From indoor fun on a rainy day to outdoor adventures under the skyline, Chicago is packed with places that bring families together.

It’s hard enough pleasing one child, but when you have multiple kids in completely different developmental stages, it can feel downright impossible to find activities that are entertaining and age-appropriate for every member of the family. Things may be more complicated when there’s an age gap, but fortunately it’s still possible to find fun activities in Philadelphia that will make everybody happy. Whether you have a preschooler, kid, and/or teen, we’re here to help you plan a day that everyone can enjoy (including you!). 

The days are getting shorter and colder, and the winter blues may soon be setting in. Why not cure them with a family vacation? While a trip to an all-inclusive resort or one of our warm and sunny winter vacation ideas would be nice, our wallets don't always agree. Luckily, there are plenty of fun and affordable vacation spots that won't break the bank.

Here are 18 low-cost winter vacation ideas for families in the US and abroad. Many of these affordable vacation spots have lower prices and thinner crowds in the winter months, making winter the perfect time to visit—even during February break. For more fun family vacation ideas any time of year, check out our Family Travel Guide.

Find the top spots in Boston for Halloween displays in 2025!

Get into the spirit of the season with these Halloween displays in CT!

LA has some pretty iconic pumpkins... so what could be more fun than parading around town and taking photos with some of the smiliest jack-o'-lanterns in the city? I've pulled together a list of the most iconic pumpkins in the Greater LA area. Some you have to hike to, some you can ride in, and some are just impressive pumpkins in easy-to-access spots.  So, save this article and see how many of these pumpkins you can find before the spooky season ends! Consider this your official Mommy Poppins LA photo scavenger hunt assignment. 

Want more Halloween fun in Los Angeles? Check out our Halloween guide, read about our favorite LA neighborhoods for trick or treating, or learn about our top Los Angeles October events. Also, there are plenty more pumpkins at the best pumpkin patches in Los Angeles!

Known for its spectacular Holiday lights walk-through experience in the apple orchard, North Salem's Harvest Moon Farm & Orchard has introduced a new walk-through experience this Halloween season called Mystic Moon. Set in the forest area on the outskirts of the farm, amid majestic 80-year-old oak trees, Mystic Moon's synchronized music and lighting transform the forest into an enchanted wonderland featuring whimsical characters and numerous fun photo-ops.

I recently visited with my 10-year-old son, and Mystic Moon did not disappoint. Read on for our review and some tips to make the most of your experience. 

For more spooky fun, check out our Halloween Guide for Westchester and Hudson Valley kids.

Saltwater Stories: We Need the Sea & the Sea Needs Me is an immersive new exhibit at the Long Island Children’s Museum that celebrates Long Island's connection to the sea through hands-on play, storytelling, and exploration. It's a great choice if you're seeking engaging and educational things to do with kids indoors. 

Read on for all the details to plan your visit to the Long Island Children's Museum. For even more activities, check out our guide to Long Island's best family-friendly museums and our Indoor Play Space Guide.