Connecticut has a reputation for wealth and pretension.
And while you can find that, if that’s what you’re into, that’s not all you’ll find here.
In fact, in this Connecticutians mind, there is much that is unique, quirky, quaint, and charming about the state.
Take Danbury, Connecticut. Many of the best things to do in Danbury, CT, are wonderfully unique.
Tucked away from the Connecticut shoreline yet still part of Fairfield County, Danbury is close to Litchfield County. It and the surrounding towns have more of a relaxed, middle class feel than some other parts of the state.
Located about 55-miles northeast of New York City, Danbury is about an hour drive from downtown Greenwich, Connecticut. If you’re up for a New England road trip this is a must on your list of stops, especially on fall foliage driving routes.
A brief history of Danbury, Connecticut
European settlers from Stamford and Norwalk, Connecticut, settled in the Danbury area in the late 1600s.
For some reason, they decided that “Swampfield” was a better name than the one given by local tribes, Pahquioque.
They changed their mind two years later and named their town after one in England.
Danbury was a major supplier of munitions to the Continental Army during the Revolutionary War. So much so that the British raided and burned the town to the ground.
After the War of Independence, Danbury’s hat making business exploded from a small, handmade operation, into a major industry.
Thanks to that 150 years or so of hatmaking, Danbury still retains the name of “Hat City”.
Unfortunately, downtown Danbury never recovered from:
- The decline of hat manufacturing (and hats going out of style)
- The post-World War II exodus of city inhabitants to the surrounding towns
- A serious flooding disaster in the mid-1900s
And yet, that decline saved much of the area from the rampant development you see along the Connecticut shoreline.
You don’t have to go far to find bucolic settings, both in Danbury and the surrounding towns.
Ready to plan a day trip? Then read on for the 15 most unique things to do in Danbury, CT.
15 of the most unique things to do in Danbury, Connecticut
Like much of the state, most travelers only pass through Danbury to avoid the traffic on the coast on their way to or from Boston and New York City.
And yet, an hour or two poking around town and nearby is well worth the effort.
Outdoor activities in Danbury, CT
From hiking to history, outdoor enthusiasts will delight in this corner of the state.
- Glacial Erratics at Ives Trail & Greenway
Danbury named the Ives Trail & Greenway after native modernist American composer, Charles Ives.
This 20-mile trail in the Housatonic Valley connects Danbury to nearby Ridgefield, Bethel, and Redding.
The first legs of the journey are all you need to spot glacial erratics. These are impressive boulders that have sat sentient since the end of the last ice age.
2) Sybil Ludington Statue
Celebrate girl power with a salute to this bronze statue depicting the nighttime ride of Sybil Ludington.
When a messenger brought word that British troops were attaching Danbury, Sibyl volunteered to ride. Despite being only 16 years old, she rode through the night to rally militiamen working on their farms.
She rode close to forty miles over the night of April 26, 1777, to rally the militia to respond.
Though they arrive too late to stop the British, they managed to harry the troops as they departed.
And thanks to the warning, there were far fewer casualties than there could have been.
Ms Ludington’s statue sits outside of the Danbury Public Library.
3) Hat Maker Statue
This statue commemorates Zadoc Benedict. This Danbury native discovered a felt-making process matting animal furs together. As a result of his business, Danbury became the “Hat City of the World”, a title they wore proudly for almost a century.
Quaint and quirky, this statue on the grounds of City Hall is emblematic of Danbury.
4) Balanced Rock of North Salem, New York
Along the old stagecoach road to Danbury, just over the border from Danbury, sits an attraction that inspires debate. Take a selfie at the balanced rock, an attraction that has people at odds whether it is some sort of Druid altar or a glacial erratic.
Spoiler alert, few people actually believe the rock is the work of Druids.
But what’s a trip without a bit of whimsy?
5) Candlewood Lake
This is the largest lake in Connecticut. Formed by a hydroelectric dam in the 1920s, it spans over 5,400 acres in pristine, majestic surroundings.
This is the place to go for outdoor activities like boat rentals, water sports, and fishing.
With so many vacation homes clustered around it, Candlewood Lake has some of the area’s priciest real estate. It’s also the site of the idyllic Squantz Pond State Park.
6) Richter Park Golf Course
If you feel outdoor activities in Danbury CT must include a round of golf, many view the Richter Park Golf Course as the best public course in the Tri-State area.
Before turning your nose up at the public idea, this course features stunning undulating fairways sitting snug against the shores of the West Lake Reservoir.
Designed by Edward Ryder, be prepared to tame your swing if you want to miss one of the 14 water hazards on this 18 hole course.
7) Ives Concert Park
Music lovers appreciate the name of this pond-side park, honoring Modernist composer Charles Ives (1874-1954). A native to the city, his name holds strong cultural ties to the site known for its impressive summer program of both concerts and theatre performances.
Due to the Covid-19 pandemic, Ives Concert Park has not yet scheduled any upcoming concerts.
But keep an eye on their website for updates.
8) Danbury Parks
The hills of the area connect a series of stunning parks from the Hemlock Hills in the west and span east through Pine Mountain, Bennett’s Pond State Park and the Wooster Mountain State Park Scenic Preserve.
Nature’s most impressive work features peaks rising over 300 meters and landscapes dense with trees. Some of the best hiking trails in Connecticut are a short drive from Danbury.
The lovely southern foothills of the Berkshire Mountains extend from western Connecticut, through Massachusetts and into Vermont. Here, some of the most breathtaking hiking trails lead to stunning vistas.
If Danbury’s parks aren’t sufficient for your outdoorsy spirit, continue driving north into the Litchfield Hills and the Connecticut Berkshires. Some of the parks up this way, like the Flanders Nature Center, are on the list of the best free things to do in Connecticut.
9) Blue Jay Orchards
If you’re looking to indulge a sweet tooth, a stop at this 140-acre orchard is a must. In fact, this apple orchard made the list of the best places for apple picking in all of Connecticut.
Depending on the time of year you can pick apples and then pack your car with an assortment of their market’s sweet treats.
Rumor has it people travel miles just to enjoy just one of their famous apple cider donuts.
10) Collis P. Huntington State Park
This expansive park features 1,000 acres donated by the heirs of 19th-century railroad magnate Collis Potter Huntington.
Here, you’ll find a beautifully landscaped property, man made ponds, and a delightful stone lighthouse.
Sculptures of bears and wolves by Anna Hyatt Huntington (1876-1973) are some of the most remarkable points at the entrance to Collis P Huntington State Park.
11) Elephant’s Trunk Flea Market
Without question, the best of the Connecticut flea markets is also the largest in New England.
At least, that’s what Elephant’s Trunk Flea Market claims.
Open almost all year on Sunday mornings and early afternoons, this outdoor flea market gained extra fame from the show, Flea Market Flip.
You never know what you’ll find at this market in an agrarian section of New Milford on Route 7.
12) Tarrywile Park
We’ll end this section on a grand note. Tarrywile Park’s 722 acres makes it the largest municipally-owned town Park in the State of Connecticut.
Not only will you witness some of the most awe-inspiring scenery, but the park offers access to 21 miles of hiking trails to take in the views.
However, the natural features compete with the majesty of the Tarrywile Mansion, and neighboring Hearthstone Castle. Listed on the National Register for Historic Preservation, the mansion now acts as the community center for the City of Danbury.
Stroll through the formal gardens, former dairy farm, and orchard and enjoy the bucolic appeal of the park.
Head into the hills for the romantic ruins of one of the most unique attractions in Connecticut.
New York photographer E. Starr Sanford built the medieval-inspired castle in 1899 as a summer retreat. The home’s unique façade features local stone, with a barely intact veranda built from imported Italian wood. The castle featured nine bedrooms, a library, and a billiard room.
The castle changed hands a few times, with the Parks family taking over in 1918. They owned the home for 70 years, naming it Hearthstone after the castle’s eight fireplaces. Despite its current sorry state, the abandoned castle strikes an imposing figure ensconced in the woods.
The city plans to create a garden within its walls, completion date to be determined.
Indoor things to do in Danbury, Connecticut
As is the case with much of the state, there are plenty of museums and indoor activities to enjoy, regardless of the weather.
13) Danbury Railway Museum
Built in 1903, downtown Danbury’s train station is now a fully restored museum.
Even if you aren’t crazy about trains, a love and appreciation of the Northeast’s rich past are all you need to find this stop fascinating. You’ll discover a collection of historically significant artifacts and an extensive rail yard with historic railroad equipment and rolling stock.
But what makes the Danbury Railway Museum a must is a chance to take a weekend ride on a historic train.
14) Demon Murder Trial Sites
Fan of the macabre or all things satanic?
Or perhaps you’re a lawyer fascinated by clever defenses?
Either way, one of the most unique things to do in Brookfield CT is to visit the site of the infamous case of 19-year-old Arne Johnson. He was tried at the Old Court House for murder, where lawyer Martin Minella entered a plea of not guilty by reason of demon possession.
The judge threw out the defense, forcing the lawyer to fall back on a more conventional self-defense argument.
Still, it remains the only case in which a demon was blamed in a court of law for a defendant’s actions.
Since nothing fantastical actually happened at the courthouse, this isn’t on the list of the most haunted places in Connecticut.
Still, it’s historically interesting.
15) Danbury Museum & Historical Society
Road trips just aren’t road trips without a few historic stops.
You can do it all in one stop at this museum consisting of five historic buildings.
The Danbury Museum & Historical Society started to save the John Rider home, constructed in 1785, from becoming the site of a gas station.
The other four buildings that the Historical Society maintains include:
- Huntington Hall
- John Dodd Hat Shop
- Little Red Schoolhouse
- The studio of famous opera singer Marian Anderson
If it’s raining and you need indoor things to do in Danbury CT this stop fits the bill.
Places to Eat in Danbury, Connecticut
As far as Fairfield County goes, Danbury has some of the most inexpensive real estate in the county.
And that makes it an ideal destination for recent arrivals to America, who bring their fantastic culinary traditions with them.
Danbury and nearby towns host some fantastic international cuisines, including:
- Middle Eastern, like Kibberia
- Vietnamese, like Pho Vietnam
- Lebanese, like Nour Lebanese Cuisine
Wineries and breweries near Danbury
Fewer developers also means more space for breweries and wineries in the area! While wineries are usually a daytime activity, breweries are high on the list of things to do in Danbury, CT, at night.
Some great Connecticut breweries near Danbury include:
- Nod Hill Brewery
- Redding Beer Company
- OEC Brewing
And to sip a glass of wine surrounded by bucolic scenery, your picks for fantastic Connecticut wineries near to Danbury are:
- White Silo Farm and Winery
- DiGrazia Vineyards and Winery
- Hopkins Vineyard
Even more things to do in Connecticut
Once you’ve finished this list, keep exploring the nearby towns, many of which are some of the most charming in Connecticut:
- New Milford
Or continue into Litchfield County for even more quaint towns and outdoor activities. Danbury is a perfect starting point for exploring romantic places in Connecticut.
If you’re planning a fall visit to Danbury and the Litchfield Hills, be sure to explore our guide to Fall in Connecticut.
Inside knowledge of the lesser-known attractions is what makes a trip to Connecticut special.