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.

Zach Butler Banner

Zach Butler

Hometown: Bethesda, Maryland
College: SUNY Oswego

At SUNY Oswego in upstate New York, I was president of our outdoor club, leading students on wilderness adventure trips in the rolling hills of central New York and the high peaks of the Adirondacks.

Originally from Bethesda, Maryland, I graduated from SUNY Oswego in May 2018 with a meteorology major and minors in geology and mathematics. I played a variety of intramural sports, and I was goalie on the club ice hockey team. From chasing tornadoes to studying lake-effect snow, I have been inspired by my meteorology major and the outdoors. After graduation, I had an internship assisting in weather operations at the Mount Washington Observatory in New Hampshire from May until December 2018. After that, I worked on organic farms in New Zealand through Worldwide Opportunities on Organic Farms (WWOOF).

In 2019, I led Iceland Expedition. My high was teaching kids who had never backpacked how to enjoy backcountry hiking and camping. Seeing my students learn how to embrace challenges was an incredible high.