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.

Brandon Chaney Banner

Brandon Chaney

Hometown: Bristow, Virginia
College: College of William and Mary

While my first love will always be hiking in the Blue Ridge Mountains of Virginia and West Virginia, I have taken up new interests in rock climbing and swing dancing.

Originally from Bristow, Virginia, I graduated from The College of William & Mary in 2019 with a double major in mathematics and philosophy. I was an active member of our rock climbing club, as well as a tutor in mathematics courses for my school’s athletics department. I was also a member of our math club, a member of my school’s chapter of Pi Mu Epsilon — the Mathematics Honor Society — and I have been on the Dean’s List. I am happiest when I’m in the woods, hiking or rock climbing, or talking about math or philosophy.

In 2018, I led Service & Hiking Maine, and in 2019 I led Northwest Expedition. A high from my Overland summer was taking first-time backpackers out and having them say it was the high of their summers to disconnect from the world and live more simply for a couple of days.