Updated September 2026

The toddler years can feel wonderfully full—and sometimes very long. A change of scenery, a room filled with different toys, and a little space to run can make a tremendous difference for both children and their caregivers.

Local toddler playgroups give little ones opportunities to explore new spaces, play alongside other children, practice early social skills, and burn off some energy. Just as importantly, they give parents and caregivers a reason to leave the house, meet other adults in the same stage of life, and begin building a local community.

Many of these playgroups are drop-in friendly and cost only a few dollars per visit, making them an easy addition to your family’s weekly routine.

Here are the toddler playgroups happening around the Sebago Lake region this fall and winter.


Raymond Toddler Playgroup

Raymond’s toddler playgroup gives young children a place to play together while parents and caregivers connect. The group meets outdoors through October before moving inside for the winter.

  • Schedule: Tuesdays from 9:00–11:00 am
  • Cost: $2 per visit
  • Through October: Sheri Gagnon Park
  • Winter Location: Raymond Community Center
  • Good to Know: The outdoor playgroup will move indoors after the end of October.

Windham Toddler Playgroup

Windham’s indoor playgroup offers toddlers room to move, toys to explore, and other children to play alongside during the colder months.

  • Schedule: Mondays and Wednesdays from 8:30–10:00 am
  • Season Begins: November 2
  • Cost: $2 per visit
  • Location: Windham Town Hall

Gorham Toddler Playgroup

Gorham offers two playgroup mornings each week, giving families plenty of time for active play and connection. Families who plan to attend regularly can also purchase a discounted multi-visit pass.

  • Schedule: Mondays and Wednesdays from 9:30–11:30 am
  • Season Begins: October 5
  • Cost: $3 per visit
  • Multi-Visit Pass: $30 for 12 visits

Bridgton Toddler Playgroup

This free weekly playgroup meets at the Bridgton Town Common, where children have space to move and play outdoors while caregivers visit and get to know one another.

  • Schedule: Mondays from 10:30–11:30 am
  • Cost: Free
  • Location: Bridgton Town Common
  • Setting: Outdoors

Hollis Toddler Playgroup

With three mornings available each week, the Hollis playgroup is a flexible and affordable option for families looking for an indoor place to play and connect.

  • Schedule: Mondays, Wednesdays, and Fridays from 10:00–11:00 am
  • Cost: $2 per visit
  • Location: Hollis Community Building

Westbrook Toddler Playgroup

Westbrook offers one of the most flexible playgroup schedules in the area. Its extended weekday hours make it especially helpful for families who cannot commit to arriving at one particular time.

Children can enjoy a change of scenery, new toys, room to play, and opportunities to spend time around other young children.

  • Schedule: Monday–Friday from 8:00 am–1:30 pm
  • Cost: $4 per visit
  • Location: Westbrook Community Center

Lake Region Nature Playgroup

Lake Region Nature Playgroup takes playgroup outdoors, meeting at trails, fields, parks, and other family-friendly places throughout the Sebago Lake region.

Rather than following a structured lesson, children have time and space to explore, use their imaginations, move their bodies, and form friendships through play. Parents and caregivers can connect with other local families while enjoying time outside together.


Why Toddler Playgroups Are Worth Trying

Toddler playgroups offer much more than something to fill the morning. They can become an important source of connection and consistency during a stage of life that can sometimes feel isolating.

A New Place to Explore

A different room, an unfamiliar playground, or a new collection of toys can hold a toddler’s attention in a way that the toys at home sometimes cannot. Playgroups give children a safe change of scenery with space to climb, build, pretend, create, or run.

Opportunities to Play with Other Children

Toddlers may not immediately play with one another, but playing beside other children is an important part of early social development. Over time, they begin watching, copying, communicating, taking turns, and forming their first friendships.

Connection for Parents and Caregivers

Playgroups are for adults, too. Regularly seeing the same caregivers creates opportunities to exchange ideas, talk with someone who understands this stage, and develop friendships that can grow alongside your children.

An Easy and Affordable Outing

Most local playgroups are free or cost less than $5 per visit. Many do not require a long-term commitment, so families can attend when it fits their schedule.


Find a Playgroup That Works for Your Family

You do not need to attend every week or try every group on this list. Start with the one closest to home or the one that fits most naturally into your family’s routine.

A simple morning with new toys, room to move, and other children nearby may become something your toddler looks forward to each week. It may also help you find the familiar faces and supportive community that make the long days of early parenthood feel a little lighter.

Schedules may change because of holidays, weather, school vacations, or building availability. Check with the individual program before heading out for the first time.


Find More Family Fun Around Sebago Lake

👉 View upcoming storytimes, playgroups, outdoor adventures, and seasonal events:
Lake Region Kids Calendar Event Calendar

👉 Explore more family-friendly places around Sebago Lake:
Lake Region Kids Calendar Local Directory

👉 Get local family activities delivered to your inbox every Thursday morning:
Subscribe to the Lake Region Kids Calendar Newsletter

👉 Would you like to support this free community resource so more local events and family-friendly places can be discovered and highlighted?
Support Lake Region Kids Calendar through Venmo


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I’m Lauren


I am a lifelong Mainer and the creator of Lake Region Kids Calendar! As a mom of two living and playing in the Sebago Lake Region, I love staying active indoors and outdoors, sharing local hidden gems, and highlighting the kid and family friendly events and activities that make our community special.

Let’s connect!

Fall Fairs and Festivals Near Sebago Lake: 2026 Guide

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Where to Pick Apples Near Sebago Lake in 2026

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Town Farm Park – Buxton, ME

Town Farm Playground in Buxton is ideal for ages 2-8, featuring climbing equipment and swings, but lacks a traditional structure. It’s surrounded by green spaces for additional play. Families can enjoy a walking path and should prepare for sun exposure. Limited seating is available, and the park is not fenced.

Mayberry Hill Preserve – Casco, ME

Mayberry Hill Preserve in Casco offers families a variety of hiking options, including an accessible Field Trail and a 0.9-mile Loop Trail. The preserve features a nature playspace, several resting spots, and a seasonal StoryWalk. Ideal for introducing young children to hiking, it combines adventure with accessibility for all ages.

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