Local, Family-Friendly Fall Events to Enjoy This Season
Haunted Happenings: Local Fall Events for the Whole Family
Fall is officially here, filling our weeks with fun, family-friendly events to celebrate the season. From pumpkin patches to fall festivals, there’s something happening nearly every weekend this time of year. We’ve curated a list of festive activities for the whole family, so you can make the most of the season.
1. Paint with Nature
- Description: The Medford Public Library invites children aged 5 and up to unleash their creativity using autumn leaves, twigs, and other natural materials. This hands-on activity lets young artists craft their own nature-made paintbrushes, while adding a touch of Halloween magic to an October afternoon.
- Location: 111 High Street, Medford, MA
- When: October 16
- Price: Free
2. Haunted Playground
- Description: Come join in on the fun at the Haunted Playground. This event is full of family fun with inflatables, haunted skits, games, face painting, and local performers.
- Location: Carey Field at North Reading High School, North Reading, MA
- When: October 17
- Price: Free admission, but a $30 wristband is available for select activities (Cash Only)
3. Kids’ Fun Fest
- Description: Kids’ Fun Fest brings a day full of family-friendly activities, with slides, rides, games, face painting, and hands-on activities designed for every age.
- Location: Salem Common, N Washington Square, Salem, MA
- When: October 17, 10:00 A.M. – 5:00 P.M.
- Price: Free
4. The Yard Fall Festival
- Description: Enjoy a festive fall day full of classic traditions, such as hayrides, pumpkin painting, live music, warm foods, and other seasonal activities.
- Location: Hood Park, Charlestown, MA
- When: October 11-12, October 18-19
- Price: $10 for children 12 and under, $15 for adults
5. Trick or Trunk
- Description: Celebrate Halloween safely at Penn Brook School with decorated trunks and delicious candy. Put on your costume and make lasting memories with your little ones.
- Location: Penn Brook Elementary School, Georgetown, MA
- When: October 24
- Price: Price not released yet (reached out via email 9/23, waiting for a response)
6. Halloween Night Live Music and Drone Show
- Description: Downtown Salem comes alive with live music across Essex Street. The night ends with an incredible drone show over the North River.
- Location: Downtown Salem, Essex St, Salem, MA
- When: October 31
- Price: Free
7. Smolak Farms
- Description: Smolak Farms offers classic fall fun, including hop-on hayrides, farm animals, and seasonal festivals. Families are welcome to enjoy the Smolak playground, where kids can let their imaginations run free.
- Location: 315 South Bradford St, North Andover, MA
- When: October-November
- Price: Prices vary based on experience
8. Chris’ Farm Stand Pumpkin Festival
- Description: Celebrate this year’s harvest with prize-winning pumpkins, narrated hayrides, and farm games. The Pumpkin Festival is a lively outdoor celebration filled with hands-on fall fun, from the hay castle and barnyard displays to a festive community scarecrow contest.
- Location: 436 Salem Street, Haverhill, MA
- When: Open until November 1
- Price: Free entry
9. Brooksby Farm
- Description: Looking for the perfect fall day? The Brooksby Farm Fall Harvest offers apple picking, cider donuts, barnyard animals, hayrides, and hands-on seasonal activities for all ages.
- Location: 54 Felton St, Peabody, MA
- When: Tuesdays in September-October
- Price: Prices vary based on experience
10. Connors Farm
- Description: Connors Farm packs the season with classic fall fun: corn mazes, hayrides, jumping pillows, pedal carts, hands-on play areas for kids, and more.
- Location: 30 Valley Road, Danvers, MA
- When: September 1 – November 1
- Price: Weekday prices starting at $15.99, weekend pricing starting at $20.99
At Gilbert, we love celebrating everything that makes fall in New England unforgettable. From warm cider donuts to haunted hayrides, there is no shortage of ways to enjoy the season with your favorite people. With so many local events on the calendar, now is the perfect time to grab your costume, gather friends and family, and soak up the fun. Whether you’re looking for a lively celebration or quiet, memory-making moments, this fall is all about savoring traditions and starting new ones together.
