Things to do in Poughkeepsie

DEC4FriFriday, December 48 events · Festivals & Holidays

1. All day

   The Haunted Shanley Hotel: A Special Event with Cindy Kaza & Katrina Weidman

   The Haunted Shanley Hotel

   Festivals & Holidays

2. 3 p.m.5 p.m.

   Santa Claus is coming to MILLBROOK!

   28 Front St

   Festivals & Holidays

3. 4 p.m.8 p.m.

   Polar Express

   Catskill Mountain Railroad Co.$38+

   Festivals & Holidays

4. 6 p.m.8 p.m.

   Snowflake Festival

   Senate Garage

   Festivals & Holidays

5. 7 p.m.9 p.m.

   Brotherhood Winery Tree Lighting

   Brotherhood, America's Oldest Winery

   Food & Drink

6. 7 p.m.9 p.m.

   Hudson Valley Improv's Annual Holiday Mash-Up 2026

   ASK: The Arts Society of Kingston$23.18+

   Comedy

7. 7:30 p.m.

   The Wynotte Sisters Christmas Spectacular

   Southern Dutchess Country Club

   Festivals & Holidays

8. 8 p.m.11 p.m.

   An American Christmas Carol

   The Sherman Playhouse$13+

   Festivals & Holidays