5 Fun Cities to Explore With Kids

If you follow along on our adventures, then you already know that we love to explore the outdoors and hike around National Parks. But, we also enjoy changing it up sometimes and venturing to the city with our boys. Below are 5 fun cities to explore with kids!

5 Fun Cities to Explore with Kids: DC, New York City, Philadelphia, Chicago, and Dallas!

Washington, DC

Touring the White House was on my bucket list for years!

Washington, DC was the first big city we traveled to with our kids. It was such a great “starter city” for our family. Not only is it extremely walkable, there’s so much to do. And the best part is, there are several free activities around the city to enjoy!

The boys’ first request was a visit to the Lincoln Memorial!

We’ve traveled to DC in September, November, and March. We got lucky on all of our trips and had gorgeous weather each time. DC is stunning in the fall, but just as beautiful in the spring with the cherry blossoms in bloom!

My littlest boy, cherry blossoms, and the Capital!

My favorite visit was our trip over our Thanksgiving break in November. The city was not crowded at all, which made it easy to explore the museums and we didn’t have to wait long for dining at restaurants. The only downside is that we were not able to tour the White House because it is closed this week for Christmas decorating.

Excited to be in DC!

Washington, DC Must Dos:

We can say we’ve been inside George Washington’s house! It was beyond amazing!

Be prepared for a lot of walking. We clocked an average of ten miles per day when we were there! Our boys were only five and nine on our first visit and were tired, but made it just fine! We did use a taxi to get from the airport to our hotel. There are also several taxis that stay around the National Mall area, mostly near the Lincoln Memorial. We jumped in a few of those when the boys were too tired to make the walk back to the hotel for the night.

Posing with the White House

Our most memorable moments of our trips to DC were going inside the White House, watching President Trump leave the White House on Marine One, seeing George Washington’s actual teeth on display at Mount Vernon, and seeing the original United States’ flag & the Declaration of Independence!

George Washington’s actual teeth on display at Mount Vernon!

Click here for my tips on securing a White House tour.

Click here for my complete Washington DC guide.

New York City

Top of the Rock

New York City is an amazing destination for just about anyone! I’ve traveled to the Big Apple with my boys twice now and honestly, we can’t wait to go back!

Our first visit to the Statue of Liberty!

We’ve visited NYC in June and in November. Summertime can get pretty hot, but we’re from Texas, so we’re used to it. Our first day in the city on our November visit was extremely cold, but the rest of the days felt really nice.

My favorite, Christmastime in NYC!

I loved both visits, but there’s something really special about traveling to this city before Christmas! We enjoyed the Christmas décor so much. So, I have to say that our trip over Thanksgiving break in November was my favorite. I highly recommend visiting this week if you can! We got to see the Macy’s Thanksgiving Day Parade and experience all of the Christmas spirit at the same time!

The Empire State Building!

New York City Must Dos:

Summer in Central Park!

You should also prepare to walk a lot in this city, too! Besides walking, we also used the subway system to navigate around the city. It’s definitely true, you’ll never be able to do everything on your list in one visit, so don’t over plan activities and pack in too much each day. We picked one major activity per day that was a must do/must see and it worked out well for us!

The boys’ first subway ride!

Of course, there are different activities based on the season you’re traveling. Some of our favorite New York City memories are riding the subway for the first time, going inside the Statue of Liberty, watching the Macy’s parade balloons being inflated, watching Elton John perform in the street in front of Saks, and finally seeing Naked Cowboy in Times Square!

Awesome experience getting to watch the Macy’s parade balloons being inflated the day before the parade!

Click here for my NYC summer guide with kids.

Click here for my NYC Thanksgiving guide.

Philadelphia

We are in Philly!

We were so pleasantly surprised with our first ever visit to Philly! This city is fun, historical, and full of many different activities to explore. And it’s so easy to maneuver, which made it even better for me since I was there with my boys, without Jereme.

The Liberty Bell!

We visited Philadelphia in late June and were only there for three days. The weather was fantastic! It was in the low 80s while back home in Texas it was already pushing 100 degrees.

Independence Hall

I loved that we were comfortable to walk around the city from morning until evening! I feel like we left the city with more early American knowledge than ever before. The old buildings and historical sites, basically everywhere in Philadelphia, have me yearning for another visit!

The Double Decker Bus Tour

Philadelphia Must Dos:

We happened to visit the Betsy Ross House on Flag Day!

Be prepared to walk a lot in this city, too. Again, it’s very easy to maneuver, but we clocked in eight to ten miles each day exploring. The boys were a little older, one was almost seven and the other was ten during our visit.  

We walked to New Jersey on the Ben Franklin Bridge!

My favorite moments in Philadelphia were seeing the room that our Founding Fathers developed the ideas for our country in person, watching early American time period re-enactments, seeing an actual ghost on our Philly ghost tour, and watching my boys get excited to learn so much about Benjamin Franklin! We had an absolute blast and I hope we are able to return again soon with Jereme!

We have a strong love of learning in our family!

Click here for my complete guide to visiting Philadelphia with kids.

Chicago

Chicago!

We road tripped to Chicago a few years ago on a total whim when we realized it wouldn’t take us that much longer to drive to than our yearly trips to Colorado. Since that first trip, I’ve traveled back another four times!

The Bean

Most of my trips to the Windy City have been in the summertime, only once did I visit in the fall. We love being outside, so walking around Chicago was something that my family enjoyed. In the spring and early summer, the weather is gorgeous, and I still can’t get over the flowers that are blooming virtually everywhere!

I loved the flowers!

My favorite trip was our first summer visit. We packed in so much and had a wonderful time together. Plus, I had previous students that had recently moved to the city from Texas, so they showed us all around!

The Chicago Riverwalk

Chicago Must Dos:

Dream come true! We’re at the Home Alone House!

Even though we had our car with us since we road tripped, we walked just about everywhere. We left our car at the hotel the whole entire time. We clocked an average of ten miles each day that we were here. We did brave the bus one time, but otherwise we enjoyed walking.

Walk back from the Planetarium

My favorite memories in Chicago are seeing Payton Manning filming on the Chicago River, eating delicious food the entire time, exploring the aquarium with my boys, and of course, seeing the house that Home Alone was filmed at!

Famous people, no big deal!

Click here for my complete guide to visiting Chicago with kids.

Dallas

Dallas!

If you live near the Dallas area, or you want to visit Texas, this recommendation is for you! I’ve lived near Dallas my whole entire life, but never really visited as a tourist until last summer. My best friend and I took our boys for a few nights, and we truly had a blast!

A rooftop pool is a must!

We visited in July, and true to Texas, it was HOT. But, that’s not anything we’re not used to. We planned mostly indoor activities and booked a nice hotel with a rooftop pool.

We spent a lot of time swimming!

I wouldn’t really call Dallas a walkable city, we needed our car for most of the places we decided to visit. But, it’s not nearly as crowded as the other cities mentioned above and we never had any issues finding places to park. If you’re visiting from out of town, I do suggest renting a car!

George W. Bush Presidential Library

Dallas Must Dos:

The Reunion Tower

Even though Dallas is close to home, we still had such a great time on our “staycation!” We didn’t even get to do everything on our list, but fun was had by all. My favorite Dallas memories are visiting the George W. Bush Presidential Library, going inside the Reunion Tower and up to the GeO-Deck, lounging by the rooftop pool, and not having to drive too far on our road trip here from home!

The Perot Museum

Click here for my complete guide for visiting Dallas with kids.

No matter which city you plan to visit, a fun time is guaranteed! My boys both agreed that New York City is their favorite city of the five. Mine is Philadelphia! Be sure to check back soon to see what we’re up to next. And don’t hesitate to reach out if you have any questions!

Philadelphia with Kids

Philadelphia has become one of my favorite cities in the US and I cannot wait to visit again with my hubby! We stayed in Philly for 3 nights during our Delaware to New York road trip and I must say, this was the perfect amount time and probably the most exciting stop on our adventure.

Day 1 in Philadelphia

Independence Hall – our country’s birthplace!

First, I must mention that we had to stay outside of the city, there were literally zero hotels available for 6 people when we booked this trip months ago. But, we actually liked where we stayed, at the Home2 Suites Ridley Park, and it was only about a 20 minute drive into Philly each day. The only bummer was that the pool was closed for construction, so the kids were sad. I was really nervous and not sure what to expect when it came to driving into the city and finding parking, but it was actually very easy! We always took exit 22 and turned left on Fourth Street and drove until we saw The Bourse Building. Right past that is a large parking garage, and we found ourselves parking there each day and eating at The Bourse food court, too. And to make it even better, the parking was right by Independence National Historic Park, which is where you want to be if you want to see Independence Hall and the Liberty Bell! Parking is about $25 per day, maybe there are cheaper options, but it was very convenient and easy for me being there without Jereme.

On our first day in Philadelphia we chose to do a double decker bus tour with Double Decker Bus Tours of Philadelphia. These buses left right outside of the Bourse Building, too! I really wanted to check out the city and add sites to our list of places we wanted to explore more of later on. The bus tour was great and we had a front row seat on the top deck! I really enjoyed the bus tour, we found a fun fountain along the route and kids were swimming and playing in it, so I knew the boys would love it since the pool was closed at the hotel.

Ready to start the bus tour!

We also spotted Ben Franklin’s burial site, so we headed straight there to see that once the bus tour was over. If you follow along on our travels, you probably know that I love all the creepy things, like historical ghost tours and visiting famous people’s graves. My family is weird, I know! But, we got to see Ben’s grave and some others that helped write the Declaration of Independence! It was $9 for the kids and I to go in, but if you don’t want to pay, you can view the burial site from the fence. Everything is marked for you to easily find it.

And to end our night in Philly, we decided to go on a Ghost Tour of haunted historical places! We used Philadelphia Ghost Tours and had a wonderfully creepy experience and our guide was hands down the best I have ever had on a ghost tour. I even have a really cool photo of a ghost in a hat from a window – for real, check it out below!!!

Do you see the ghost?!

Day 2 in Philadelphia

This day was one of my all-time favorite days on a vacation! We decided to go to the Betsy Ross House and then to one of the museums after we were done there. Sadly, this was on a Monday and the museums are only open on Thursdays-Sundays. So, please keep that in mind if you are planning a trip to Philadelphia in the near future. Anyway, we decided that we would make the very best of the day and we ended up having the most amazing time! We parked in the same parking garage and decided to pop on over to see the Liberty Bell before making our way to the Betsy Ross House. They only let about 17 people in at a time to see basically all the things in Philadelphia (due to Covid), so we did have to wait outside in a line for about 20 minutes or so BUT you do not need tickets to see the bell. While we were waiting in line, Independence Hall was having a Veteran’s ceremony, so we were able to watch a band play (it was similar to a colonial style band) and there were military vehicles everywhere blocking the road in front of Independence Hall. Once inside the Liberty Bell, we took turns admiring the bell and taking photos of the new friends we made in line!

From here we walked over to The Betsy Ross House. I used the GPS on my phone and there are also several signs pointing you to the famous historic sites in the city, so again, maneuvering around town by car and by foot was surprisingly easy! I had no clue that we would enjoy the Betsy Ross House so much! Maybe it was because we accidentally decided to go on Flag Day of all days, but regardless, it was a wonderful, interactive experience for all of us. We started with a self-guided tour of the house. The sewing room reminded all of us of our Granny who is 89 and still sews to this day! Once we exited the house, employees were there passing out bags of M&Ms to the kids, which they loved. Then, we happened to see a man dressed in time-period clothing, so we chatted with him and learned that he was playing the part of Henry Box Brown, a slave that mailed himself to freedom from Virginia to Pennsylvania. Jett was so excited because he had read a book about him in school! There was also a lady playing the part of Betsy Ross, so we headed her way and sat down to enjoy her show. Well, this was the best part! It was completely interactive for the kids and they helped her on stage, all while learning about how she became the person to make our first flag and all of the other designs that were brainstormed before the first American flag came to be! It was so much fun and the lady that played the part was the sweetest and so good with kids! George Washington also made a brief visit haha!

Once we left the Betsy Ross House, we walked over to Elfreth’s Alley, which is the oldest residential street in Philadelphia. It was gorgeous, but nothing was open on Monday. Still, just walking along and taking it all on was fun. Be sure to check it out if you are in the area.

Finally, we were all hot and tired from exploring, so we went back to the car and drove over to the fountain that we had seen on the bus tour. We didn’t bring swimsuits, but because I’m so cool, I let the kids play in the fountain as long as their little hearts desired! Once they were completely worn out, we went back to the hotel, I did some laundry because 10 day road trip hello lol, and I think we ran over to the Cracker Barrel next door for dinner! It was a really great day of learning and exploring.

Last Day in Philadelphia

Today was an exciting day, especially for me and my history loving heart! Y’all, we got to see the birthplace of America and where the Declaration of Independence was signed! You can visit these sites at Independence Hall. We did not pre-purchase timed entry tickets (there were none available), so we woke up early and headed to Philly. We got to Independence Hall around 8:15 a.m. and park rangers begin handing out FREE tickets around 8:30 a.m. You can purchase the timed entry tickets here for $1.00. We were able to begin our self-guided tour of Independence Hall around 10 a.m., so we grabbed a quick breakfast first and then came back and began our tour. You are able to enter into two rooms on the bottom level and here you listen to park rangers explain the importance of the two rooms. The second room you enter is where the Declaration was signed! It was truly amazing. I mean, the chair that George Washington sat in is still there! Squeeee!! Once you leave Independence Hall, you go next door to Congress Hall to see where the first two presidential inaugurations occurred! Remember, at the time Washington DC was not finished being built. It all just smelled like the 1700s and I am not going to lie, I got a little emotional here. It’s still crazy to believe that I got to stand in buildings where our Founding Fathers worked and created our government.

Once we left there, we grabbed a quick lunch and then headed down the street to the Portrait Gallery. This is as place filled with historical paintings, but it turned out to be so much more for us! We ran into our favorite park ranger, Jane, and she remembered us from our morning tour of Independence Hall. She ended up taking us on a behind the scene tour of the gallery and enthralled us all with her historical knowledge and amazing tales of things she’s seen that are not available to the public! I learned so, so much and consider our time with her so valuable. Be sure to check out the gallery if you are in the area and talk to the park rangers! They are there to answer questions and you might just make a new friend. I didn’t take any photos inside the gallery, I was too engaged, but I wish I would’ve gotten a picture with Jane. She was so precious and I will never forget our time spent with her.

After the portrait gallery we decided to head over to the Ben Franklin Bridge! We drove across it into New Jersey, found a great parking spot, and then walked back to Pennsylvania on the walking trail on the bridge. It’s not a long walk and it makes for a fun story and a great place for photos! This is how we ended our time in Philadelphia before heading to NYC.

We really had such a fun time exploring the city and we learned so much. If you love historical places, this is definitely a city you need to visit!