Chic Tented Wedding at Home with Hamptons Wedding Planner Ashley Douglass

We specialize in tented weddings and at private homes and estates. Tented weddings at home are some of our absolute favorite weddings. Our clients that host their wedding at home allow us to make the best use of our two decades of experience, and they are so fun to plan on the design front and clients! There is nothing that comes close to a tented wedding at home.

They are not as hard as you think if you hire a planner such as ourselves. We know this project inside and out, and they energize us too. We will let you know what to expect and how we are going to handle pre-production, execution and strike, so nothing is a surprise.

Contrary to popular belief—or fear—a tented wedding in the rain is fantastic. There's nothing quite like a hopping party under a tent in a storm. Yes, it's safe, and we always know how to prepare for it. This wedding was on September 6th, 2025. If you remember that day and were in New York State, you know how terrible the weather was! But this wedding was phenomenal.

For the ceremony at the Shelter Island Beach Club, the weather was touch and go. As a planner, I keep in touch with other weddings nearby when we're at a tented site in an area with many weddings, such as the Hamptons. We knew it was already raining in Watermill and really coming down in Quogue. The sky was getting darker above us, so at the last moment we decided to move the chairs and ceremony into the rain tent. The bride and groom like funky things, so they beautifully shifted like champs and got married in front of the lifeguard stand that was intentionally positioned on the perimeter of the Sperry tent. In cases like this, when bad weather is predicted, most couples opt for the rain plan. This couple decided to risk it, though we still had to put the rain plan tent up, of course, to be safe. Luckily, this is one of those venues where we could put a rain tent up in a nearby location that wouldn't prevent us from having the wedding in the ideal weather location.

Planning this tented wedding weekend on Shelter Island and in the Hamptons was such a gift. The couple listened to our recommendations—don't only look at photos of weddings for inspiration. In fact, start your wedding design ideas with things, anything really, that aren't pictures of other couples' weddings. Look at interior design, scenery, music, perhaps photos of places you've traveled together and have fond memories of, or artwork, restaurant design, hotel design, and more. We want to find a small spark (or large one) that gets at something that makes you excited and can lead us in a direction that's bound to be something we haven't designed before.

We love planning weddings on Shelter Island. Shelter Island has a feel like none other - the most relaxed luxury one can find in New England. Plus, your guests have the option to stay in either the North Fork like Greenport, NY or in the Hamptons be it Sag Harbor or East Hampton or Bridehampton, ideally. When we work on Shelter Island we have contacts that can arrange for a later ferry shuttle back to the main land beyond the times that are often offered with the regular Shelter Island Ferries.

The first note Bride, Claire gave on design was for the wedding to have some plants. That is it! We want tons of plants and noting that is deliberately wedding. Nothing that would cause us to ”cringe” in the least bit. I brought up the idea, ‘what if we poked fun at weddings’ and that was a hard “YES”! I came up with the idea to have a cake design that is currently trending but to intentionally have the cake maker build it as though it is falling down. It was a home run! Originally they didn’t even want wedding cake. The last thing you want is a wedding menu that screams banquet halls of weddings past. We design a menu that was deliberately strange. Is it a shark, a paddle board, doesn’t matter - it’s cool.

I hope you enjoy this Tented Wedding at a private home it the Hamptons on Shelter Island as much as we do!

(3/10) Top 10 things to remember when planning a wedding...the less superficial list.

Three of Ten: Wedding planning can be simple if you know what the skilled planner knows.
.
As always, what we write below does not apply to everyone.
.
Right now, you may not believe that wedding planning can be simple but it’s true. So is the fact that what’s simple is hard. Wedding planning and any project, no matter its size, is simple if you have the time, experience, support and know what's ahead of you. It’s sometimes hard to accept what you learn as you move along because your assumptions will be tested. If it’s not time, experience, or a fear of the unknown getting in your way, then it’s your feelings about what’s happening, or things entirely separate from the project of wedding planning. If you don’t have the willingness to address all your feelings during this noteworthy time, then you are prone to project your feelings onto other things, such as your wedding planning.
.
For some of you more than others, the time of your engagement and wedding planning brings up a ton of feelings. In other words, questions, expectations, fears, baggage from your childhood and your present-day insecurities. All normal stuff that is not all about shooting stars and fairy princesses. All normal stuff. You are not odd or alone in this.
.
Take planning one step at a time and don’t fling your attention all over the place. Above all, hire help or enlist a levelheaded friend you trust. If you do hire help and your help has done this over 200 times to great success, trust them.
.
Simplify your life a little so you can give yourselves time for all the things that come up this year, so that the actual wedding planning is simpler. If you take time for all your feelings, at the end of the road I promise that you will feel more ready, happy, and carefree on your wedding day.
.
Don’t fall down the rabbit hole and have a year that is constantly in manic-mode and reassure yourselves by saying, it’ll all go back to normal once the wedding is over because it won’t, not entirely anyhow. If this describes you month after month after month after month, some other things are going on and after the wedding, when you crash, you will be left with the realities that you avoided beforehand.
.
The process will be much simpler for you both if you get specific about the intention of your wedding. Yeah, yes, we know you want to celebrate with your friends and family, and for everyone to have a blast. But truly what is your wedding for and what is it not for? Aim your energy at the positive answer and try and let all the other bullshit fall away. Respect your own wedding - stick to your intentions. You are choosing to not just go to city hall for a reason, right? Well, why?

NICOLE + TERRY | Glenmere Mansion | Hudson Valley | June 2017

Check back late Spring/early Summer as this wedding will appear in the pages of a national magazine. To be continued....

Nicole and Terry's wedding has made our blog or shall I say our "comeback to blogging"! We use to love blogging but over time it began to only take us away from our clients and real work. Yet, you've all asked, so we are responding! Besides 2017 was just a KILLER YEAR for our weddings and other events, how can we not share the love - the beautiful pictures, the stories of sentiment, the fun, the camaraderie and also, our great appreciation for the work that we do!

Nicole and Terry's wedding was off the charts, not because of its beautiful design, stellar vendor roster and exquisite venue (okay the venue is pretty stellar), but truly because of how much love and time Ashley and the staff put into this wedding with the mother of the Bride, Anita Donofrio. 

Anita came to us after meeting with seven other planners which she reminded us of very often! We don't state this to not be classy but in doing so she emphasized that our skill set was apparent at our first meeting and also, more importantly, she felt that Ashley listened to her well. That is the take way and the biggest compliment on many levels. Anita, Ashley, and Julia, truly got on like best buds and major kudos to her daughter, Bride to be, Nicole, for letting go of the reigns in order to have a less stressful year as a full time professor and let her mother have fun! She gave into the element of surprise and in the end, happy she was! It did help some that Nicole and Anita have similar tastes in terms of aesthetics. We'd say Nicole only intimately knew about a good 25% of the wedding details, as they pertained to music and her own bridal preparations. In the end Nicole, Terry, and their children had a blast. It was irrelevant that this wedding was black tie and high end. The love was felt by all and the atmosphere was relaxed, warm and magical! 

Thank you to all our wonderful vendors who are listed at the bottom of this blog post. First however, take a look at a look at the gorgeous photos below. To see more on this wedding you can also visit the Blog of The Day, formerly named Ira Lippke Studios. Photography of this Wedding + Reception was taken by Nathan Smith of The Day. 

Event Planning & Design |Ashley Douglass Events

Photography | Nathan Smith, The Day

Videography | Clark & Walker

Venue | Glenmere Mansion

Catering | Laurence Craig Catering

Florist | Fleurs NYC

Tent | The Greenwich Tent Company

Band | Ground Control from Elan Artists

Cake | Lulu Cake Boutique

Lighting | Social Event Decor

Hair & Makeup | Arleigh Cole Hair and Makeup

Gown | A Little Something White

Invitations & Day-of Paper | Social Alchemy 

Rentals | Party Rental LTD

Rentals | Nuage Designs

Rentals | La Tavola