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Valentine’s Day Happenings and more in the Kingston Area

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!

Community Sponsor:

Upcoming Valentine’s Day Events

Woodstock Film Festival

Woodstock Film Festival

Wed, Oct 15, 2025 - Sun, Oct 19, 2025    
11:00 am-6:00 pm
Kingston, NY
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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 [...]
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NYS SHEEP AND WOOL FESTIVAL

NYS SHEEP AND WOOL FESTIVAL

Sat, Oct 18, 2025 - Sun, Oct 19, 2025    
4:00 pm
Dutchess County Fairgrounds
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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 [...]
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28th Annual Rosendale International Pickle Festival

28th Annual Rosendale International Pickle Festival

Sun, Oct 19, 2025    
10:00 am-5:00 pm
Ulster County Fairgrounds
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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 [...]
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Building Belonging: A Reher Center Fall Benefit

Building Belonging: A Reher Center Fall Benefit

Thu, Oct 30, 2025    
6:00 pm-9:00 pm
Wiltwyck Golf Club
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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 [...]
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Hallowed

Hallowed

Sat, Nov 1, 2025    
5:30 pm-8:30 pm
The Snyder Estate
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HALLOWED STEP INTO THE TRUE ESSENCE OF HALLOWEEN Saturday November 1st ,Widow Jane Mine, Rosendale 5:30-8:30pm   Celebrate the lives of those that have passed [...]
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Chambers School Holiday Craft Market

Chambers School Holiday Craft Market

Sat, Dec 6, 2025    
9:00 am-4:00 pm
Chambers Elementary School
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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 [...]
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Holly Berry Trail

Holly Berry Trail

Sat, Dec 6, 2025    
10:00 am-3:00 pm
Kingston Social
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  • Festivals and major community events
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 [...]
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