while the bride and groom enjoy their fairytale evening.

Why you'll love this venue

  • Blends luxury with trendiness
  • Exudes old-world charm
  • Provides lighting and sound

Venue considerations

  • No on-premises lodging options
  • Large venue, not ideal for small guest lists
  • Not wheelchair accessible
I got married on 10/24/25 and I cannot say enough good things about the mansion at timber point. Every single staff member that I interacted with was incredible and helpful from Lauren, who helped us from day one until the very end, to April and Emma who made my day more perfect than I could've ever imagined. they truly care that your day is as perfect as they would want for themselves on their own day. The venue is STUNNING, the bridal suite is huge and gorgeous, the food was TO DIE FOR. I don't have a single regret or wish for something to have gone differently because our day was beyond my wildest dreams. THANK YOU to the whole staff!!
Jennie E., a month ago
Quick responder
Bourne Mansion 

5.0

Oakdale, NY
  • Up to 300 guests
  • All-inclusive
  • Indoor

This historic Vanderbilt mansion is a turn-of-the-century work of art that offers a traditional and classic setting for the grandest black tie affairs. From lawn events hosting over 1,000 guests, to weddings and corporate affairs hosting 300 guests, Bourne Mansion personifies luxury and grandeur and the elaborate celebrations of yesteryear. Bourne Mansion is conveniently located, only 90 minutes from New York City, yet worlds away.

Why you'll love this venue

  • Offers full-service amenities
  • Classic elegance
  • Has a dance floor to dance the night away

Venue considerations

  • Not for you if you are drawn to more unconventional venues
  • Not wheelchair accessible
  • Best for events with big guest lists
Awarded Best of Zola
We got married 1/5/25 but had been working with Miriam for probably a year and a half before our big day. She was always so personable with us a treated us like family. Words cannot describe the love and care we felt from Jake, our maître D and Samantha, our bridal attendant, on our wedding day. We were cared for tediously and effortlessly. We felt like at ease, happy and totally relaxed. I needed Samantha and didn’t even know it, I am forever indebted to her - she could not have been more attentive and wonderful. Comforting me, assuring me, getting me where I need to be and when. So friendly, kind and amazing. Thank god for Jake. He is so special and we’re so lucky we got him as our maître D. He deems himself as a “yes man” and he is not lying. Anything you could have ever wanted from him, he’d deliver. We wanted for nothing, had wonderful direction from him all night and he took care of EVERYTHING!  The night was flawless, amazing, perfect and all we could have ever hoped for. The staff at Bourne is unmatched, we made the right choice with this venue. Guests will be in awe of the venue and talk about the food for years to come. I wish I could do it all again. Thank you Bourne mansion & staff for the best night of our lives! I don’t have all my pics back yet!
Sara C., a year ago
Quick responder
The Mansion at West Sayville 

5.0

West Sayville, NY
  • Up to 205 guests
  • All-inclusive
  • Indoor & outdoor

Located in West Sayville, NY, Mansion at West Sayville is a historic waterfront venue that hosts weddings and other milestone events. The management of this exquisite facility invites you to hold your special celebration in this setting with sweeping views of the Great South Bay. You and your loved ones can anticipate festivities with a private club ambience - a truly remarkable backdrop for your important day.

Why you'll love this venue

  • Provides event staff
  • Provides setup and cleanup
  • Dressing room available

Venue considerations

  • Does not allow pets
  • No on-site guest accommodations
  • Venue feels large for events with small guest lists
The Mansion at West Sayville is a gorgeous venue inside and out, and we’re so happy we chose it for our wedding. We loved the vibe from our first visit. It doesn't feel like a wedding factory, but being a Lessing's Venue you know they know what they are doing. Bob was down to earth, practical, and never tried to upsell us or pressure us into adding anything we didn’t need. Anytime I emailed Bob with a question, he responded within minutes and was always very on top of things. On the day of, everything about the wedding itself went so smoothly. Ann Marie the maitre d and Camille the bridal attendant were sweet, attentive, and so good at what they do. They set up our decor so beautifully and packed it away in an organized way at the end of the wedding. Ann Marie kept everything running smoothly, and Camille made sure we always had whatever we wanted, from food and bar drinks to our own pitcher of water when she noticed we were “the most hydrated couple she’d ever worked with” (lol). The bartender and all of our waitstaff were so attentive and wonderful too. The food was delicious and we got so many compliments about it, and about our venue in general. Our wedding day was truly unforgettable and The Mansion at West Sayville played a huge role in that!
Emily L., 4 months ago
Quick responder
Insignia 
Smithtown, NY
  • Up to 250 guests
  • All-inclusive
  • Indoor & outdoor

At Insignia, every wedding is a wonderful creation that’s as refreshingly different as your love together. Our elegant, modern décor both indoors and out is a beautiful departure from typical wedding halls. Combining the look and feel of a Hamptons-style mansion with a chic, upscale Manhattan restaurant, it sets the stage for a truly memorable experience.

Why you'll love this venue

  • Has a glamorous vibe
  • Provides setup and cleanup
  • Flexible event spaces

Venue considerations

  • Not wheelchair accessible
  • No free parking
  • Does not allow pets

Location flexible? Discover venues near Brentwood, NY

About wedding venues in Brentwood, NY

Why is New York the Perfect Wedding Destination?

New York gives you incredible variety for your special day, from Manhattan's iconic skyline to the charming countryside of Upstate. You can enjoy timeless elegance at The Plaza Hotel with its grand ballrooms overlooking Central Park, or take in breathtaking panoramic views of Manhattan at Tribeca Rooftop. Brooklyn offers photography-friendly industrial-chic spaces like The Foundry with its character-filled exposed brick and factory windows. Head Upstate and you'll find City Winery Hudson Valley where your celebration unfolds against the backdrop of a working vineyard with mountain views that change beautifully with each season. April sees the most wedding inquiries in New York, showing just how many couples are drawn to the region during spring's beautiful blooming season.

What's the Reality of Wedding Costs in New York?

Expect to pay more for your New York wedding than the national average of $6,500-$12,000 for venues alone. New York venues typically cost around $16,709 which makes up about 22% of your total wedding budget. Your overall costs will vary based on how many guests you're hosting:

Guest CountTotal Wedding Budget
50 guests (small wedding)$32,316
100 guests$54,844
150 guests$76,011
200 guests$94,911
250 guests$113,810
300 guests (large wedding)$132,709

Your other major expenses will include catering at $13,367 (18%), bar services running $10,694 (14%), florals at $8,177 (11%), planners costing $6,044 (8%), photography at $5,119 (7%), videography at $4,622 (6%), entertainment at $2,298 (3%), cake and desserts at $1,067 (1%), and hair and makeup averaging $550 (1%).

How Do NYC Wedding Venues Compare to Upstate Locations?

NYC venues offer you urban sophistication with distinctive skyline views. At Tribeca Rooftop + 360° you'll enjoy floor-to-ceiling windows showcasing Manhattan panoramas while The Plaza presents opulent ballrooms featuring chandeliers ornate molding and gold accents. The 620 Loft & Garden gives you a stunning rooftop terrace overlooking St. Patrick's Cathedral and Fifth Avenue.

Upstate venues surround you with natural beauty and historic architecture. City Winery Hudson Valley welcomes you to a renovated factory featuring vaulted ceilings stone walls and vineyard views. You can host up to 350 guests here and customize your outdoor ceremony areas to create exactly the atmosphere you're dreaming of.

Which New York Venues Offer Outstanding Culinary Experiences?

You can treat your guests to Two Michelin star cuisine at Manhatta perched 60 floors high in the Financial District where Executive Chef Justin Bogle creates memorable dishes like hamachi and black truffle dumplings. The River Cafe in Brooklyn serves Michelin-starred cuisine featuring Hudson Valley foie gras and Nantucket Bay scallops with Brooklyn Bridge views right outside your window. For a farm-to-table experience Blue Hill at Stone Barns in Westchester County offers cuisine sourced directly from their on-site farm with their HayLoft space accommodating anywhere from 40 to 260 guests.

Where Can You Find Accessible Wedding Venues in New York?

For couples prioritizing accessibility 620 Loft & Garden offers customizable settings that can work with various needs though you'll want to confirm specific features during your planning. Prospect Park Boathouse and Central Park Conservatory Garden provide accessible options with proper pathways for all your guests. Always ask about specific accommodations like wheelchair ramps elevators and accessible restrooms when you're researching potential venues to ensure everyone can fully participate in your celebration.

How Can Guests Participate Remotely at New York Weddings?

Historic Manhattan venues can make remote guests feel included by incorporating virtual tours during ceremony breaks while Midtown Loft & Terrace supports interactive platforms that go beyond simple passive streaming. You might consider venues in Chelsea or SoHo that can enhance those famous skyline views with live streaming that includes interactive elements like virtual photobooths live chats or virtual toasts. These features help create genuine engagement for participants joining your special day from afar.

Why is New York the Perfect Wedding Destination?

New York gives you incredible variety for your special day, from Manhattan's iconic skyline to the charming countryside of Upstate. You can enjoy timeless elegance at The Plaza Hotel with its grand ballrooms overlooking Central Park, or take in breathtaking panoramic views of Manhattan at Tribeca Rooftop. Brooklyn offers photography-friendly industrial-chic spaces like The Foundry with its character-filled exposed brick and factory windows. Head Upstate and you'll find City Winery Hudson Valley where your celebration unfolds against the backdrop of a working vineyard with mountain views that change beautifully with each season. April sees the most wedding inquiries in New York, showing just how many couples are drawn to the region during spring's beautiful blooming season.

What's the Reality of Wedding Costs in New York?

Expect to pay more for your New York wedding than the national average of $6,500-$12,000 for venues alone. New York venues typically cost around $16,709 which makes up about 22% of your total wedding budget. Your overall costs will vary based on how many guests you're hosting:

Guest CountTotal Wedding Budget
50 guests (small wedding)$32,316
100 guests$54,844
150 guests$76,011
200 guests$94,911
250 guests$113,810
300 guests (large wedding)$132,709

Your other major expenses will include catering at $13,367 (18%), bar services running $10,694 (14%), florals at $8,177 (11%), planners costing $6,044 (8%), photography at $5,119 (7%), videography at $4,622 (6%), entertainment at $2,298 (3%), cake and desserts at $1,067 (1%), and hair and makeup averaging $550 (1%).

How Do NYC Wedding Venues Compare to Upstate Locations?

NYC venues offer you urban sophistication with distinctive skyline views. At Tribeca Rooftop + 360° you'll enjoy floor-to-ceiling windows showcasing Manhattan panoramas while The Plaza presents opulent ballrooms featuring chandeliers ornate molding and gold accents. The 620 Loft & Garden gives you a stunning rooftop terrace overlooking St. Patrick's Cathedral and Fifth Avenue.

Upstate venues surround you with natural beauty and historic architecture. City Winery Hudson Valley welcomes you to a renovated factory featuring vaulted ceilings stone walls and vineyard views. You can host up to 350 guests here and customize your outdoor ceremony areas to create exactly the atmosphere you're dreaming of.

Which New York Venues Offer Outstanding Culinary Experiences?

You can treat your guests to Two Michelin star cuisine at Manhatta perched 60 floors high in the Financial District where Executive Chef Justin Bogle creates memorable dishes like hamachi and black truffle dumplings. The River Cafe in Brooklyn serves Michelin-starred cuisine featuring Hudson Valley foie gras and Nantucket Bay scallops with Brooklyn Bridge views right outside your window. For a farm-to-table experience Blue Hill at Stone Barns in Westchester County offers cuisine sourced directly from their on-site farm with their HayLoft space accommodating anywhere from 40 to 260 guests.

Where Can You Find Accessible Wedding Venues in New York?

For couples prioritizing accessibility 620 Loft & Garden offers customizable settings that can work with various needs though you'll want to confirm specific features during your planning. Prospect Park Boathouse and Central Park Conservatory Garden provide accessible options with proper pathways for all your guests. Always ask about specific accommodations like wheelchair ramps elevators and accessible restrooms when you're researching potential venues to ensure everyone can fully participate in your celebration.

How Can Guests Participate Remotely at New York Weddings?

Historic Manhattan venues can make remote guests feel included by incorporating virtual tours during ceremony breaks while Midtown Loft & Terrace supports interactive platforms that go beyond simple passive streaming. You might consider venues in Chelsea or SoHo that can enhance those famous skyline views with live streaming that includes interactive elements like virtual photobooths live chats or virtual toasts. These features help create genuine engagement for participants joining your special day from afar.

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