Nestled in western New Haven County, Southbury, Connecticut offers a perfect blend of small-town charm and natural beauty.
This picturesque town, with a population of around 20,000, is a hidden gem waiting to be discovered.
You’ll find plenty to explore in Southbury, from scenic hiking trails to charming local shops.
The town boasts 150 acres of hills and trails at George C. Waldo State Park, perfect for outdoor enthusiasts.
Nature lovers will appreciate the lush wetlands and dense woodland.
For those seeking a mix of relaxation and activity, Southbury has you covered.
Southbury Green offers shopping and dining options, while the town’s rich history provides a glimpse into Connecticut’s past.
Whether you’re planning a weekend getaway or a longer stay, Southbury promises a memorable experience in the heart of New England.
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How To Get To Southbury
Southbury is easily accessible from major cities in the Northeast. Here are your best options:
By Car:
From New York City, take I-84 East for about 80 miles. The drive typically takes 1.5 to 2 hours.
From Hartford, head southwest on I-84 West for about 40 miles. You’ll reach Southbury in around 45 minutes.
By Bus:
Peter Pan Bus Lines offers service from New York City to Southbury. The trip takes about 2 hours and drops you off in the town center.
By Train:
Take Metro-North from Grand Central Terminal to Waterbury. From there, you’ll need to take a short taxi ride to Southbury.
By Air:
The closest airports are:
• Bradley International Airport (BDL) near Hartford
• Westchester County Airport (HPN) in White Plains, NY
After landing, you can rent a car or take a taxi to Southbury.
Remember to check traffic conditions before your trip.
Southbury’s convenient location makes it a perfect weekend getaway from nearby cities.
What To See In Southbury
Southbury offers a blend of natural beauty and small-town charm.
Kettletown State Park is a must-visit. You can enjoy hiking, camping, and fishing at Lake Zoar.
The Shepaug Eagle Observation Area provides a unique chance to spot bald eagles in winter. Guided tours are available.
For outdoor enthusiasts, George C. Waldo State Park offers trails for hiking and horseback riding. The park’s natural beauty is stunning.
Southbury Green is perfect for shopping. You’ll find clothing, jewelry, and gifts. It’s also home to various restaurants.
Golf lovers can play a round at Pomperaug Golf Club. The course offers beautiful views and challenging holes.
Bent of the River Audubon Center is great for birdwatching. You might spot hawks and other local wildlife.
Don’t miss the Southbury Farmers’ Market for fresh local produce. It’s a great place to experience the town’s community spirit.
For a cultural experience, visit the Gloria Cachion Art Gallery. It showcases works by local artists.
Where to Stay in Southbury
If you know when you are planning to go but haven’t decided on accommodation, then use the map below to get an idea of which properties are available and to compare prices during the period you wish to travel.
Enter your proposed dates and use the ‘+’ to zoom in on a location and reveal more properties. Click on the price above a property to see more information.
(Please note that this selection will also include some vacation homes, AirBnBs, and VRBOs for those who are interested in that form of accommodation!)
History Of Southbury
Southbury, nestled in New Haven County, has a rich past dating back to the 1600s.
The town was officially incorporated in 1787, breaking away from Woodbury.
Originally inhabited by Native American tribes, Southbury transformed into an agricultural community in the 18th and 19th centuries. The Pomperaug River, which runs through the town, played a crucial role in its development.
You’ll find historic districts that showcase Southbury’s architectural heritage. The Main Street Historic District features well-preserved buildings from the 18th and 19th centuries.
Southbury’s landscape includes picturesque farms, many of which have been in operation for generations. The Platt Farm, dating back to the 1700s, is a prime example of the town’s agricultural roots.
The town’s culture is deeply rooted in its history. You can explore this heritage at the Old Town Hall Museum in South Britain, where exhibits bring the past to life.
As you stroll down Main Street, you’ll feel the echoes of Southbury’s 350-year history. The town’s commitment to preserving its past while embracing the future makes it a fascinating destination for history buffs and casual visitors alike.
Towns Near Southbury
Southbury is surrounded by charming New England towns, each with its own unique appeal. You’ll find plenty to explore within a short drive.
Woodbury, just north of Southbury, is known for its antique shops and historic homes. It’s a great place to spend an afternoon browsing for treasures.
To the east, you’ll discover Waterbury. This larger city offers museums, theaters, and diverse dining options. It’s perfect for a day trip filled with urban adventures.
Head west to Newtown for a taste of small-town charm. Its picturesque Main Street is lined with local shops and eateries.
Oxford, located southwest of Southbury, boasts beautiful outdoor spaces. You can hike trails or enjoy scenic views of the Housatonic River.
For a glimpse of academic life, visit New Haven. Home to Yale University, it offers world-class museums and vibrant cultural scenes.
Don’t miss the Litchfield Hills region to the north. This area is famous for its rolling landscapes, quaint villages, and outdoor activities.
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