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.

lauren bannerweb

Lauren Earls

Director, Admissions

Email Lauren

According to my parents, from the time I was a little girl, I have had one foot out the door.

Whether I was running around the backyard on a sunny summer afternoon, camping with my family on the Canadian lakeshore, or floating down the Amazon River, I was eager to step outside my boundaries and experience a world larger than the one that I had previously known. I have been lucky to explore incredible places like Peru, France, and Colorado. These experiences have made me hungrier for more adventure and for opportunities to share my love of travel with others.

As a sophomore at Kenyon College, a friend suggested that leading for Overland would be a perfect combination of my interests. I attended an information session on campus and never looked back. For three summers, I led trips for Overland — first in New England, then in the Colorado Rockies, and finally in the Alps. With each summer, I felt more a part of the incredible, inclusive, and enthusiastic Overland community and more dedicated to Overland’s mission.

Working as a member of Overland’s year-round staff has been an exciting journey. The office is upbeat and dynamic. It’s wonderful to work with people who are eager to learn and do their best every day. I also love living in and exploring the beautiful Berkshires. Each day, I work to give students a chance to expand their horizons and foster their passions — lucky me.