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.

New England Adventure

Explore the best of New England!

Join us for a week of adventures in the heart of New England!

In Vermont’s Green Mountains, we’ll hike to the top of our first summit together — a great first hike — and enjoy a four-state view from the top. In New Hampshire we’ll cycle the Northern Rail Trail in Hanover. Then we’ll take on Mount Moosilauke, a 4,802-foot peak in the White Mountains. A fun day of rafting is next on the Deerfield River. At every step of the way, two caring Overland leaders will create a supportive, wholesome environment where the focus is always on having fun and making friends — what more could you ask for?

Download the
New England Adventure Itinerary
for all of the details!
"I loved New England Adventure so much. It was really fun hiking, camping, and making life-long friendships."

Oliver H.


"Harrison raved about his trip — he loved meeting new friends, and he thought his leaders were amazing."

Sherry L.