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January 2026 Calendar & Worksheets

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Categories Calendars, Grade 1, Grade 2, Math, Winter

Here are some fun calendar math worksheets for 1st and 2nd graders.

Both 1st and 2nd grade worksheets use a January 2026 calendar but can be used anytime.

There’s also a full-page, free, printable January 2026 calendar for anyone who would like one.

Calendar Math Worksheets

Both 1st and 2nd grade calendar worksheets use cute pictures on the calendar to illustrate different activities of a fictional boy’s personal calendar.

Students will be asked different calendar word problems that will use real-life scenarios to help them practice reading and understanding a calendar.

Kids can color each of the snowballs as they answer each question.

1st Grade Calendar Worksheet

The first grade worksheet has the calendar of a boy named Dylan. Kids are asked to help Dylan read his calendar.

A cute 1st grade calendar worksheet. The top half has a January 2026 monthly calendar. There are cute colorful pictures of activities on different days of the calendar. The bottom half has 15 1st grade calendar word problems. Each question is written in a picture of a snowball. Kids can color each snowball as they answer each calendar question.

Some of the calendar skills they will be practicing include:

  • days of the week
  • identifying week-end dates
  • determining how long until or how long ago a certain event happened

For example, one of the questions is:

“Dylan has 3 weeks to return his library books. What date are his books due?”

2nd Grade Calendar Worksheet

The grade 2 worksheet uses the calendar of a boy named Sam.

A printable 2nd-grade calendar worksheet. The top half of the black and white math worksheet has a January 2026 monthly calendar. There are cute illustrations of different activities for each day of the calendar. The bottom half has 15 2nd-grade calendar word problems. Each question is written in a picture of a snowball. Kids can color each snowball as they answer each calendar question.

Kids will be given different word problems that will ask calendar questions like:

  • What is the date?
  • how long Sam will have to wait until a certain activity (or how long ago a certain activity happened)
  • week-end dates
  • what events are taking place on certain dates

It uses real life scenerio’s. For example, one of the questions is:

“Sam needs to RSVP at least 2 weeks before the party. By what date does he need to RSVP by?”

Printable January 2026 Calendar

A free printable January 2026 calendar is available as well.

It’s perfect for anyone who could use a printable monthly calendar.

A black and white full page printable January 2026 calendar. The winter themed calendar is decorated with snowflakes in the month name and year section. There's also a blank space to write notes.

It can also be a good way to add some additional practice reading a calendar using your child’s own schedule.

Have them write their schedule or key events on their calendar. They can even use stickers if they wish. Then, you can ask them calendar questions based on their schedule.

Download & Print

Use one of the forms below to download the printable January 2026 calendar and 1st & 2nd grade calendar math worksheets. It’s free.

The PDF is 6 pages, which gives you a variety of options.

Only looking for a printable calendar? Great, print page 3.

If you want a calendar worksheet for kids, choose the grade, and whether you want it in color, or not. The 6 pages in order are:

  1. 1st grade calendar math worksheet in color
  2. 1st grade calendar worksheet in black and white
  3. 2nd grade calendar math worksheet in color
  4. 2nd grade calendar worksheet in black and white
  5. January 2026 calendar
  6. answer page

More Printable January Activities

Children in grades 1 and 2 might like some of these fun January printable activities:

More Calendar Math Worksheets

Here’s another great calendar worksheet for the beginning of the new year. It’s a calendar math worksheet that uses a one page 2026 printable calendar.

If you prefer calendar worksheets for other months of the year, you can grab monthly worksheets here.

Answer Keys

Here are the answer keys for these grade 1 and 2 calendar worksheets:

1st Grade Calendar Worksheet

The first row of questions for a 1st grade January calendar worksheet.

#1 – What season is it in the month of January?  winter

#2 – How many days are there in the month of January?  31

#3 – If today were January 4th, in how many days will Dylan go to the library?  3 days

#4 – If Dylan is tobogganing with a friend today, what day of the week was it yesterday?  Thursday

#5 – If today was January 9th, what does Dylan have planned this week-end?  building a snowman

The second row of questions for a 1st grade January calendar worksheet.

#6 – If Dylan is going skating tomorrow, what day of the week is it today?  Wednesday

#7 – Dylan has 3 weeks to return his library books. What date are his books due?  Wednesday, January 28, 2026

#8 – If today was January 10th, in how many weeks & days is Dylan going to a party?  2 weeks and 3 days

#9 – If Dylan painted yesterday, what day of the week will it be tomorrow?  Tuesday

#10 – If today were January 19th, how many weeks and days before Dylan plays hockey?  1 week and 3 days

The third row of questions for a 1st grade January calendar worksheet.

#11 – What date is Dylan going skiing? Write it below.  January 18, 2026

#12 – How many Thursdays are in the month of January?  5

#13 – What day of the week will Dylan be playing hockey?  Thursday

#14 – If today were the 21st of January, how long until the party?  6 days

#15 – If today were January 24th, how long ago did Dylan build a snowman?  2 weeks ago

2nd Grade Calendar Worksheet

The first row of questions for a 2nd grade January calendar worksheet.

#1 – Does Sam have any plans on the 3rd Friday of January?  Yes, he’s going skiing

#2 – If today was January 1st, what does Sam have planned this week-end?  he will be building a snowman

#3 – If Sam built a snowman today, what is the date of the day before yesterday?  Thursday, January 1, 2026

#4 – Sam went tobogganing with a friend yesterday. How long until the party?  2 weeks and 2 days

#5 – Sam needs to RSVP at least 2 weeks before the party. By what date does he need to RSVP by?  Tuesday, January 13, 2026

The second row of questions for a 2nd grade January calendar worksheet.

#6 – Sam will go skating tomorrow. How long ago did he go skiing?  5 days ago

#7 – Sam has 3 weeks to return his library books. What date are his books due?  Monday, January 26, 2026

#8 – Sam built a snowman 2 weeks and 6 days ago. What is today’s date?  Friday, January 23, 2026

#9 – Sam will play hockey the day after tomorrow. What is today’s date?  Saturday, January 17, 2026

#10 – If today is January 5th, how long before Sam goes skating?  2 weeks and 3 days

The third row of questions for a 2nd grade January calendar worksheet.

#11 – What date is Sam going to a party? Write it below. Tuesday, January 27, 2026

#12 – What does Sam have planned the 2nd Saturday of January?  tobogganing with a friend

#13 – If today is January 9th, how long before Sam will get to paint?  in 3 weeks and 1 day

#14 – What is the date of the 2nd Thursday after January 8th? January 22, 2026

#15 – If Sam is painting today, what is tomorrow’s date?  February 1, 2026

Find more printable calendar worksheets for kids here.