Nov 4

2:00 pm - 4:00 pm

Varsity Soccer @ The Taft School

Nov 4

3:00 pm - 4:00 pm

JV Volleyball @ Williston Northampton School

Nov 4

3:00 pm - 4:30 pm

Varsity Volleyball @ Williston Northampton School

Nov 4

4:10 pm - 5:10 pm

Cross Country @ Founders League Cross Country Championships

Nov 7

November 7, 2023 - November 10, 2023

Visiting Writer Ibi Zoboi

Nov 8

2:15 pm - 3:30 pm

Varsity Field Hockey @ Berkshire School

Nov 8

2:15 pm - 4:15 pm

Varsity Soccer vs. Millbrook School

Nov 8

3:00 pm - 4:30 pm

Varsity Volleyball @ Wilbraham & Monson Academy

Nov 8

4:00 pm - 5:30 pm

New England Prep School Dance Festival

Nov 8

4:30 pm - 5:30 pm

JV Volleyball @ Wilbraham & Monson Academy

Nov 9

7:00 pm - 8:00 pm

College Money Method Featuring Paul Martin

Nov 10

Featured 8:00 am - 12:00 pm

Admission Shadow Visit Day

Nov 10

Featured 7:00 pm - 8:30 pm

Reading and Book Signing with Ibi Zoboi

Nov 11

1:00 pm - 2:30 pm

Varsity Field Hockey vs. Kingswood Oxford School

Nov 11

1:00 pm - 3:00 pm

Varsity Soccer @ Kingswood Oxford School

Nov 11

2:30 pm - 3:30 pm

JV Soccer vs. Westminster School

Nov 11

2:30 pm - 4:00 pm

Varsity Volleyball vs. The MacDuffie School

Nov 12

All day

Walker’s Horse Show

Nov 12

10:00 am - 12:00 pm

Varsity Soccer WWNEPSSA All-Star Game

Nov 15

2:00 pm - 4:30 pm

NEPSAC Soccer Class C Quarterfinals

Nov 15

Featured 7:00 pm - 7:45 pm

Middle School Boarding: Meet the Head of Middle School

Nov 16

5:00 pm - 7:00 pm

Thanksgiving Vespers and Banquet (R/All)

Nov 17

5:00 pm

Dorms Close at 5:00 p.m.

Nov 18

November 18, 2023 - November 27, 2023

Thanksgiving Break

Nov 27

4:00 pm

Dorms Open at 4:00 p.m.

Nov 28

All day

Classes Resume

Nov 29

2:30 pm - 4:00 pm

Varsity Basketball vs. Millbrook School (Scrimmage)

Nov 30

4:15 pm - 5:45 pm

Varsity Basketball vs. Putnam Science Academy (Scrimmage)

Nov 30

Featured 7:00 pm - 7:45 pm

November Virtual Open House

Dec 1

December 1, 2023 - December 3, 2023

Community Weekend

Dec 2

All day

SATs

Dec 2

Featured 11:00 am - 1:45 pm

Athletics and Riding Meet and Greet

Dec 2

2:30 pm - 4:00 pm

Varsity Squash vs. Kingswood Oxford School

Dec 2

3:00 pm - 4:30 pm

Varsity Basketball @ Canterbury School

Dec 2

3:00 pm - 4:30 pm

JV Basketball @ Canterbury School

Dec 6

2:30 pm - 4:00 pm

Varsity Basketball @ Loomis Chaffee School

Dec 6

2:30 pm - 4:00 pm

JV Basketball @ Loomis Chaffee School

Dec 6

3:00 pm - 4:30 pm

Varsity Squash @ Kent School

Dec 6

3:00 pm - 5:00 pm

Swimming vs. Kent School

Dec 6

7:30 pm - 8:15 pm

Parent Education Series: It’s Good to Forget! The Science of Learning and Memory

Dec 7

5:00 pm - 6:30 pm

Holiday Vespers and Banquet (R/All)

Dec 7

7:00 pm - 7:30 pm

Holiday Ride

Dec 8

Featured 8:00 am - 12:00 pm

Admission Shadow Visit Day

Dec 9

3:00 pm - 4:30 pm

Varsity Basketball @ The Frederick Gunn School

Dec 9

3:00 pm - 4:30 pm

JV Basketball @ The Frederick Gunn School

Dec 11

December 11, 2023 - December 15, 2023

Review Days and Mid-Year Assessments

Dec 12

Featured 7:00 pm - 7:45 pm

Financial Aid Webinar

Dec 14

7:30 pm - 8:30 pm

Simsbury Library Presentation

Dec 15

11:45 am - 1:00 pm

Middle School Holiday Party

Dec 15

3:00 pm - 7:00 pm

Varsity Basketball Holiday Tournament

Dec 15

5:00 pm

Dorms Close at 5:00 p.m.

Dec 16

December 16, 2023 - January 2, 2024

Winter Break

Dec 16

11:15 am - 12:45 pm

Varsity Basketball Holiday Tournament

Dec 16

2:45 pm - 4:15 pm

Varsity Basketball Holiday Tournament

Jan 2

4:00 pm

Dorms Open at 4:00 p.m.

Jan 3

All day

Classes Resume

Jan 5

January 5, 2024 - January 7, 2024

Community Weekend

Jan 6

3:00 pm - 4:30 pm

Varsity Basketball vs. Westminster School

Jan 6

3:00 pm - 4:30 pm

JV Basketball vs. Westminster School

Jan 8

3:00 pm - 4:00 pm

Middle School Basketball vs. Renbrook School

Jan 10

2:30 pm - 5:30 pm

Skiing @ Ski Sundown

Jan 10

3:00 pm - 4:30 pm

Varsity Basketball vs. Kent School

Jan 10

3:00 pm - 4:30 pm

JV Basketball vs. Kent School

Jan 10

3:00 pm - 4:30 pm

Varsity Squash @ Millbrook School

Jan 12

5:30 pm - 7:00 pm

Varsity Basketball @ Beaver Country Day School

Jan 13

11:30 am - 1:30 pm

Middle School Swimming vs. Rectory School

Jan 13

11:30 am - 1:30 pm

Middle School Swimming vs. Indian Mountain School

Jan 13

11:30 am - 2:00 pm

Swimming vs. Indian Mountain Middle School

Jan 13

11:30 am - 2:00 pm

Swimming vs. Rectory Middle School

Jan 13

12:45 pm - 2:30 pm

Varsity Basketball vs. Cushing Academy

Jan 13

3:00 pm - 4:30 pm

JV Basketball vs. Wilbraham & Monson Academy

Jan 14

9:00 am - 11:30 am

SAT Prep Class

Jan 15

Featured 8:00 am - 11:45 am

Admission Shadow Visit Day

Jan 15

4:30 pm - 6:00 pm

JV Basketball vs. Miss Porter’s School

Jan 16

5:45 pm - 7:00 pm

8th Grade Dinner (R/8)

Jan 17

2:30 pm - 5:30 pm

Skiing @ Ski Sundown

Jan 17

3:00 pm - 5:00 pm

Swimming @ Canterbury School

Jan 17

3:30 pm - 5:15 pm

Middle School Basketball @ The Rectory School

Jan 17

6:00 pm - 7:00 pm

Collegiate Riding Seminar

Jan 17

7:30 pm - 8:15 pm

Parent Education Series: The Courage of Connection: Understanding Adolescent Mental Health and the Importance of Relationships in Building Resilience

Jan 19

4:00 pm - 7:00 pm

Skiing @ Ski Sundown

Jan 20

1:00 pm - 2:30 pm

Middle School Basketball vs. Wilbraham & Monson Academy

Jan 20

1:00 pm - 2:30 pm

Middle School Basketball vs. Wilbraham & Monson Academy

Jan 20

2:00 pm - 3:30 pm

Varsity Squash vs. Williston Northampton School

Jan 20

2:00 pm - 5:00 pm

Varsity Swimming @ Westminster School

Jan 20

2:00 pm - 5:00 pm

Swimming vs. Wilbraham & Monson Academy

Jan 20

6:00 pm - 7:30 pm

Varsity Basketball @ Suffield Academy

Jan 21

10:00 am - 12:00 pm

SAT Prep Class

Jan 23

4:30 pm - 6:00 pm

Middle School Basketball @ Watkinson School

Jan 23

Featured 7:00 pm - 7:45 pm

Virtual Open House

Jan 24

2:30 pm - 4:00 pm

Varsity Squash @ The Taft School

Jan 24

2:30 pm - 5:30 pm

Skiing @ Ski Sundown

Jan 24

3:00 pm - 4:30 pm

JV Basketball @ Choate Rosemary Hall

Jan 24

3:00 pm - 6:00 pm

Swimming @ Miss Porter’s School

Jan 24

3:00 pm - 6:00 pm

Swimming vs. Westover School

Jan 24

4:15 pm - 5:45 pm

Varsity Basketball @ Wilbraham & Monson Academy

Jan 26

3:30 pm - 4:00 pm

Spirit Week Polar Plunge (R/All)

Jan 26

6:00 pm - 7:30 pm

Varsity Basketball @ Williston Northampton School

Jan 26

6:30 pm - 8:30 pm

Middle School Winter Formal (R/MS)