We Welcome Your Application to Join Us!

We build each of our groups with care, keeping the groups small (no more than twelve students), and paying close attention to age, grade, gender, and the mix of hometowns and schools. Our goal is to put together great groups — groups where nice kids thrive in a supportive, wholesome, and caring environment. Please note: availability as shown is based on students traveling without a friend; if your child is interested in traveling with a friend, please call our office for availability.

Important Information about Availability


This departure of this trip has good availability. Apply as soon as possible since availability changes quickly.


This departure of this trip has limited availability. Apply as soon as possible, and on receipt of your application, if space is still available, we’ll confirm a spot for you. If all of the spots are taken, we’ll call you to discuss options.


This departure of this trip is currently full — please call us to discuss options.

How to Apply

Apply online using a credit card for the $795 deposit (your card will not be charged until we confirm a spot for you). Applications are reviewed in the order in which they are received (we do not hold spots over the phone).

When to Apply

The flow of applications starts in July and peaks in January/February. Some groups fill by the December holidays, and others will have space into the late spring. Our advice? Apply as soon as possible — it only takes a few minutes — and we’ll get to work right away to find a great spot for you.


Call (413.458.9672) or email (info@overlandsummers.com). We look forward to hearing from you.

Sophie Banner Web

Sophie Gerry

Assistant Director, Admissions

Email Sophie

As a little kid I was always fixated on drawing the people and places around me.

During summer vacations my days were usually punctuated by quiet hours spent drawing and bursts of energy running around outside. I still do both of those things daily, and believe that the creativity and love of the outdoors that have become routine in my life translate well into working at Overland.

In middle and high school I participated in both hiking and biking Overland trips and fell in love with Overland’s ethos. So, as a college student at Bates, I jumped at the opportunity to lead trips in New England, the Blue Ridge Mountains, and Norway. Each of those summers of leading, I watched as my students overcame challenges, supported each other, and embraced outdoor adventure. Experiencing those transformative milestones alongside them was an absolute joy and taught me so much. As a member of the office staff now, I am excited to play a small part in helping more students grow, learn, and play outside.

Overland’s community is incredibly welcoming. I’m so happy to join the group of dedicated and hard-working people in the office and participate in creating a summer full of new adventures!