- Poughkeepsie Weekly
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- The Labor Day plan is . . . no plans
The Labor Day plan is . . . no plans
This Weekend in Poughkeepsie

Good evening, Poughkeepsie.
In today’s Poughkeepsie Weekly:
Dutchess County Classic
Hudson Valley Hot-Air Balloon Festival
Labor Day Weekend in Poughkeepsie
Let’s get to it.
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THE DIGEST
Dutchess County Classic – Sept 27th & 28th
The 47th Annual Mid-Hudson Road Runners Club Dutchess County Classic returns for a full weekend of races celebrating running in the Hudson Valley. |
Saturday, Sept 27th (Robinson Lane Park, Wappingers Falls)
• 8:30 AM – Kids 1k Fun Run (ages 12 & under, free)
• 9:00 AM – 5k
Sunday, Sept 28th (Dutchess Community College, Poughkeepsie)
• 7:30 AM – Half Marathon, Half Marathon (Wheel), and 10k
Hudson Valley Hot-Air Balloon Festival – Aug 29th – 31st
The 34th Annual Hudson Valley Hot-Air Balloon Festival lights up Tymor Park this Labor Day weekend with a full schedule of family-friendly fun. Learn more.
LABOR DAY WEEKEND IN POUGHKEEPSIE
A Quiet Weekend in Poughkeepsie, But Not Everywhere! We hope that we won’t be doing any laboring on Labor Day, and neither will you. Here’s what’s going on Saturday, Sunday, and Monday:
Saturday
5:00 AM – Morning Light: Sunrise at Innisfree Garden – Innisfree Garden
5:30 AM & 2:30 PM – Hudson Valley Hot-Air Balloon Festival – Tymor Park
6:30 AM – Sunrise Yoga with the Balloons – Tymor Park
8:00 AM – Stormville Airport Antique Show & Flea Market – Stormville Airport
10:00 AM – Curator’s Tour – Innisfree Garden
12:00 PM – 3:00 PM – Back to School Supply Drive with WRRV – Poughkeepsie Galleria (Target entrance)
12:00 PM – Weekend Food Trucks – Millbrook Winery
1:00 PM – Llamaste Yoga & Lavender Loofahs – Clover Brooke Farm
2:00 PM – Kids Fly Weekend – Old Rhinebeck Aerodrome
3:00 PM & 8:00 PM – “Annie” – Center for Performing Arts at Rhinebeck
5:30 PM – Jazz in the Vineyard: The Hot Club of Black Rock – Millbrook Winery
5:30 PM – Sunflower Picking & Live Music (feat. Jeff Armstrong’s Azulado Jazz Trio) – Hudson Valley Cold Pressed Oils
6:00 PM (pre-show), dusk – Movies on Main: Honey, I Shrunk the Kids – Eastdale Village
11:00 AM – 9:00 PM – 7th Annual Sunflower Festival – Barton Orchards
6:00 PM – 9:00 PM – K&C Line Dancing – Barton Orchards (Sound Garden)
8:00 PM – 10:00 PM – Tara O’Grady – 1915 Wine Cellar
Sunday
5:30 AM & 2:30 PM – Hudson Valley Hot-Air Balloon Festival – Tymor Park
6:30 AM – Sunrise Yoga with the Balloons – Tymor Park
8:00 AM – Stormville Airport Antique Show & Flea Market – Stormville Airport
12:00 PM – Weekend Food Trucks – Millbrook Winery
2:00 PM – Kids Fly Weekend – Old Rhinebeck Aerodrome
3:00 PM – “Annie” – Center for Performing Arts at Rhinebeck
5:30 PM – Sunflower Picking & Live Music (feat. Christian Anthony Band) – Hudson Valley Cold Pressed Oils
11:00 AM – 6:00 PM – 7th Annual Sunflower Festival – Barton Orchards
Monday
11:00 AM – Guided Tour: “A Life in Service” – Staatsburgh State Historic Site
1:00 PM – 3D Printing Fun – Mid-Hudson Discovery Museum
11:00 AM – 6:00 PM – 7th Annual Sunflower Festival – Barton Orchards
CIVIL NEWS ⚖️
Town of Poughkeepsie Town Board Meeting - Sep 3rd
WEATHER
Saturday
50 🌡️ 72 | ☀️
Sunday
50 🌡️ 75 | ☀️
Monday
55 🌡️ 76 | ☀️
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