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Fall Bucket List: 10 Must-Do Activities In Connecticut for Families in September

As the leaves begin to change and the crisp air sets in, September is the perfect time to enjoy fun, family-friendly activities that capture the essence of fall. Whether you’re looking to spend a cozy weekend outdoors or plan exciting adventures with your kids, there’s something for everyone on this fall bucket list. And if you’re in Connecticut, you’re in luck—we have 10 must-do activities for families in Connecticut this fall! From apple picking to outdoor adventures, this fall bucket list will ensure your family makes the most of the season.

1. Go Apple Picking

Nothing says fall like heading out to a local orchard and picking fresh apples. It’s a fun way for the whole family to enjoy the outdoors while gathering ingredients for homemade apple pies, applesauce, or just snacking! Bishop’s Orchards in Guilford, CT, offers a classic apple-picking experience and even has a farm market with fresh cider.

2. Visit a Pumpkin Patch

September is the perfect time to visit a pumpkin patch before the crowds arrive in October. Let your kids pick out their favorite pumpkins to carve later in the season, or just enjoy the festive atmosphere. Jones Family Farms in Shelton, CT, is a great spot for pumpkin picking, hayrides, and photo ops in the pumpkin fields.

3. Take a Scenic Fall Foliage Drive

The fall foliage in Connecticut is breathtaking, making a scenic drive a must-do for your September bucket list. Plan a route through the Litchfield Hills or along the Connecticut River Valley for some of the most beautiful views of autumn leaves. Pack some snacks and make a day of it with a few stops at local parks or quaint towns along the way.

4. Go Hiking and Enjoy the Cooler Weather

Take advantage of the cooler weather and enjoy a family hike. Sleeping Giant State Park in Hamden, CT, offers a variety of trails for all skill levels, with stunning views from the top. Hiking is a great way to spend quality time with your family while staying active and soaking in the beauty of nature.

5. Attend a Local Fall Festival

Many towns across Connecticut host fall festivals in September, filled with craft vendors, food trucks, live music, and family-friendly activities. Check out the Berlin Fair or the Durham Fair, two of Connecticut’s largest and most popular fairs. Both offer agricultural displays, carnival rides, and plenty of entertainment for the whole family.

6. Host an Outdoor Movie Night

Turn your backyard into a cozy outdoor theater by setting up a projector, blankets, and pillows. Pick a family favorite movie, serve popcorn and warm apple cider, and enjoy a movie night under the stars. This is a simple yet fun way to spend a cool September evening with the family.

7. Try a Corn Maze

Corn mazes are a fall favorite for families looking to test their navigation skills. Some farms in Connecticut, like Lyman Orchards in Middlefield, offer intricate corn mazes that are fun for all ages. It’s a great way to get lost (literally!) and enjoy the fresh fall air.

8. Enjoy a Harvest-Themed Picnic

Pack up some seasonal treats—think apple cider donuts, pumpkin bread, and sandwiches—and head to a local park for a fall harvest-themed picnic. Elizabeth Park in West Hartford, CT, is a beautiful spot to spread out a blanket and enjoy the autumn colors. Bring some games or a football to throw around, and it’s the perfect afternoon.

9. Explore a Local Farm

Visiting a farm is a great way for kids to learn about agriculture and interact with animals. Flamig Farm in Simsbury, CT, offers educational tours, hayrides, and even a petting zoo. Your family can experience everything from feeding farm animals to learning about how farms operate during the fall harvest season

10. Bake Fall Treats Together

When the weather starts to cool down, head inside to bake some classic fall treats with your kids. Apple pies, pumpkin muffins, and cinnamon rolls are sure to be a hit! Use fresh ingredients from your local farmers’ market or your apple-picking trip for an extra special touch.

September is the perfect month to embrace the fall season and make lasting memories with your family. Whether you’re exploring Connecticut’s beautiful landscapes or cozying up at home for some seasonal fun, this bucket list is sure to keep you and your loved ones entertained. So grab your favorite sweater, get outside, and enjoy everything this magical time of year has to offer!

For more family-friendly fall ideas, don’t forget to check out our other posts on Controlled Confusion.

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