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.

Cambry Baker Banner

Cambry Baker

Hometown: Romeo, Michigan
College: College of Wooster

During the summer of 2018, I interned as an interpretive ranger at Big Trees State Park in California, where I helped visitors connect to the surrounding forest, received an Americorps Award for education and outreach and perfected the art of tree hugging.

Originally from Romeo, Michigan, I am a junior at the College of Wooster where I major in environmental studies and minor in education. Given these interests, I seek out experiential learning opportunities whenever possible. My freshman fall, I joined our outdoor club, and now I plan and lead trips for students to places like the Smokies and the Grand Canyon. During the spring of my sophomore year, I interned at a sixth grade outdoor education camp and conducted a research project investigating how demographics influence children’s growth during camp. In the fall, I plan to study environmental action alongside Australian Aboriginals and consider how our relationships with nature may vary. In my free time, I enjoy playing ultimate Frisbee with friends, sketching, and climbing trees.

In 2019, I led Appalachian Trail Challenge. I love leading for Overland and providing a supportive environment for my students in which we can challenge ourselves together. I have never found a better teacher than nature, and I look forward to sharing the joy of curiosity with my groups in 2020.