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.

Hannah Chenok Banner

Hannah Chenok

Hometown: Bethesda, Maryland
College: Colgate University

When I was a sophomore in college, I started a hiking club at Colgate University to help other students enjoy the beauty of upstate New York.

Originally from Bethesda, Maryland, I graduated from Colgate in 2019 with a double major in peace and conflict studies and Middle Eastern and Islamic studies. I am also a member of the Phi Beta Kappa honor society. At Colgate, aside from leading the hiking club, I directed my co-ed a cappella group, worked as a writing consultant in my university’s writing and speaking center, and tutored at a local refugee center. I am grateful to have received four awards for my leadership involvement on campus over the past four years, most notably the George W. Cobb Fellows Award, which recognizes Colgate students who “effectively exercised leadership skills to make outstanding contributions to our community.” My passion for the Middle East and foreign policy inspired me to study abroad during the fall of my junior year in Morocco, where I lived with a host family in the capital city Rabat. Also, I participated in a program focused on Arabic, multiculturalism, and human rights. Outside of academics, I love music, spending time outside, and cooking.

In 2019, I led Service & Hiking New England. Overland left me, my co-leaders, and my students as better, stronger people. Overland pushed us all out of our typical routine and comfort zones and introduced us to people who will make a lasting impact on us.