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 (firstname.lastname@example.org). We look forward to hearing from you.
A terrific first trip!
With a wide range of fun outdoor activities, Berkshire Adventure is a great place to start!
Nestled in the northwest corner of Massachusetts, the Berkshires offer an inviting landscape of hills and mountains, rivers and lakes. Across the region, small towns dot the countryside, offering a look into a quieter way of life. As with every Overland trip, Berkshire Adventure offers a supportive, wholesome setting and caring leaders. Every day, the focus is on having fun and making friends — and getting used to adventuring away from home. A week of hiking and fun in the beautiful Berkshires: Come explore with us!
Berkshire Adventure Itinerary
for all of the details!
"I want to thank my leaders and the kids in my group for making this week one of my favorites. I am already thinking about which trip I want to do next year. Overland is so fun! "
"Best camp ever! He came home and said, "we should camp on our next vacation". I feel like it was life-changing, especially for a city kid! "
Big Smiles & New Challenges
Caring, Supportive Leaders
Fun on the Deerfield River
Fun & Friendship on Mt. Greylock Summit
Biking on Ashuwillticook Rail Trail
Good to Know
- The group is always small — no more than twelve students.
- We always have carefully chosen and thoroughly prepared leaders.
- Groups typically have a mix of two grades (4th & 5th, or 5th & 6th).
- The itinerary is crafted to provide just the right balance 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 has easy access to Boston, Connecticut, New York, and New Jersey… and there are good flight options from around the U.S. on United, American, Delta, and Southwest into the Albany, New York, airport (an hour away, and we provide a free, supervised shuttle both ways).
Have a question about availability?
Contact Us or call: (413) 458-9672
How challenging are Overland's Introductory trips?
These trips feature a wide range of fun outdoor activities–including hiking, biking, basic rock climbing, introductory rafting, and flat-water canoeing.
Trips vary by length (one week or two weeks) and location. As on every Overland trip, our leaders provide a warm, welcoming, and fun environment in which everyone is included and supported. Introductory trips are the perfect place to discover the outdoors, try a new activity, and make new friends.
We’re always happy to tell you a bit more about our introductory trips– just email us: email@example.com.
Does my child need to have previous experience?
While no previous experience is required, we have high expectations of our students.
We expect your child –with your help– to select a trip that is appropriate for their interests and abilities. You should spend some time familiarizing yourself with the details of the specific trip and help your child understand what to expect.
We also expect our students to prepare ahead of time: to review the packing list, gather clothing and gear, and complete whatever training the trip requires (for recommended training please see the Before You Go tab).
Once the trip begins, your child should be ready –and excited– to contribute to a wholesome and enthusiastic group in which each member feels welcomed and valued.
What are meals like at Overland? Can Overland accommodate allergies and intolerances?
Meals at Overland
Good food (and plenty of it!), excellent nutrition, and fun are the goals of Overland’s meals. Each group buys, prepares, and eats all of its meals together. Our students, with their leaders’ supervision, prepare all meals. A typical breakfast has cereal, milk, juice, and fruit; most lunches are sandwiches (or wraps) with a variety of fillings, plus chips, and fruit; dinners reflect easily prepared group meals like pasta, burritos, and stir-frys (all of which will typically have a selection of sauces and fillings). At Overland, meals are a group experience, an important way to foster connection with and consideration for other group members.
Allergies & Intolerances
We recognize there are many young people with food allergies or intolerances. We welcome these young people’s interest in joining us, and we ask parents of a prospective Overland student with an allergy/intolerance to please consider the following important information.
Most meals at Overland are prepared in basic kitchens (or outdoors), and groceries are typically purchased from small stores with limited choices. As a result, meals are prepared and served in what may be allergen-contaminated environments, and on many trips allergen-free/gluten-free foods are not readily available. While we cannot guarantee allergen-free meal settings, we will do what is reasonable to provide allergen-free/gluten-free foods on those trips where available.
In all things, our top priority is to help maintain all students’ well-being; to this end, all Overland leaders are trained to recognize and respond to allergic reactions, including administering antihistamines and epinephrine (both are carried in every trip’s first aid kit); leaders carry cell phones, and in some cases, satellite phones, so that should the need arise, emergency personnel can be contacted and their services requested. It is important for all prospective parents to understand that many groups travel in remote areas where emergency services may not be easily or readily accessible.
Our Admissions Process is Collaborative
During our admissions process, we will review all submitted Allergy Questionnaires to understand the applicant’s allergy/intolerance. We will then consider whether or not the applicant’s allergy/intolerance may be reasonably accommodated. If our admissions team has any concerns, they will contact the parent. In this conversation, we will seek to learn more about the allergy/intolerance, and we will discuss the available grocery stores, emergency services, and medical facilities on the applied-for trip. These conversations generally have one of three outcomes:
- The applicant is placed on the applied-for trip if the applicant otherwise qualifies.
- We offer a different trip if the applicant otherwise qualifies.
- We recommend waiting a year and re-applying.
Managing Food Allergies/Intolerances is a Partnership
Our commitment is to the health and well-being of each of our campers. Our goal is to partner with parents and campers—a partnership in which:
- We clearly describe our trips and policies;
- Parents clearly describe their child’s allergies or intolerances and their child’s maturity level and capability to self-manage their allergy or intolerance.
- We work together with parents in a collaborative and interactive process to determine if there are reasonable accommodations that can be made so that otherwise qualified applicants can participate in our trips.
- Students on an Overland trip take an active role in managing their allergies, including reading food labels as needed, eating only those foods with known ingredients, and seeking a leader if a reaction is suspected.
Meals: Vegetarians & Specialized Diets
Every summer there are many vegetarians who join our groups and who enjoy meat-free meals. We are happy to welcome these students as long as they understand they will share in the group’s meals but will simply have the meat portion withheld. For example: sandwiches at lunch with hummus, lettuce, tomato, and cheese (while the rest of the group has sandwiches with sliced turkey or ham); pasta at dinner with a tomato sauce (while the rest of the group has pasta with a meat sauce). We sometimes have requests from applicants with specialized diets—vegans, for example—to provide separate, specialized meals. As much as we might like to accommodate these applicants, the limitations of our kitchens, the size of available grocery stores, and the importance of group meals make it impractical to provide separate, specialized meals.
How often will there be access to showers and laundry? Will my child have to bring quarters and detergent for laundry?
Staying clean and comfortable is important at Overland!
Most trips have frequent access to hot showers. This ranges from nearly every night on some of our Introductory, Service, and Language trips, to every couple of days on many hiking trips, to longer stretches–three to five days, sometimes a little longer–on some of our more challenging trips. The goal on every trip, however, is to take showers when they are available!
In general, on every trip we do laundry once a week— this is typically in a laundromat with funds and detergent provided by Overland (and it’s usually a lot of fun!).
My child doesn't have experience being away from bathroom facilities. Will Overland's leaders teach and support the group?
Yes. We want each of our students to feel completely supported.
Every one of our trips will spend some of their time in areas with access to bathroom facilities, many of which include flush toilets, running water, and trash receptacles. Our youngest students, and those participating in service and language trips, will spend most of their time in settings like these.
All of our hiking trips will spend time away from areas with bathroom facilities. In preparation for a day hike away from facilities, or for a longer backpacking section, our leaders will teach the group about backcountry bathroom practices. In most cases, this will include digging a cat hole (a shallow six-inch hole) in a private location away from water sources. Leaders will also provide every group member a small bag to pack out toilet paper (and other paper products, e.g., pads and tampons).
Our leaders will also make sure that group members are supported with menstruation information, needs, and supplies (i.e., pads, tampons). We recommend sending your child with a supply of these items. If your child needs additional pads or tampons, the leaders can provide them.
What are Overland’s policies on phones, electronics, and communication?
To maximize independence and self-reliance, we do not permit phone calls, emails, or text messages to or from our campers. Your child will call home on arrival and departure with our phones and assistance, and in the case of an emergency. If your child brings a phone for use while en route to Overland, please do not send an expensive smartphone. Instead, an inexpensive prepaid cell phone will do. All phones will be collected on arrival and returned at departure. While we will take reasonable steps to prevent damage, theft, or loss, we will not make any reimbursements for lost, damaged, or stolen phones.
Cameras are welcome but please do not bring any other electronics (e.g., iPods, iPads, Kindles or other readers, GPS or similar devices). All electronics (except cameras) will be mailed home on arrival (at your risk and expense).
Communication: We’ll Be In Touch With You If Needed
Our leaders in the field check in with our office regularly; they carry cell phones (and in some cases satellite phones). Anytime a camper is treated for an injury or illness by a doctor or other medical personnel, parents are notified by our office. A director will call the parents to explain the nature of the injury or illness, the sequence of events leading up to the injury, and/or the steps leading to the treatment. Parents are typically able to speak with the medical personnel, with the leaders, and with their child.
Can I send mail to my child during a trip?
Getting a letter, card, or postcard while on an Overland trip is always exciting.
Please keep in mind that sending mail to your child on an Overland trip is different than sending mail to a traditional camp because your child will be on the move. Our experience has been that mail often does not arrive on time, and sometimes even when it does, post offices, campgrounds, and other mail stops do not reliably deliver mail to our groups.
For these reasons:
1. Please do not send anything valuable – please send letters, cards, or postcards only. If mail is late, lost, or misdirected, Overland’s leaders and staff are not able to return to the post office (or other mail stop) to collect it.
2. Please use the US Postal Service first-class mail only; do not use UPS, FedEx, or DHL (many of our mail stops accept US Postal Service mail only).
3. Please do not send overnight letters: many overnighted letters arrive before or after we arrive and are sent back. For this same reason, please do not send mail that requires a signature upon delivery.
4. Please allow one week for delivery to U.S. mail stops.
5. Please allow two weeks for postal delivery to international mail stops.
My child’s birthday is during the trip — can I send a gift?
We recommend that you send a letter, card, or postcard instead and save the gift for when your child returns home at the end of the trip (and, don’t worry; your child’s trip leaders will make sure there is a celebration!).
Can I send my child a care package during the trip?
We recommend letters, cards, or postcards instead of care packages. If, however, you send a care package, bear in mind that many don’t make it to the intended recipient (because we’re moving), and that many aren’t returned to the sender.
Where does this trip start and end?
Your child will fly to and from Albany International Airport (ALB), and we will provide a shuttle to Williamstown, Massachusetts.
If your child is not flying to the start of the trip, drop off and pick up is on the campus of Mount Greylock Regional School in Williamstown, Massachusetts.
Please tell me about safety at Overland.
Safety and risk management are at the forefront of our decision-making–from trip planning to leader training to supporting our groups in the field.
We cannot guarantee absolute safety–no program can. All recreational activities include inherent risks. Therefore, we strive to manage the risks that we can, knowing we cannot eliminate them.
We work hard to recruit, train, and support our trip leaders so they can create the kind of trips that have made us successful since the 1980s.
Please click here to read more about our approach to risk management and our accreditation by the American Camp Association.
What is Overland's admissions process?
When we receive your application, if your first choice is available, we will:
(1) email you to thank you for your application,
(2) send you a link to access your Family Portal, and
(3) charge a deposit of $795 to your credit card.
If your first choice is not available, we will email you to discuss options.
For more information, and to access our application, please visit our Apply page.
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Explore Other Trips
Overland offers introductory, hiking, language, and service programs domestically and abroad for students in 4th through 12th grade.