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.


Katie Cullen

Assistant Director, Admissions

Email Katie

Growing up as a competitive dancer, I found joy in perfecting the details.

I worked as a dance instructor in high school, meticulously creating jazz, tap, and ballet class curriculums and helping students try new things.

In my senior year, also wanting to try something new, I signed up for an Overland trip. My time as an Overland student inspired a deep love for the outdoors within me and led me to pursue a major in environmental law at the University of Michigan. The opportunity to lead for Overland in Maine and Norway during college summers combined my experience working with kids with my passion for the power of being outside and appreciation of nature. As a leader, watching my students’ confidence grow throughout our trips was my favorite part of the experience. It is incredible to watch people tap into their potential and complete challenges, especially when getting to do it in breathtaking places around the world.

As a member of the Admissions team at Overland, I love being able to focus on the details of my work to facilitate our connections with families and allow for students to have seamless and enjoyable summer experiences. It is truly special to be part of Overland!