Visiting Chicago with kids? Then you need some free and fun activities to do with them! Here is our list of the BEST parks and playgrounds in Chicago.
Latest in Traveling with Kids
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- DestinationsTraveling with KidsUSA and Canada
One of the best FREE things to do in Chicago with kids: Lincoln Park
by Ashley6 minutes readLincoln Park in Chicago offers numerous free activities ideal for families, such as the Lincoln Park Zoo, the Conservatory with its tropical plants, and the scenic Nature Boardwalk. Spanning over 1,200 acres, …
- DestinationsHome ExchangeHow can I help?TennesseeTraveling with KidsUSA and Canada
Our Chicago Home Exchange Photo Journal
by Ashley7 minutes readChicago may be my new favorite city to visit. It’s a cheap, short flight to two different airports or an easy 7-8 hour drive from Nashville. It’s big (2.7 million) without being …
- DestinationsTraveling with KidsUSA and Canada
South Bend, Indiana: An unexpectedly delightful kid-friendly destination
by Ashley7 minutes readSouth Bend, Indiana, offers a charming family-friendly destination with a scenic university campus, affordable dining, and the impressive Howard Park playground. While not thrilling, it provides a relaxing day trip showcasing Midwest …
- MexicoDestinations
Ek Balam and Valladolid Trip: The Ultimate Family Getaway from Playa del Carmen
by Ashley13 minutes readDuring a month-long stay in Playa del Carmen, the author took a weekend trip to Valladolid and Ek Balam. They explored the colonial town’s vibrant culture, unique architectural sites, and local Yucatecan …
- DestinationsFloridaUSA and Canada
Honest Legoland Florida Review: 5 Reasons It’s the Best Theme Park for Kids
by Ashley27 minutes readI will admit it: my expectations for Legoland Florida were low. I dont know why I felt this way, to be honest. I did read some mixed reviews of Legoland parks in …
- Planning and Travel HackingDestinationsFloridaHow can I help?USA and Canada
Legoland on a Budget: Complete Cost Breakdown & Road Trip Guide
by Ashley13 minutes readYou might not believe when I say this, but you CAN have an amazing vacation at Legoland on a budget. In 2025, we took our Lego-obsessed child down to Legoland Florida for …
- Traveling with KidsHow can I help?Personal Blog
Parenting on the Go: The truth about traveling with kids
by Ashley9 minutes readA lot of people say that “traveling with kids” is really just “parenting in other cities”, citing it as a reason for not going to the places they want to go. But …
- DestinationsUSA and Canada
Your Stress-Free Guide to Verdun, Montreal: An Affordable Family Vacation
by Ashley21 minutes readLa Vie Est Well highlights Verdun, a family-friendly borough in Montreal, as an alternative to typical tourist areas. With abundant parks, community spaces, and vibrant local businesses, it allows families to explore …
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I’ve done a terrible job of updating this blog in 2019, but with good reason: In March, I became a Mama to the sweetest little guy, and he’s been taking up pretty …
- DestinationsFloridaHow can I help?Traveling with KidsUSA and Canada
Disney Palooza: A photo blog of our family’s first trip to Disney
by Ashley24 minutes readOverview I grew up in Florida with the distinct pleasure and privilege of having a variety of theme parks at my disposal. My parents often bought an annual pass to one of …
- Traveling with KidsDestinationsFloridaHow can I help?USA and Canada
Lessons Learned: Walt Disney World with a 3-Year-Old
by Ashley12 minutes readWe just got back from our family’s first trip to Walt Disney World Resort in Florida and boy, oh boy, what a week! There were highs, there were lows, there was a …
- DestinationsHome ExchangePlanning and Travel HackingTraveling with KidsUSA and CanadaWorkcations
Our favorite home exchange yet: Two weeks in Montreal, Quebec
by Ashley17 minutes readTwo weeks in Verdun: How our family of three spent 15 days in a charming neighborhood outside of Montreal, Quebec. Curious what our family of three did during our two-week stay in …
- DestinationsHome ExchangeTraveling with KidsUSA and Canada
A lakefront home exchange vacation in the sleepy beach community of Beachwalk, in Michigan City (and a detour to Gary, Indiana)
by Ashley7 minutes readThis past summer, we spent a quiet week relaxing in Beachwalk Resort, Michigan City, Indiana (that’s not confusing, is it?) If you’ve never witnessed the beauty of a Lake Michigan beach, then …
- Traveling with KidsHow can I help?
The key to traveling with kids: Do less, enjoy more.
by Ashley3 minutes readOne of the most important lessons I’ve learned while traveling with a child is that we can’t do it all. But you can do a lot! Whether it’s a diaper blow out, a …
- DestinationsTennesseeTraveling with KidsUSA and Canada
Downtown Nashville with a Baby
by Ashley11 minutes readThis weekend was one of the rare ones where we didn’t have any plans. We woke up Saturday morning with nothing on the calendar, nowhere we had to be. I didn’t even …
- How can I help?Traveling with Kids
Lower your expectations, lower your stress: how to simplify your family trip planning with ABC lists
by Ashley6 minutes readI haven’t been at it long, but already, parenthood has taught me a lot. It forces me to practice patience, prioritize someone’s needs over my own, and be more willing to go …
- DestinationsHow can I help?Traveling with KidsUSA and Canada
A long weekend in Huntsville, Alabama with a preschooler
by Ashley4 minutes readOn the hunt for a little fun in Huntsville, Alabama When Skyler was 3.5, we took a little family getaway to Huntsville. Before the trip, we made our ABC list of preferences …
- How can I help?Mental Health and WellnessTraveling with Kids
Don’t worry about what they’ll remember.
by Ashley2 minutes readWe’ve traveled a lot with Skyler, though the pandemic slowed us down for a while. People often comment on how little he’ll remember from these early adventures, and they’re right—he won’t recall …
- Planning and Travel HackingHow can I help?Traveling with KidsWorkcations
How to pace your trips with kids to avoid fatigue and burnout
by Ashley16 minutes readPacing your trips with kids is important! Planning a family trip can be a blast, but if you’re not careful, it can turn into a tiring marathon that leaves everyone burnt out …
