The Second Annual Greenport Holiday Stroll & Harbor Front Night Market, an evening celebrating community, creativity, and local culture in the heart of Greenport Village, will be held this coming Friday, Dec. 19 from 5 to 8 p.m. throughout downtown Greenport.
The evening’s events, presented by the The Harbor Front Inn and the North Fork Art Collective feature local artisans, seasonal treats, live music, and holiday cheer throughout Front and Main Streets.
Attendees can check in at the Harbor Front Inn lobby to pick up their event booklet, which includes a map, list of participating businesses, and a Holiday Bingo Card featuring 24 stops across the village.
As guests stroll, they can visit shops, galleries, and restaurants offering festive cocktails, pop-up vendors, interactive photo ops and inventive window displays.
All guests who complete their bingo card are entered in a raffle to win a goodie bag of local businesses & a one-night stay at Harbor Front Inn.
The Harbor Front Inn, The Menhaden, & Little Creek’s Hold Fast Studio will host Night Markets spotlighting local makers, artists, and small businesses offering handcrafted gifts and holiday treasures.
“The Holiday Stroll is about coming together as a community and supporting the small businesses and artists that make Greenport so special,” said Kara Hoblin, Director of Guest Culture & Experiences at the Harbor Front Inn & Owner of The North Fork Art Collective. “It’s an evening filled with warmth, light, and connection, the perfect way to close out the season. We are grateful to partner with the Village of Greenport & the Greenport BID this year to continue to build the stroll into a Greenport tradition for years to come.”
In addition to the Night Markets and holiday specials at businesses throughout Greenport, the Carousel in Mitchell Park will be open with free rides for children under 12 sponsored by The Friends of Mitchell Park, Santa will be in the Old School House at the corner of First & Front Streets, the Village Blacksmith shop on First Street (behind the Old School House) will be open for demonstrations and there will be fire pits along Front Street, which will be closed in the center of the business district.
There will also be live music and caroling throughout the village and live dance performances in partnership with Southold’s Inspire Dance Center.
For more details, visit greenportholidaystroll.com. If you’d like to help support the Greenport Holiday Stroll with a tax-deductible gift through the Hold Fast Fund, visit https://givebutter.com/greenportstroll.


