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.

Overland's Values

We teach these values.
Everywhere we go.
Whenever you're ready.

Teamwork. Leadership.

Teamwork is all about the little things. Doing more than your fair share. Staying positive.

Leadership is built on great teamwork. Putting others before yourself. Taking initiative.

When you come together as an Overland group, you’ll realize there’s no challenge you can’t overcome.

Discovery. Inspiration.

What we do at Overland is simple but effective. We ask our students to be their best selves, then we encourage them, support them, and inspire them.

At Overland, discovery and inspiration are a part of every day, everywhere we go, from Maine Coast to the Pacific Northwest, from the Rockies to the Alps.

Self-reliance. Independence.

Overland is more than just a trip. Overland is a chance to step out into the world on your own.

At Overland, independence and self-reliance come from exploring with others who are as eager as you to push beyond the everyday and the ordinary.