Fall Getaway: Long Weekend in Connecticut With Kids!

Guest Blogger:  David, his wife, and their five year old son, B, have lived all around the United States, but are currently stationed in Okinawa where David enjoys producing movies and eating pancakes in his spare time. You can find David’s videos of their Okinawa adventures on YouTube.

Some say that the best thing to see in Connecticut is either New York City or Boston. Having grown up in Hartford, Connecticut, I can tell you they are wrong – sort of.  As a child, fall in New England meant raking up leaves and slipping on those said leaves – not fun. Although the foliage was always bright and colorful, I just never paid much attention to it, taking it for granted as just part of regular life. After eight years living in Tampa, however, I started getting homesick. Palm trees are nice and all, but it’s just way too green all the time. Green and hot.

A few years ago, after having lived in Florida for many years, I decided to take my Miami born and raised son “leaf peeping” and join the annual pilgrimage of thousands of people who visit New England every year for a glimpse of its magnificent fall foliage. I booked my family on a flight to Bradley International Airport in Hartford, Connecticut, which is centrally located to everything in New England and also, conveniently, close to my family.

Having fun at the New England Air Museum

Where to Stay:

I will get some grief for this, but the Hartford area is full of outdated hotels, or absurdly expensive hotels. There is no need to sacrifice your wallet for a lame place to hang your hat. I always choose the Hyatt House in Windsor, which is only a short drive from the airport, recently built, and quiet. The location is great for exploring the state with your family, the rooms are big and clean, and they offer free breakfast in their cafeteria style eating area. Windsor is Connecticut’s first town, with many small shops and a fountain on the town green.

Where to Eat:

There are two places near the Hyatt that are great options for a quick bite to eat. For breakfast or lunch, Dom’s Broad Street Eatery, located in the heart of Windsor, has wonderful food, huge portions, and is where the locals like to eat.  Wilson Pizza Palace, is another place I would recommend and is located at the north end of the town of Windsor. The state of Connecticut has wonderful pizza and while New Haven gets the southern Connecticut glory, I think Greek owned Wilson Pizza Palace holds its own in representing the northern part of the state. Grab a meatball grinder or a large Wilson Special Pizza to go! The Hyatt House has a kitchen, dinnerware, and flatware in every room, so you can lounge in the comfort of your pajamas while eating the most memorable pizza of your life. Wilson is cash only and resides in an old McDonald’s. When you visit, tell them the Cuban sent you – it will make them smile and give you Wilson Pizza Palace street cred.

Note the upside M’s – Yankee ingenuity!

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Aside from Dom’s and Wilson Pizza Palace, I recommend checking out the local culinary scene near whatever activity you have planned.

What to Do:

Connecticut Trolley Museum:

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The Connecticut Trolley Museum is just a 15 minute drive from the Hyatt (see Connecticut IS small) and is the oldest incorporated museum dedicated to electric railroading in the United States, founded in 1940. My five year old loves trains and riding on trains, so this was a must visit for us. In the fall, the Museum has offers a pumpkin patch and also an after dark spooky ride called “Rails to the Dark Side,” which is rated PG-13 and not recommended for young children. Just be sure to bundle up as it does get cold and have your cameras ready as the rides offer nice scenery and foliage views.

New England Air Museum:

The New England Air Museum has over 100 aircrafts located in a huge heated warehouse. There are numerous cool exhibits, including opportunities for your kids to sit in the cockpit of an actual fighter jet or an old helicopter. There is plenty of room for the kids to run around and explore, while learning a little bit of history and science. My son loved getting in and out of helicopters and jets and also exploring the toys in the gift shop. Volunteers are friendly and helpful and this is just an all out wonderful destination especially on a rainy day.

Mystic Seaport:

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In a town made famous in the 1980s by Julia Robert’s performance in the movie Mystic Pizza (yes, Mystic Pizza really does exist although the pizza is meh), Mystic Seaport or the Museum of America and The Sea is one of the nation’s oldest maritime museums and has a lot to offer. Per the website,

The Museum’s grounds cover 19 acres on the Mystic River in Mystic, CT and include a recreated New England coastal village, a working shipyard, formal exhibit halls, and state-of-the-art artifact storage facilities. The Museum is home to more than 500 historic watercraft, including four National Historic Landmark vessels, most notably the 1841 whaleship Charles W. Morgan, America’s oldest commercial ship still in existence.

Full disclosure: I hate this place. Growing up in Connecticut meant dozens of field trips here to learn about how the early settlers churned butter – just what a teenager with raging hormones want to spend the day seeing. Although I am jaded,  I can now appreciate what Mystic Seaport has to offer. In addition to the old New England exhibits, recent more modern exhibits have also been added. And, Mystic Aquarium is also just down the street. You can pre-purchase tickets to both the Seaport and the Aquarium online and save yourself the hassle of waiting in line.

The Amazing World of Dr. Seuss:

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The Amazing World of Dr. Seuss Museum is a 30 minute drive from the Hyatt. Although technically located in Massachusetts, this museum is not to be missed if you grew up reading Dr. Seuss books or if your kids adore them. The Dr. Seuss National Memorial Sculpture Garden is a small park outside with sculptures of his most famous characters and is a must visit, no matter what the weather is. The museum has been recently renovated so make sure to check the website for hours and tickets, which can also be purchased online.

The Naismith Memorial Basketball Hall of Fame:

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While in Springfield visiting the Dr. Seuss museum, pop over to the Basketball Hall of Fame, where children under four are free. Basketball fans will enjoy the interactive exhibits and enjoy the court for shooting hoops. The museum is conveniently located in an area that houses some amazing restaurants, including Plan B Burger Bar and Max’s Tavern.

Brown’s Harvest:

Brown’s Harvest in Windsor is a special place for me, as this is where my parents took me as a child for our pumpkins and Christmas trees. Back then, it was just a stand, but Brown’s Harvest has evolved and now boasts a corn maze, haunted hay ride, and a small shop where you can buy cider and apple doughnuts. Apple doughnuts! If you have not tried them, book your trip now! Brown’s Harvest is only a 10 minute drive from the Hyatt and is located on the northern end of Windsor, headed towards the airport. I was thrilled to share the experience with my son, who had a blast running around the pumpkin patch and washing down apple doughnuts with hot apple cider.

Drive!:

One of the best things about Connecticut is that it is a small state. A drive through the lower Connecticut River Valley has a lot to offer. I always recommend that people consider taking the Ultimate Foliage Tour of Central Connecticut. I’ve done it and it was amazing. The foliage is constantly changing and varies depending on where you are. Make sure to consult the foliage tracker and remember to explore and drive as much as you can. There are numerous small towns off the beaten path, some great history to be experienced, and pumpkin patches galore!

Final Thoughts: 

As you can see, there’s plenty to do in Connecticut! If you absolutely must, New York City and Boston are easy day trips and are each only about a two hour drive in opposite directions from Windsor.

We hope you enjoyed David’s thorough review of things to do in and around Hartford, Connecticut!If you find yourself inspired to visit New England, be sure to visit Catherine’s Fall Getaway: New England for more ideas. Fall also happens to be our favorite season here at WGWK, so be sure to check out our more expansive Fall Getaway series.

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