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Middlefield Fair 2025

Arts and Entertainment

July 29, 2025

From: Middlefield Fair

Schedule of Events:

Friday, August 8, 2025

- Gate opens at 4pm

4:00 pm: Fair officially opens - Exhibit Hall, Art Barn, Fair
4:00 pm: Opening ceremony - Flag raising with Ray Gero
4:30 pm: Ribbon Cutting on New Museum/Art Barn
5:30 pm - 8:30 pm: Stompin Boots:  Line Dancing Lessons and Dancing
6:00 pm: Diesel truck weigh-in
6:00 pm: Fair Bingo
7:00 pm: Ken Boisseau Memorial Diesel Truck Pull
7:00 pm: Children's Bike Giveaway

Saturday, August 9, 2025

- Gate opens at 8am

08:00 am - 11:00 am: Breakfast - Fair Food Booth
08:00 am: 4×4 Truck Pull Weigh-in
09:00 am: Exhibit Hall, Art Barn, Farm Museum, Midway Bubba's Snakes and Reptiles, Petting Zoo
10:00 am: Oxen Pull All Day one hour between each class
10:00 am: 4×4 Truck Pulls Begin
10:00 am: Kid's Zone opens - paid games and free activities
10:00 am: National Guard Obstacle Course and Kids Bounces
10:00 am: Children's entertainer, Terry LaBerry
11:00 am: Car, Truck and Tractor Show
12:00 pm: Family Fun Games: Children's Chicken Chucking, Lady's Skillet Toss & Men's Chainsaw Throwing
12:00 pm - 5:00 pm: Dining Hall Dinner - Smorgasburg:  Shepard's Pie, Baked Beans, Mac & Cheese, Pasta and Sauce, Veggie Bake, Potato Salad, Macaroni Salad, Cole Slaw, Roll, Beverage and More
01:00 pm - 4:00 pm:  Face Painting
01:30 pm: State Police K-9 Demo (Subject to cancellation due to being called to duty)
02:00 pm - 4:00 pm: Lisa Lanno  Renowned Psychic Medium
03:00 pm - 7:00 pm: Balloon Ben
03:00 pm: Obstacle Course
04:00 pm: Kid's Pie Eating Contest
06:00 pm: 4×4 Truck Pulls Continue
07:30 pm: Children's Bike Giveaway

Sunday, August 10, 2025 

- Gate opens at 8am

08:00 am - 11:00 am: Pancake Breakfast - Fair Food Booth
09:00 am: Exhibit Hall, Art Barn, Farm Museum, Midway, Bubba's Snakes and Reptiles, Petting Zoo
09:00 am: Matt York (singer)
10:00 am: Kids Zone Opens - paid games and free activities - National Guard Obstacle Course Opens
10:30 am: Cattle Show
11:00 am - 1:00 pm:  Fiddlers
11:00 am - 2:00 pm: Face Painting (FREE)
11:00 am - 4:00 pm: Balloon Ben
12:00 pm: Garden Tractor Pulls - All Ages, All Sizes!
12:00 pm: Horse Pull - All Day One hour between each class
12:00 pm: Cross Cut Saw Competition
12:00 pm - 4:00 pm: Dining Hall Turkey Dinner
01:30 pm: State Police K-9 Demo (Subject to cancellation due to being called to duty)
02:00 pm: A Ray of Elvis
03:30 pm: Kids Pie Eating Contest
05:00 pm: Children's Bike Giveaway
06:00 pm: Auction of Extra Foods

Date:
August 8 - 10, 2025

Location:
Middlefield Fair,
7 Bell Rd, 
Middlefield, MA 01243

Admission:
Adults:  $10
Seniors 65+ $5
Veterans and Children under 12 are free

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