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

RHINEBECK CRAFTS FESTIVAL 2025
The Hudson Valley's most unique & thoughtfully curated shopping event! Looking for the most unique art and shopping experience in the Hudson Valley? Then don’t [...]

FREE. Community Reiki Clinic
FREE COMMUNITY REIKI CLINIC Walk in only for this 20-minute healing session on tables by Lorry Salluzzi's Reiki Master Healers! Dress comfortably or just come [...]

In The Well x MHA: Mental Health Awareness Block Party
Join us for an afternoon filled with DJs, food, games, and local resources that enhance mental wellness and community strength. We're celebrating the end of [...]

Annual Esopus Community 5K Fun Run/Walk
Lace up your sneakers and join us for a day of fitness and fun at the Maple Ridge Bruderhof Community, 100 Maple Rdg Dr. Ulster Park, [...]

Annual Esopus Community Family Fun Day and Spring Market
Join us for our annual Esopus Community Family Fun Day and New Spring market. There will be games, prizes, food and an ice cream social. [...]

Esopus Family Fun Day and Spring Market
Check out our new location for our Annual Esopus Family Fun Day hosted at the United Methodist Church 153 West Main Street, Port Ewen on [...]

Kingston Rotary's Mutt Strutt
Join us for a tail-wagging good time at the Rotary Club of Kingston’s Annual Mutt Strutt! This fun-filled event is perfect for dogs and dog [...]

The Imagination Gala – High Rollers on the Hudson
We are celebrating our 2nd annual Imagination Gala MyKingstonKids FUNdraiser on Thursday, June 12th from 6-10pm at Hutton Brickyards. It may be difficult to top [...]

MyKingstonKids Fest: World of Motion
Get ready for the most exciting family event of the season—MyKingstonKids Fest is back and bigger than ever in a brand new location: Kingston Plaza! [...]

30th Annual Kingston Artists Soapbox Derby
The Derby is a much-loved annual event that unites professional artists, families, and community organizations in the most inventive, rollicking display of kinetic sculpture to [...]