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.

Madeline Carlman Banner

Madeline Carlman

Hometown: Jackson Hole, Wyoming
College: Hamilton College

During my junior fall, I studied abroad in Nepal, Jordan, and Chile with School for International Training on their IHP Human Rights Program, and in the spring, I was back at Hamilton College running my storytelling radio show and helping sophomores prepare for their own study abroad experiences.

Originally from Jackson Hole, Wyoming, I graduated in 2019 from Hamilton College, where I double majored in literature and sociology. During my senior year, I balanced four on-campus jobs as a senior intern at the admissions office, the Interfaith president in the chapel, the representative for January admits in the Office for Off Campus Study Abroad, and a long-term host of Tuesday Trivia Night. In my free time, I baked bread for my friends in Hamilton’s only co-op. Growing up, I lived abroad in four countries, and when I graduated from high school, my class size had grown from three students in kindergarten to 12 students in 12th grade. In my free time, I love to bike, read memoirs, and write speeches.

In 2017, I led Cape Cod & the Islands and New England Coast; in 2018, I led Pacific Coast; and in 2019, I led European Challenge. From taking weight off their peers’ bikes to collectively singing ‘Unwritten’ as we make our way up the steepest mountain passes, Overland students make my job amazing.