Coupled or not, get ready for a month of love and fun with our curated list of Valentine’s Day events! From crafting your own heartfelt gifts and singing sweet love songs at karaoke, to exploring your creative side in a writing workshop and indulging in delicious wine tastings, we’ve got something for everyone. Plus, don’t miss out on amazing Valentine’s Day sales to find the perfect present. Check out the full list below for all the details and start planning your celebration of love!
Upcoming Valentine’s Day Events

Woodstock Film Festival
The Woodstock Film Festival, a celebrated not-for-profit organization, is a highlight of the fall season in the Hudson Valley. Since its launch in 2000 by [...]

NYS SHEEP AND WOOL FESTIVAL
Mark your calendars for the fall event of the season- The NYS SHEEP AND WOOL FESTIVAL- October 18-19 at the Dutchess County Fairgrounds! Get advanced [...]

28th Annual Rosendale International Pickle Festival
The 28th Annual Rosendale International Pickle FestivalSUNDAY, OCTOBER 19, 2025$5 per person, kids under 12 freeNO PETSUlster County Fairgrounds249 Libertyville Rd, New Paltz, NY 12561Visit [...]

Building Belonging: A Reher Center Fall Benefit
Join us for Building Belonging: A Reher Center Benefit for an evening of warmth, reflection, and celebration.We’ll gather at Wiltwyck Golf Club for a celebration [...]


Chambers School Holiday Craft Market
Chambers School is hosting its 4 Annual Craft Market! Come by to see many local vendors, food trucks, and even some student crafters! There is [...]

Holly Berry Trail
The Junior League of Kingston invites you to celebrate the magic of the holidays with our beloved Holly Berry Trail – a festive self-guided home [...]