The Carnegie Heritage Center

Welcome Reception

Winnetu Oceanside Resort

Wedding Day

Ceremony

Cocktail Hour

Reception

Winnetu Oceanside Resort - Poolside Patio

Farewell Brunch

Our Wedding

Oliver and Kristen are a true media match made in heaven. Kristen, thriving in Corporate Communications at The Walt Disney Company, and Oliver, leading an Ad Sales team at Overtime, were both building their dream careers in New York City. What they didn’t have, however, was much luck in love, because as anyone who has lived in the city knows… dating in New York can feel like an impossible game. Enter Wendell Scott, a trusted mentor to both. During a casual check-in, Wendell asked Kristen how life outside of work was going. She admitted she was happily focused on her friendships and career because, well, dating in the city wasn’t all that magical. Not long after, Wendell found himself in conversation with Oliver, who confessed the very same thing. That’s when a lightbulb went off and he knew he had to introduce them. Oliver, ever the determined gentleman, looked Kristen up on LinkedIn and instantly knew she was someone special. But winning an introduction wasn’t easy. After three months of patient follow-ups, Wendell finally agreed to connect them, but with two rules: Call, don’t text. She’s a lady. And make sure you’re serious. Oliver followed both instructions to the letter. His first call led to their very first date, a Tuesday evening at a cozy Italian restaurant in Williamsburg. From the moment they sat across from one another, it felt effortless, like they had known each other forever. Conversation flowed, laughter was easy, and what began as a simple dinner turned into the beginning of their forever. Since that night, Oliver and Kristen have been building a God-centered love rooted in growth, joy, and deep commitment. What started with a phone call has become their greatest adventure - a true New York love story written with a little help from fate, persistence, and the perfect mentor matchmaker.

A New York Love Story

Our Story

Photos

Destiny Butler

Savanajh Black

Brianna Higgins

Jasmine Jones

Kennedi Smith

Morgan Wells

Spencer Robinson

Marlon Alebiosu

Nathaniel Collins

Peter Sanders

Ryan Sussan 

Andy Zaccagnino

Wedding Party

Where to Stay

We’ve reserved a block of rooms at our host hotel for your convenience. In addition, there are several wonderful hotels nearby at a variety of price points. We encourage you to book early to ensure you have the best options for your stay!

A block of rooms has been reserved at the Winnetu Oceanside Resort for the weekend of September 25–26, 2026. - Rooms are available at a 10% discounted rate for our guests, starting at $425 per night (plus tax).- A 2-night minimum stay is required.- The block will be held until June 26, 2026. After this date, rates are subject to availability.- Reservations must be made by phone at 508-310-1733. Please mention the Smith-Gray Wedding to receive the discounted rate. <a href="http://www.winnetu.com/marthas-vineyard-accommodation-rates/cancellation-policy/" rel="noopener noreferrer" target="_blank">View room options and policies</a>

Faraway Martha's Vineyard

Edgar Hotel Marthas Vineyard, an Ascend Collection Hotel

Harbor View Hotel

Getting Here is Half the Fun

Getting to the island is a timeless adventure, and it’s a Vineyard tradition shared by generations of visitors. No matter how you get here, we know that the journey will put you in the right frame of mind: leaving the mainland where it belongs, on the mainland!

With a CarTraveling to the island via&nbsp;<a href="https://www.steamshipauthority.com/" rel="noopener noreferrer" target="_blank">The Steamship Authority</a>&nbsp;is the only way to bring a car to the island. We recommend making reservations in advance in order to guarantee a space on one of their car ferries. Steamship Authority ferries depart from Woods Hole, MA to terminals in Oak Bluffs and Vineyard Haven. If vehicle space is full when you want to travel&nbsp;<a href="https://www.winnetu.com/wp-content/uploads/2024/03/SSA-1.pdf" rel="noopener noreferrer" target="_blank">here is helpful information</a>&nbsp;to get you to/from the Vineyard with your car. Without a CarFor guests traveling to the island without their cars, we recommend taking advantage of the&nbsp;<a href="https://www.winnetu.com/signature-experiences/island-queen-vip-package/" rel="noopener noreferrer" target="_blank">VIP Arrival Package with the Island Queen ferry</a> with our host hotel. This convenient option includes mainland parking and a Winnetu shuttle pickup from the ferry dock. By FerryTraveling to Martha’s Vineyard by ferry is a quintessential experience shared by generations of visitors. No matter how you get here, we know that the journey will put you in the right frame of mind-leaving the mainland where it belongs, on the mainland! By AirDirect air service to Martha’s Vineyard is available year-round via&nbsp;Cape Air, and seasonally via&nbsp;American Airlines,&nbsp;Delta, and&nbsp;Jet Blue. From Boston, MA – Year-Round:&nbsp;Cape Air&nbsp;operates nine-seater aircraft. From New York, NY:&nbsp;Seasonal from New York’s JFK and Laguardia Airports by&nbsp;Jet Blue&nbsp;and&nbsp;Delta Express From Philadelphia, PA:&nbsp;Seasonal Saturday-only service by&nbsp;American Airlines From Washington, DC:&nbsp;Seasonal by&nbsp;American Airlines&nbsp;and&nbsp;Jet Blue ﻿From Chicago, IL and Charlotte, NC: Seasonal Saturday-only service by&nbsp;American Airlines Bus, Train, Car Rentals, Private Car Hires to the FerriesThere are several options to get from major cities to one of the several ferry terminals servicing Martha’s Vineyard. Here are a few of our favorite options. Boston to New BedfordBoston South Station direct to New Bedford by passenger rail&nbsp;(connections via MBTA silver line from all Logan Airport terminals to South Station). The MBTA&nbsp;operates a passenger train service every 70 minutes to/from New Bedford.&nbsp;90-minute ride each way. This service connects with Seastreak ferries in New Bedford. Go to&nbsp;<a href="https://www.mbta.com/schedules/commuter-rail" rel="noopener noreferrer" target="_blank">MBTA.COM</a> for rail information and&nbsp;<a href="https://seastreak.com/" rel="noopener noreferrer" target="_blank">SEASTREAK.COM</a> for ferry reservations. BUSBoston Logan Airport and South Station direct to Woods HolePeter Pan Bus Lines’ and P&amp;B Bus Lines operate frequent, easy-to-use, bus service from Boston’s South Station, and all terminals at Logan Airport, directly to the Steamship Authority Wharf in Woods Hole.&nbsp;<a href="https://peterpanbus.com/" rel="noopener noreferrer" target="_blank">PETER PAN</a><a href="https://www.p-b.com/schedules/" rel="noopener noreferrer" target="_blank">P&amp;B</a> TRAINNew York to Martha's VineyardTake Amtrak’s high speed Acela service to Providence, Rhode Island, then, either Uber or hire a private car to the docks at New Bedford or Woods Hole.&nbsp;Alternatively, Peter Pan bus service operates from Port Authority Bus Terminal in NYC and Providence, RI to Woods Hole.<a href="https://www.amtrak.com/home" rel="noopener noreferrer" target="_blank">AMTRAK</a> PRIVATE CARSCar Service to Hyannis or New BedfordLongs Airport Shuttle | 774-487-7958White Tie Limo Service | 800-564-8116 Private Cars to Woods Hole &amp; New BedfordLongs Airport Shuttle | 774-487-7958White Tie Limo Service | 800-564-8116Boston Express Car Service | 781-691-5400 CAR RENTALSAvis &amp; BudgetAvis &amp; Budget&nbsp;have car rental offices at Steamship Authority’s Palmer Avenue parking lot (276 Palmer Ave Falmouth, MA). One-way rentals are accommodated.

Travel

FAQs

Cocktail AttireSuits, sport coats, cocktail dresses, or stylish separates.

All-Black Formal AttireBlack tuxedos, suits, gowns, or cocktail-length dresses.

Coastal Casual AttireBreezy brunch attire like airy dresses, linen sets, or casual separates. Think effortless, polished, and poolside-chic — comfortable enough for a daytime patio setting, but still elevated for the final celebration.

What to Wear

Ultimate Formal Attire Shopping Guide

25 Hand-Picked Formal Guest Dresses

Tux vs. Suit: What's the Difference?

Dress Code

We’re so excited to celebrate with you on Martha’s Vineyard! While you’re here, take some time to explore the island’s beautiful beaches, charming towns, and local favorites we love.

Iconic Island Sights

Edgartown Lighthouse: postcard-perfect views, especially at sunset.Aquinnah Cliffs: breathtaking natural landmark on the western tip.Oak Bluffs Gingerbread Cottages: colorful, whimsical houses worth strolling through.Menemsha Harbor: a classic fishing village, famous for lobster rolls and sunsets.

Sip, Savor, Repeat

Casual Bites:Back Door Donuts (legendary late-night sweet treats)Nancy’s (seafood, harbor views)The Net Result (fish market + fried seafood) Sit-Down Favorites: Alchemy (upscale in Edgartown)Détente (romantic dinner spot)Outermost Inn (Aquinnah, great for a day trip dinner) Drinks &amp; Nightlife:Harbor View Hotel bar (cocktails with a view)The Port Hunter (lively bar/restaurant in Edgartown)

Activities & Experiences

- Rent bikes and ride the paths between Edgartown, Oak Bluffs, and Vineyard Haven.- Explore local shops &amp; galleries in Edgartown.- Go sailing or book a harbor cruise.- Check out local farmer’s markets (West Tisbury Farmer’s Market).- Vineyard wine tasting (Chicama Vineyards).

Kristen & Oliver

Kristen & Oliver

What to Wear

Welcome Reception

Wedding Day

Farewell Brunch