September on Martha’s Vineyard is a hidden gem for families—warm days, gentle breezes, and brilliant sunshine, without the bustle of summer crowds. This serene stretch is perfect for making memories with your little one or giving mom and dad a well-earned break.
The Winnetu Oceanside Resort, New England’s #1 Family Resort, adds a special touch to the season with its charming Toddler’s Program. Book a midweek stay and enjoy daily toddler activities, family-friendly dining in the ocean-view restaurant, and thoughtful amenities that make vacationing with young children effortless.
Why September is Ideal
As summer fades into fall, the island transforms into a tranquil retreat. The Winnetu’s Toddler’s Program makes the most of these perfect conditions, offering engaging, age-appropriate experiences in a picturesque setting. Parents and grandparents can enjoy quality time outdoors, while little ones benefit from guided play and creative exploration.
Toddler’s Program Highlights
Running from September 8 through October 9, the program operates Monday–Friday, 9:00–11:00am and offers a rotating mix of activities designed for infants through preschool-age children (with a parent or grandparent present):
- Counselor-Led Activities
Imaginative play, creative crafts, fine motor skill development, coordination exercises, and sensory stimulation in the Activity Center, complete with toddler toys and sensory setups. - Creative Crafts
Hands-on projects like jellyfish hats, sea creature puppets, and pirate hats. - Field Trips(departing at 10:15am three times a week)
Visits to Katama Bay, the Turtle Pond, The FARM Institute, and the Alpaca Farm—perfect for little explorers and their grown-ups.
More Than Just Playtime
Beyond the program, The Winnetu offers family-friendly dining, resort activities for all ages, and the chance to simply relax in one of New England’s most scenic coastal locations. Whether building sandcastles, exploring the island, or enjoying a quiet moment together, every day brings a new way to connect.
Plan Your Visit
September’s unique blend of perfect weather, lighter crowds, and engaging programming makes The Winnetu’s Toddler’s Program an ideal choice for your late summer + fall getaway.
For more information or to book your stay, visit The Winnetu Oceanside Resort website.
