Connecticut: A Journey of Historical Enlightenment
It’s funny how life changes our perspectives. History used to be my least favorite subject in school—I never would have picked up a history book for fun. If I read anything about history, it was only because a teacher or professor made me. Now? I absolutely love it. Even the little snippets I remember from school captivate me. Maybe it's because I'm getting older—and in some ways, I feel like I'm becoming a part of history myself. Ha!
With only nine U.S. states left to visit, mainly in the Northeast, I'll spend the next three months exploring them. What excites me most is seeing history come to life—experiencing firsthand the role these states played in shaping our young nation back in the 1600s. As an adult, I finally understand why history matters. It gives context to our present and wisdom for our future. It helps me make better choices for my present and future.
Hartford: The Heart of Connecticut’s History
My journey began in Connecticut. Hartford, now the state capital, was one of the first three English settlements in the state, founded in 1636. It officially became the capital in 1875. I chose Hartford knowing it would be rich with history—and it did not disappoint.
Best Places to Visit in and Around Hartford:
I stayed in West Hartford, about five miles from Hartford, for convenience—though I later realized it wasn’t the best choice for solo female travelers (another story!). Still, it was centrally located for the towns I wanted to explore:
Hartford – State Capitol
Kent – Kent Falls Waterfall
Mystic – Mystic Pizza
New Haven – Yale University
Old Saybrook – Sea Side
Waterford – Eolia Mansion
Hartford is one of the oldest cities in the United States. In 1639, the Fundamental Orders were written and adopted here—considered by some to be the first written constitution in the world establishing a democratic government. These orders later influenced the U.S. Constitution. Famous author Mark Twain also lived in Hartford and wrote The Adventures of Tom Sawyer and The Adventures of Huckleberry Finn here.
Things to do in Hartford
One afternoon, I walked through the city, soaking in its history. I spent time at Bushnell Park, established in 1854 and the oldest publicly funded park in the U.S. The 50-acre park was cold and cloudy when I visited in late February, but it was still a peaceful and enriching experience. During warmer months, it hosts festivals, concerts, and winter ice skating.
Exploring Hartford’s Must-See Historical Sites
While walking the park’s 1.6-mile loop, I came across several landmarks:
The Old State House (1796) is one of the nation’s oldest. It is now a museum with exhibits and seasonal trial reenactments.
Soldiers and Sailors Memorial Arch: A brownstone arch honoring 4,000 Hartford citizens who served in the Union Army during the American Civil War. Free seasonal tours offer panoramic city views.
Corning Fountain (1899): In 1899, John J. Corning gifted this fountain to the city as a tribute to his father. It is a bronze and marble fountain with three ornate tiers. Although it is turned off in winter, its design is an architectural masterpiece.
Wooden Carousel: It was closed during my visit, but I peeked in and imagined the joy of a child choosing from its 48 intricately designed, hand-carved horses.
Connecticut State Capitol (1878): This white marble and granite building, featuring a 257-foot gold-leaf dome, is stunning, with Bushnell Park as its backdrop.
For solo travelers, Hartford is best explored during the day. The park and city sights are perfect for walking and people-watching, and in warmer months, events in the park make it even more inviting.
Mystic: A Charming Coastal Visit & My Personal Movie Moment
After visiting Waterford, I made a 20-minute drive to Mystic, a charming coastal town. If you’ve seen the movie Mystic Pizza (starring Julia Roberts), you’ll know why dining there was a must! The town and the pizza did not disappoint—it was the perfect stop for lunch, shopping, and exploring. Mystic also houses America’s largest maritime museum, Mystic Seaport Museum, featuring a recreated 19th-century village, shipyard tours, and seasonal steamboat cruises. Annual events like the Sea Music Festival and St. Paddy’s Day Parade further add to Mystic's charm.
New Haven: History, Culture, and Coast (....and where I wish I'd stayed)
New Haven blew me away—I visited three times! If I could redo this trip, I would stay here instead of West Hartford. New Haven has it all: diverse people, amazing food, stunning architecture, and a beautiful coast.
Yale University: A Must-See for History Buffs
The highlight and first stop was Yale University, founded in 1701 and the third oldest university in the U.S. I have an old soul and love the classic vibe. Yale is absolutely breathtaking—its architecture, churches, and green spaces give it a timeless charm. My pictures and writings will never do this area any justice. Whether tucked away with a hot chocolate or chatting with strangers on the lawn, Yale felt like two worlds colliding: historical richness and modern vibrancy. It spans over 1,500 acres, and I recommend spending an entire day exploring.
Key stops on campus:
Yale University Art Gallery: America’s oldest university art museum, showcasing masterpieces by Van Gogh, Picasso, Monet and more.
Yale Peabody Museum of Natural History: Famous for its incredible fossil collection, notably a giant Brontosaurus skeleton.
Old Saybrook: A Peaceful Birthday Retreat
Old Saybrook, Connecticut, is a historic coastal town overlooking the Long Island Sound. Since I love being near the water, I chose to spend my birthday there—and it was perfect. The peaceful sound of the waves brought calm and comfort to my heart and soul. I spent time reflecting on how far I’ve come in the past year and shared heartfelt conversations with close friends and family over the phone. It was a quiet birthday, but not a lonely one. Experiencing that serene moment, a gift from my Heavenly Father, was deeply fulfilling.
I spent the afternoon at Saybrook Point Resort & Marina, which includes a small public park by the beach. I enjoyed a leisurely walk, admiring the quaint coastal homes lining the waterfront. Though March 2nd was a cold and windy day, I found comfort indoors. I had a cozy, delicious lunch at the resort’s restaurant while taking in beautiful views of the water. Later, back in my West Hartford hotel room, I was surprised by thoughtful deliveries from dear friends—a perfect end to a beautifully blessed day.
Waterford: Cultural & Coastal Charm- A Winter Serenity at Eolia Mansion
Waterford, Connecticut, is a charming coastal town offering a mix of outdoor recreation and cultural attractions. Known for its beaches and historic sites, one standout is Eolia Mansion, located in Harkness Memorial State Park. This stunning historic landmark features beautifully landscaped formal gardens and overlooks the Long Island Sound, offering breathtaking coastal views.
During my winter visit, the mansion's interior was closed, but the grounds remained open. I explored the formal gardens, scenic walking trails, beach, and picnic areas. In better weather, this would be a perfect all-day activity for families, solo travelers, and even furry companions (dogs are welcome in the park!). The mansion can also be rented for events—an ideal spot for weddings or bridal photo sessions.
Reflecting on Winter Travel in Connecticut
Visiting Connecticut in late February has both perks and challenges. While it’s still winter and often too cold for extended outdoor time, there’s so much to learn and experience. Each town is rich with over 400 years of history, and I truly admire how hard these communities work to preserve their cultural legacy. That commitment makes history feel alive and relevant—something we can learn from and apply to our lives today.
Advantages of CONNECTICUT Winter Travel:
Fewer crowds and a more peaceful atmosphere
Off-season discounts on hotels, flights, and attractions
Unique, seasonal activities that create lasting memories
Disadvantages of CONNECTICUT Winter Travel:
Potential weather disruptions from snow, fog, or icy roads
Bulky packing requirements (coats, boots, layers!)
Shorter daylight hours limiting outdoor sightseeing
Seasonal closures for beaches, hiking trails, and some attractions
Despite the cold, I was surprised by how much I was able to see and do in Connecticut. My favorite destination was definitely New Haven—it perfectly combined my love for history and the sea.
Be sure to check out my full itinerary for a historical and coastal getaway in Connecticut.
Until the next journey,
Xoxo, Karen.