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.

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Julia Bergquist

Assistant Director, Admissions

Email Julia

I come from a family of teachers.

Learning about space, art history, plants, and chemistry at the dinner table led to a childhood full of exploration and creativity. I traveled the world in college, adventuring and discovering in tandem. Whether I’m hiking on a trail listening to a wild story from a tripmate, gathering around a table of new foods with friends, or enjoying my backyard with my family, I often search for community nested in exploring the outdoors. I feel lucky to have found a company that values curiosity and companionship.

As a leader, I always invited one of my students to lead our group to the top of a mountain. When I asked one student, in particular, they refused to step to the front of the line, grabbed the hands of their peers, and said, “we will all summit together”. This student embodied the Overland community. Even if our group didn’t make it to the top, after that moment, we reached our group goal: to lean on each other as a small family.  

Whether it’s a thanksgiving feast in the backcountry, cloud catching on a mountain summit, or paddling through glacial waters, my favorite part of my job is to hear the stories from students and leaders when they return from their trips. I think of these incredible stories every day when I enter our office in Williamstown.