There’s something undeniably special about a wedding that feels deeply rooted in place, and Bailey and Caleb’s celebration at Sleepy Hollow Inn, was exactly that! Thoughtful, personal, and filled with meaningful details, their day was the perfect reflection of what they lovingly dubbed “Vermont Formal”: equal parts heartfelt, relaxed, and joyfully untraditional. From handmade touches to sunflowers woven throughout the day, every element felt intentional and true to who they are. And through it all, Vermont wedding photographer, Hazelton Creative, captured each moment with a softness and authenticity that lets you feel the day as it unfolded. Continue reading for all the wonderful details!
About Vermont Wedding Venue Sleepy Hollow Inn
Nestled in the rolling hills of Huntington, Sleepy Hollow Inn offers one of Vermont’s most scenic and immersive barn wedding experiences. Surrounded by hundreds of acres of pristine countryside, the venue features a stunning 17-sided Round Barn with sweeping views of Camel’s Hump, a covered pavilion for cocktail hour, and a peaceful pondside setting for ceremonies. Couples can enjoy a full wedding weekend with on-site accommodations in the inn’s cozy guest rooms, along with access to hiking, biking, and cross-country ski trails that make it feel like a true destination retreat. With its blend of rustic charm, natural beauty, and thoughtfully designed event spaces, Sleepy Hollow Inn creates an unforgettable backdrop for couples looking to host a relaxed, quintessential Vermont wedding.
An Intimate Vermont Wedding Ceremony
Bailey and Caleb began their day relaxing at Sleepy Hollow Inn, getting ready with their respective wedding party members. As the festivities drew closer, Bailey was finishing up knitting a pair of socks for Caleb to wear down the aisle! As they headed toward the ceremony, Bailey looked absolutely stunning in a two-piece wedding outfit, hand made by her mom, while Caleb was equally dapper in a sage green suit with custom stitching honoring their favorite nickname from Bailey (“love you, bub”).
The couple’s ceremony took place at the pond by the inn under a handmade arbor, with birch trees cut from their family’s property in Vermont. Lush, vibrant flowers adorned the arbor and the aisles, styled and designed by Oak and Bee Florals, a dear friend to the couple and a guest at their wedding. Sunlight filled the space for Caleb and Bailey’s beautiful ceremony as the couple shared personalized vows and enjoyed a few jokes here and there from their loved ones. Following the ceremony, the couple enjoyed a moment alone before meeting with Bailey’s graduating 8th graders. Bailey is a teacher at the Waldorf school, so her 8th graders have been her students for many years. They were invited to the ceremony to be a part of it and had their own sunflower group photos afterwards with the newlyweds!
A Reception for the Ages
Caleb and Bailey’s reception was a true feast for the senses, featuring a canoe filled with drinks, pizzas slung by local favorite, Woodbelly Catering, and in true Vermont fashion, Ben & Jerry’s ice cream! The space was filled with even more stunning floral designs, beautifully contrasting against the rustic hardwood lining the walls and ceiling. The couple kicked off the reception by sharing a first dance to an acoustic version of “Simply The Best” performed by one of their close friends- a nod to their shared favorite TV show.
After the pizzas were thoroughly enjoyed and dinner was over, Bailey and Caleb changed into their preferred Birkenstock shoes (their attire was lovingly dubbed “Vermont Formal”) and danced the night away. The couple kicked off the dance floor with a moment of contra dancing, creating a fun and memorable moment for them and their guests. The evening was a truly joyous and cozy celebration for Bailey and Caleb, surrounded by all of their favorite people.
Congrats, Bailey and Caleb, on your spectacular day!
Vendors
Photographer: Hazelton Creative, Venue: Sleepy Hollow Inn, Florist: Oak and Bee Florals, Cake/Desserts: Ben & Jerry’s , DJ/Band: Patrick Quimby – DJ and Marcos Levy – Contra, Catering: Woodbelly Pizza, Bailey’s Attire: Eileen Bailey (Bailey’s mom), Caleb’s Attire: Indochino, Shoes: Birkenstock, Jewelry/Rings: Courtney Reckord, Save the Dates/Programs/Invites: made using English Stamp Co. stamps, Favors/Gifts: homemade cookies
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