Capture the Flag: A Fundraiser

AUGUST 28 10am – 2pm (Raindate AUGUST 29) | MONSON, MA

Join us for a friendly game of Capture the Flag to support Travelnitch

This globe-trekking adventure is a chance to compete for prizes while learning fun facts about the world! Registered “travelers” can join the fun in downtown Monson any time between 10am – 2pm. By following a series of digital clues around town, you will capture flags from countries around the world. Check out the prizes »

Saturday, August 28 in downtown Monson, Ma

(Raindate will be Sunday, August 29)

Registered travelers will need about 1 hour from start to finish, but can join the fun anytime between 10am – 2pm. All “destinations” for this event are within walking distance of downtown Monson. You must travel on foot to qualify for prizes.

NOTE: A smartphone is required to participate

How to participate:

Before the Event

Buy a Ticket: An Economy Class ticket gets you access to the experience. Upgrade to First Class and race against the clock for prizes. Families traveling together can purchase a Family Class* ticket. Register as a Team Captain to be eligible for our grand prize!

* If you meet the income guidelines for our family travel grants, you can request a free Family Class ticket.

On Event Day

Check-in at Veteran’s Field (behind the Town Office Building) anytime between 10am – 2pm on August 28. At check-in, you will be given a destination. Make your way there to capture your first flag by correctly answering a trivia question. Rinse and repeat, 9 more times!

During the Event

Economy Class » Relax and have a good time, it’s all about the journey!

Family Class » Upload a picture at each destination for a chance to win a Family Class prize.

First Class » Capture all ten flags as quickly as possible* to win a First Class prize.

Team Captain » Capture all ten flags as quickly as possible* to win the Grand prize.

*The clock starts when you check-in and ends when you capture the last flag. It does not matter what time of the day you participate; your race time is measured independently of other participants.

After the Event

Head home to recover after a busy day of travel. We’ll announce the winners within 24 hours and reach out by email to all who participated. Thank you so much for your support!


Grand Prize*

Awarded to the Team Captain who captures all ten flags in the shortest amount of time.


Team Prize

If your captain takes the win, you win a prize too!


Fastest Travel Time*

Awarded to the “First Class” travelers who capture all ten flags in the shortest amount of time.

First Place

Win an outdoor adventure pack, including admission to the Adventure Park in Storrs

Second Place

Win a sports bundle, including a foursome at Quaboag Country Club

Third Place

Win 2 tickets to Treetop Adventures in Canton, MA and a $25 gas card


Travel Photography Awards

“Family Class” travelers will be asked to share photos at each destination along the way. Once the event has come to an end, we will select one winner in each of the following categories:

Most Touristy

Best Family Photo

Silliest Traveler


Honorable Mention

Team Captains, Family, and First Class travelers are eligible for an honorable mention.
Upload fun and creative photos throughout the day for a chance to win one of our mystery prizes!

About Travelnitch

We are a 501(c)(3) nonprofit creating a niche for kids with the travel itch.

We believe travel can change lives, open minds, and build a stronger sense of community. That’s why Travelnitch is helping kids explore the world from home—because a love of travel (and humanity) begins with curiosity. Our journey first began in 2018, with one mom’s desire to share her passion for travel with little explorers everywhere. It has since taken flight and now reaches a global audience through travel stories and virtual adventures.  

In the year ahead, we will be turning our focus to more locally-based initiatives, including family travel grants and the launch of our World on Wheels program right here in Western Mass. Funds raised through this event will support these ongoing efforts to make travel, and its’ many benefits, accessible to all families—near and far. Learn more >