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.

Cole Hughes Banner

Cole Hughes

Hometown: Williamstown, Massachusetts
College: St. Lawrence University

As a student, I participated in four Overland trips — Cape Cod & the Islands, Blue Ridge Explorer, Nova Scotia & Acadia, and Southwest Service.

Originally from Williamstown, Massachusetts, I graduated from St. Lawrence University in 2019 with a double major in environmental studies and biology. I am an amateur mycologist, someone who studies fungi; a passionate fly-fisherman; and a naturalist. During my junior fall, I studied abroad at the University of Otago in Dunedin, New Zealand, studying the island’s history and wildlife. Throughout my senior year, I sought to apply new technologies to the field of ecology, conducting aerial vegetation surveys of local conifer stands using a drone. In my free time, I loved exploring the nearby Adirondacks.

As a student, I loved my Overland summers, and in 2019, I led Mountains & Sea Adventure. I enjoyed sharing Overland’s fun traditions and the joy of outdoor exploration with new Overland students. One of my highs from the summer came on the challenge day of my first trip. I hiked in the back of the group and encouraged the whole team, but in particular, one student throughout the hike. As we approached the summit, we saw the other students far ahead of us, and it felt like this student’s confidence was waning. With a little coaching and positive thinking, I encouraged her to keep going. We fought through the fatigue together, and eventually we made it to the top where the rest of the group was cheering for her. It was such a rewarding feeling to have made it to the top with her; I hope she remembers it for as long as I will.