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.

Current Introductory Trip Availability

Discovery & Inspiration

A group of students hiking in Yosemite during the summer on their hiking trip
Last Updated: 3/6/20

Overland’s introductory trips are designed to help our youngest students learn how to have fun away from home, often for the first time. With a wide range of fun outdoor activities — including hiking, biking, kayaking, canoeing, and rafting — and two terrific role models to lead the way, our introductory trips provide environments that are as wholesome and supportive as they are adventurous.

We know that fitting together summer plans is a complicated puzzle for many families. While this availability chart gives you a sense of options and timelines from our end, we encourage you to call our office at (413) 458-9672 for the most up-to-date information. We are also always happy to answer any other questions you may have.

June 14 – June 20 June 21 – June 27 June 28 – July 4 July 5 – July 11 July 12 – July 18 July 19 – July 25 July 26 – Aug 1 Aug 2 – Aug 8
Berkshire Adventure
Grade 4 & 5     1 week
Good Limited Good Limited Limited Limited Good
New England Adventure
Grade 5 & 6     1 week
Good Limited Good Good Good Limited Limited Good
Mountains & Sea Adventure
Grade 4-6     2 weeks
Good Limited Good Limited
Maine Adventure
Grade 5-7     2 weeks
Good Good Limited
Rocky Mountain Adventure
Grade 4-6     2 weeks
Good Good Good
Sierra Adventure
Grade 4-6     2 weeks
Good Limited Good
Yellowstone Teton Adventure
Grade 5-7     2 weeks
Good Limited Limited

While there may still be availability, this is the season when our trips fill quickly and options become more limited. If Overland teen adventure trips seem like the right fit for you and your family this summer, don’t wait! Send in your application to join us for summer 2020. We look forward to partnering with your family.

Filed Under: Summer Teen Adventures / Teen Adventure Trips / Introductory Camps

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