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.

Lucy Catlett Banner

Lucy Catlett

Hometown: Alexandria, Virginia
College: University of Virginia

After having so much fun leading for Overland in 2016, I stuffed my pack and set out for the Rocky Mountains on a 90-day semester with the National Outdoor Leadership School, where I fully realized my love for trip leading, group travel and the outdoors.

Originally from Alexandria, Virginia, I graduated in 2019 from the University of Virginia with a major in English and poetry writing. At UVA, I led trips for the outdoors club, helped manage a bar and restaurant and plotted my adventures. During breaks, I traveled and explored as much as possible. My travels took me to Northern California, where I guided rafting trips on the American River for adults and children with disabilities; France, where I explored the Alps and honed my French skills in the summer of 2018; and, most recently, Rome, where I studied art history for the month of January.

As a former Overland student and a current leader, one thing is clear — aside from being hard-working, dedicated, fun-loving and inspiring, Overland students are down to clown. I can’t wait to play games and work hard with Overland students again this summer.