Chester Fair

Sunday, Aug 24, 2025 at 8:00am

Chester Fairgrounds
11 Kirtland Terrace
860-526-5947

Schedule of Events:

Entertainment

12:00 p.m. - 3:00 p.m.

Shoreline Connection

Playing crowd-pleasing hits from the 1960’s to 1990’s around the shoreline for 25 years

3:45 p.m. - 6:45 p.m.

Cobblestone Road

Country music from the 90’s to today with rockin’ country sound that will have you singing and dancing all night long!

7:45 p.m. -10:30 p.m.

Plastercade

Bringing the best ultimate rock experience to stages across the tri-state area

Chester Fair Program

8:00 a.m. - Gate Opens
8:00 a.m. - Livestock Judging
9:00 a.m. - Dairy Judging
9:00 a.m. - 3:30 p.m.
Cattle Drawing - 2400 lbs. and under
Cattle Drawing - 2800 lbs. and under
Cattle Drawing - 3200 lbs. and under
Cattle Drawing - 3200 lbs. and over
9:30-11:00 a.m. - Backyard Birding - Main Stage
10:00 a.m. - Midway Opens
12:00 p.m. - Women’s Frying Pan Toss Contest
3:00 p.m. - Antique Tractor Pull Stone boat
5:00 p.m. 
Pony Drawing - 46" and under
Pony Drawing - 50" and under
10:00 p.m. - Building #2 closes
11:00 p.m. - Gate Closes

Children's Activities

9:00 a.m.-4:00 p.m. - Meigs Point Nature Center Exhibit
11:00 a.m.-3:00 p.m. - Twisty Bros. Balloon Art
11:00 a.m. - Baby Crawl Race
1:00-1:15 p.m. - Frog Jumping Contest - Age 15 & under (BYOF)
1:15-1:30 p.m. - Frog Jumping Contest - Age 16 & over (BYOF)
2:30-4:30 p.m. - Justine Nicole Entertainment - Hula Hoops for all ages

Antiques & Fiddle Music

Cross-Cut Saw Demo: 9:30-10:00 a.m.
Fur Trade on the CT River Talk - 12:00-12:30 p.m.
Rope Making Demo - 2:00-3:00 p.m.
Open Session with Shoreline Fiddle Club: 2 - 4 p.m. & 7-9 p.m.

Admission: $10.00
Children 12 and under - Free
Senior Citizens and Military w/ID - $8.00
Friday, Saturday & Sunday
3 Day Pass - $25.00


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