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 on this introductory trip.

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

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?

We’ll start in Williamstown, Massachusetts, with a short orientation to get to know each other before we head across the border to southern Vermont.

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. Hiking on New England Adventure is a group activity with a leader at the front and the rear, and songs, stories, water, and snacks all the way. We stop frequently and enjoy our time on the trail.

From Vermont, we’ll head east into New Hampshire for a day of biking on the Northern Rail Trail in Hanover. Rail trails are ideal for us as they are car-free and pretty much flat — the miles fly by as we zip along with helmets on and leaders at the front and rear. We’ll take plenty of stops along the way, enjoy snacks and games, and appreciate the change of pace from hiking.

Our week outdoors ends with a challenge hike and rafting. As a group, we’ll take on Mount Moosilauke, a 4,802-foot peak in the White Mountains. It’s beautiful and fun… and a terrific accomplishment. Then we’ll go rafting on the dam-controlled Deerfield River for yet another way to experience the outdoors with Overland. At every step of the way — on foot, bike, and raft — your Overland leaders will be there supporting you, encouraging you, and cheering you on.

As with all of our introductory trips, New England Adventure is designed for our younger campers who are eager to try a new summer adventure and who are ready for a week of outdoor fun in a supportive, wholesome environment. The hiking — from our first hike to Mount Moosilauke — is chosen for its appropriateness for this age group, and the rafting on the Deerfield is in rafts guided by professionals from an outfitter we’ve used for decades. New England Adventure is a chance to make new friends and have fun, while building independence and self-reliance on an exciting Overland experience!

Good Things to Know. The group is always small — no more than 12 students — and we always have carefully chosen and thoroughly prepared leaders. The itinerary is crafted to provide just the right mix of activities — the goal is to have every student love their Overland experience. The camping is in private campgrounds and state parks, all of which offer full facilities, including hot showers. Meals are wholesome, nutritious, and varied — and they’re fun group projects with input from everyone and guidance from the leaders. Getting to and from the trip is a breeze: Williamstown is Overland’s home base with easy (about three hours) access to Boston, Connecticut, New York, and New Jersey… and there are good flight options from around the U.S. on United, American, and Southwest into the Albany, New York, airport (an hour away… and we provide a supervised shuttle both ways).

Have a question about availability?

Contact Us or call: (413) 458-9672