Supplemental Programming

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Beyond, and integrated into, the classroom curriculum is additional, enriching programming. Whether it is Arts integration, Mountain Days, or after school Sports, Hilltop works to offer a wide variety of programming that can reach our diverse student body, full of many different interests and passions. 

Arts Integration

Time and again, important components of the Montessori approach, developed over one hundred years ago, are proven to be beneficial in a modern context. One of these is the benefits of integrating arts into other components of the curriculum. In our authentic Montessori classrooms, drawing, music, drama, and performance are integrated as a means of learning and expressing all areas of the curriculum.

Arts integration is something that Hilltop Montessori School does amazingly well. The regular classroom teachers are at least bilingual, if not trilingual, in “academics” and art, music, and/or drama. Some of them have professional or educational backgrounds in the arts, while others have strong “hobbies” and passions that they bring to the classroom and share with the students. All have a deep appreciation for the arts as a means to further explore and express both personal ideas and knowledge gained.

The math manipulatives, language, science and cultural lessons, all can have follow-up works that use art. At Hilltop, art, music, and drama are integrated in such an amazing, organic, and natural way! 

Here a just a few examples of note:

  • Elementary Poetry Performances that include music, naturally keeping more children engaged in each poem and considering how to express the tone, emotion, and content of the spoken word.
  • All School Gathering where students of all ages find being on stage a natural and familiar forum to share their work weekly (with an audience of 150!).
  • Cultural and geography studies grow into beautiful artistic map work, timelines, charts, board games, animated films and any number of imaginative ideas put into personal expressions of choice.

This integration of the arts not only grows students who view themselves as artists, musicians, and performers but has been proven to help children learn and retain academic skills and information.

Mountain Days


Hilltop has seen the “mission” of Winter Sports to expose/teach children who may not otherwise have an opportunity to do such sports (skating, cross-country skiing, downhill skiing/snowboarding) to have access to learn one or more of these Vermont winter culture sports that could turn into a lifelong activity. With a lens increasingly focused on equity, community, and environmental sustainability, Hilltop is proud to celebrate and explore nature and winter on our very own hill. We are fortunate to have skating, cross-country trails, and even a downhill “mountain” right in our neighborhood. If the weather cooperates, groups will divide by their chosen sport and will have 2 hours of concentrated skill building. Kindergarten students have ice skating lessons at Living Memorial Park. We offer students in Elementary and Middle School the options of skating, intro to skiing, cross-country skiing, and downhill at The Brattleboro Ski Hill (or on campus) as their main choice of activity to focus on. Advanced skiers might have the options of ski jumping, ski racing, and designing and making terrain features. If the weather is not at all cooperative for skiing, we offer other options that could be available for students on those days. Depending on weather and students interests these options might include wilderness survival skills, hiking and snowshoeing around the mountain and on school trails, bonfires, making snow forts and snow castles, sledding, animal tracking, and more!

Mountain Days are an integral part of Hilltop’s curriculum, and all fees are included in tuition.

BeforeCare & Extended Day

Hilltop Montessori School supports working families by providing Before Care (BC) and Extended Day (ED) for Toddler through Upper Elementary students. The programs allow for freedom of choice for activities and are geared to the ages and interests of the children participating. We are excited to further support economic diversity and expand our Index Tuition Program to include BC and ED. We are offering BC and ED at an indexed rate, for those who have applied and have qualified for an Indexed Tuition of 75%, 50%, or 25%. This means that if you have applied for and received need-based Indexed Tuition, you will also be billed for any Before Care and Extended Day that your student uses at your indexed rate! All students must be enrolled in advance. Drop-ins are limited and must be cleared through the front office by calling 802-257-0500 ext 102 or email, [email protected] to confirm there is room.

Middle School – Prior arrangements and consent with the Middle School teachers. Middle School students are welcome to begin their day as early as 7:30 a.m. and extend it as late as 5 p.m.

Before Care

Before Care begins at 7:40 a.m. and ends at 8:15 a.m. and is available to any child at Hilltop. This program is held in the multi-use space of the Arts Barn. There is opportunity for children to eat a breakfast brought from home, exercise in the gym, or work at a table in the theater area. At 8:15 toddlers and Children’s House students join their programs for arrival on the playground (or in the classroom in inclement weather), while Elementary students join their peers starting their day in the classroom.

Extended Day

The Extended Day program provides extended care for Toddlers, Children’s House Students, and Elementary students.

  • Toddlers and Children’s House Extended Day begins at 3:00 for those families looking to extend the day beyond 3:00 p.m. to 4:00 p.m. The Toddlers and Children’s House students have a snack provided by the school and then participate in a variety of age appropriate free play activities. This program is held in the main building of the school and on the playground in nice weather.
  • Elementary Extended Day begins 3:15 for those families looking to extend the day beyond 3:00 p.m. to 4:00 p.m. The Elementary students are invited to have their snack brought from home and they participate in a variety of age appropriate activities. This program takes place using both the extensive outdoor campus and the Arts Barn, providing both quiet space and space for vigorous exercise.


After school sports are offered seasonally through the school year. These programs are optional and there is a fee in addition to the school tuition.

  • SOCCER: Hilltop offers coed soccer skill building for lower elementary students and coed teams for Upper and Middle School students who will play games with other area schools. Whether your student is a beginner or advanced soccer player, they will surely enjoy this serious but fun sports opportunity.
  • BASKETBALL: Hilltop offers a coed, fundamental skill development clinic for students Kindergarten through Lower Elementary. A continued skill development is offered for Upper Elementary and Middle School students. UE and MS Teams will play away games only with other area schools, as the Hilltop Gym is not large enough.


We will be offering SummerFun in the Summer of 2024, for Toddler and Children’s House current students! 

We will have 4 spots available for Toddler Program students, and 20 spots available for Children’s House students. The Toddler Program will be open to current toddler students and the Children’s House class will be for current Youngers and Middlers. (We find that the students who have completed the Children’s House program in June, benefit from stretching their wings into one of the many area camps available for that older age.) 

SummerFun 2024 will be provided in five one-week sessions:

  • Session One: June 24 – June 28
  • Session Two: July 8 – July 12
  • Sessions Three: July 15 – July 19
  • Session Four: July 22 – July 26
  • Session Five: July 29 – August 2

Each session will be centered around a different theme and led by a lead teacher with an assistant. The majority of time will be spent outside, including lots of water play! 

SummerFun 2024 Brochure

SummerFun 2024 Registration 

If you would like to sign up, or have any additional questions, please email Laura Gypson, SummerFun Director, at [email protected]