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.

Megan Bates Banner

Megan Bates

Hometown: Stamford, Connecticut
College: Hamilton College

While I was a student at Hamilton College, I paddled in the three-day, 90-mile Adirondack Canoe Classic twice; the first time, I was in a four-person canoe, and my second time, I sat as the pace setter at the front of an eight-person voyageur canoe.

Originally from Stamford, Connecticut, I graduated from Hamilton College in 2018 with a bachelor’s degree in cultural anthropology. At Hamilton, I led multiple climbing, backpacking, and canoe racing trips with the outing club. I was an AMGA climbing wall instructor and worked on staff at the Hamilton climbing wall. Currently, I am an experiential educator at the Leadership School at Kieve, where I work with middle school students on building social and emotional competency. During the winters, I spend 10 weeks working with the guidance counselor at Medomak Middle School, holding weekly classes with every homeroom, mentoring students and hosting an outdoors club. I love traveling, rock climbing, and canoeing.

In 2018, I led Yellowstone Adventure, and in 2019, I led Rocky Mountain Explorer. I love leading for Overland because I enjoy sharing my passion for the outdoors. This summer, my students’ excitement about our hikes in the Rockies inspired me.