Name
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Last Name
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jsmith@example.com
7.20.26 Which New York Governor and Pawling resident made it a tradition to attend the fair annually for "Governor’s Day"?
Please Select
A. Franklin D. Roosevelt
B. Thomas E. Dewey
C. Nelson Rockefeller
D. George Pataki
7.21.26 True or False: The very first Dutchess County Fair in 1842 was held at its current location.
Please Select
True
False
7.22.26 The Grandstand stage has hosted massive legends like Cheap Trick. Which iconic country rocker or classic rock tribute act is hitting the 2026 Dutchess County Fair Grandstand lineup?
Please Select
A. Chase Matthew, 38 Special & the tribute band Almost Queen
B. Dolly Parton and a hologram of Elvis Presley
C. Luke Combs and Post Malone
D. Bon Jovi and a local High school marching band
7.23.26 When is your favorite time of day to enjoy the fair?
Please Select
A) Morning (Right when it opens to beat the crowds)
B) Mid-afternoon (To catch the main shows and exhibits)
C) Evening (To see the midway lights and grandstand events)
D) I stay from open to close!
7.24.26 A vintage, 19th-century train station sits beautifully in the historical village. Where did it serve commuters before retiring to the fairgrounds?
Please Select
A. Poughkeepsie
B. Pleasant Valley
C. Beacon
D. Millbrook
7.27.26 Which famous folk singer-songwriter won the fair's "Raphael's Talent Search" early in their career?
Please Select
A. Don McLean
B. Bob Dylan
C. Pete Seeger
D. Paul SImon
7.28.26 How many days does the annual Dutchess County Fair run?
7.29.26 If you could only eat one Dutchess County Fair classic for the rest of your life, which one wins?
Please Select
A. Fried Dough – Classic, powdered, and perfect.
B. Roasted Sweet Corn – Straight off the grill.
C. The 4-H Milkshake – An absolute fair tradition.
D. Sausage & Peppers – You can smell it from a mile away.
7.30.26 Which "Dutchess County Fair Personality Type" best describes how you attack the gates?
Please Select
A. The Early Bird Striker: I line up before the gates even open to sprint straight to the food booths with zero lines.
B. The Golden Hour Drifter: I show up right before sunset just for the romantic midway lights and cooler air.
C. The All-Day Warrior: I arrive at 10:00 AM, leave at 10:00 PM, and my feet are absolutely ruined by the end of it.
D. The Tactical Dropper: I only show up for a strict two-hour window to grab a milkshake and a sausage roll, then I bounce.
7.31.26 The legendary Rosaire’s Royal Racers pig races are an absolute crowd favorite. What do these high-speed piglets sprint across the track to win at the finish line?
Please Select
A. A giant gold medal and a bouquet of flowers
B. A chocolate chip cookie served on a silver platter
C. A VIP pass to skip the line at the Ferris Wheel
D. A bowl of premium organic kale salad
8.3.26 What is your absolute number one reason for attending the Dutchess County Fair?
Please Select
A. The carnival rides and midway games
B. The fair food (fried dough, sausage peppers, milkshakes)
C. The livestock animals and 4-H exhibits
D. The live music and Grandstand concerts
8.4.26 True or False: A trip to the Dutchess County Fair is an annual tradition for my family or friend group.
Please Select
True
False
8.5.26 You are sitting at the absolute peak of the fair's giant Ferris wheel, taking in the beautiful Hudson Valley views. If you look closely toward the horizon,which famous New York mountain range can you easily spot on a clear day?
Please Select
A) The Rocky Mountains
B) The Swiss Alps
C) The Catskill Mountains
D) The Green Mountains of Vermont
8.6.26 If you could take one animal home from the barns today as a pet, who are you choosing?
Please Select
A. A Baby Goat – High energy and loves to jump.
B. A Dairy Cow – Calm vibes and very photogenic.
C. An Alpaca – Excellent hairstyle, very trendy.
D. A Prize-Winning Pig – The smartest animal in the barn.
8.7.26 What popular livestock exhibit allows fairgoers to witness the live birth of calves, piglets, and lambs?
Please Select
A) The AgVenture Pavilion
B) The Birthing Tent
C) The 4-H Exhibition Ring
D) The Milking Parlor
8.10.26 What is the historical name of the fairgrounds' site before it was reorganized in Rhinebeck in 1919?
Please Select
A) Hudson River Driving Park
B) Springbrook Park
C) Washington Hollow
D) Memorial Field
8.11.26 Approximately how many people visit the Dutchess County Fair each year, making it New York’s second-largest county fair?
Please Select
True
False
8.12.26 You are walking past the food trucks and smell a delicious combination of grilled onions and sweet dough. If a local tells you to grab a "Sausage with Tools," what are they actually telling you to order?
Please Select
A) An Italian sausage loaded up with peppers and onions
B) A hot dog shaped like a literal hammer
C) A sausage links platter that comes with a free plastic souvenir wrench
D) A massive bratwurst injected with spicy liquid cheese
8.13.26 Imagine you are entering the legendary Milkshake Boothrun by the Dutchess County 4-H. If you wanted to order the absolute most famous, signature flavor that locals wait in massive lines for, what are you getting?
Please Select
A) Wild Hudson Valley Blackberry
B) Classic Vanilla or Chocolate
C) Deep-Fried Pickle Swirl
D) Salted Caramel Maple Bacon
8.14.26 You are strolling through the food vendors and spot something that defies all culinary logic. Which of these outrageous, deep-fried treats can you actually order and eat at the fair?
Please Select
A) Deep-Fried Butter wrapped in bacon
B) Deep-Fried Watermelon slices on a stick
C) Deep-Fried Bubblegum chunks
D) All of the above—if your stomach can handle it!
Today's trivia concluded at 4:00pm. Thank you to everyone that participated. The next question will post tomorrow at 9:00am.
Sorry, our 2026 Dutchess County Fair Daily Ticket Sweepstakes is now closed.
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