Nestled in the heart of New England, Woodbury, Connecticut is a hidden gem waiting to be explored. This charming town offers a perfect blend of history, culture, and natural beauty.
You’ll find over 50 antique dealers, making Woodbury a treasure hunter’s paradise.
As you stroll down Main Street, you’ll be transported back in time. The town’s well-preserved 18th and 19th-century buildings showcase classic New England architecture.
Woodbury’s rich history dates back to the 17th century, giving you plenty to discover.
Nature lovers will appreciate the town’s scenic landscapes. You can hike through lush forests, picnic by serene lakes, or simply enjoy the peaceful countryside.
Woodbury’s small-town charm and proximity to larger cities make it an ideal destination for a relaxing getaway or a base for exploring Connecticut.
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How To Get To Woodbury
Getting to Woodbury is easy. You can drive, take a bus, or use a combination of train and taxi.
If you’re coming from New York City, it’s about a 2-hour drive. Rent a car and take I-95 North, then CT-8 North.
Bus service is available from major cities. Check schedules and book tickets online for a budget-friendly option.
For train lovers, take Metro-North to Waterbury station. From there, grab a taxi for the short ride to Woodbury.
Once in town, you’ll find comfortable hotels like the Litchfield Inn. Many offer fitness centers and complimentary breakfast.
Woodbury is in beautiful Litchfield County. It’s known for antique shops and scenic views.
What To See In Woodbury
You’ll find plenty to explore in Woodbury, known as the Antiques Capital of Connecticut. Main Street is lined with charming historic homes and numerous antique shops.
Don’t miss the Glebe House Museum, featuring a beautiful Gertrude Jekyll Garden. It’s a perfect spot to admire 18th-century architecture and landscaping.
Nature lovers should visit Flanders Nature Center. You can hike trails, observe wildlife, and enjoy scenic views of the Litchfield Hills.
For antique enthusiasts:
- Main Street Antique Center
- Mill House Antiques
- Shop Cathy B
Unique shopping experiences:
- Woodbury Pewter (handcrafted metalwork)
- Soulbury Cultural Gifts Store (local artisan items)
Hungry? Try these local favorites:
- John’s Café (casual dining)
- 1754 House (upscale restaurant in a historic inn)
As you stroll down Main Street, you’ll be surrounded by well-preserved colonial and federal-style buildings.
It’s like stepping back in time while enjoying modern amenities.
Remember to bring your camera. Woodbury’s scenic beauty and historic charm offer countless photo opportunities.
Where to Stay in Woodbury
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 Woodbury
Woodbury’s roots stretch back to 1659 when it was known as Pomperaug Plantation. The town was officially established in 1673, making it one of the oldest settlements in Litchfield County.
As you explore Woodbury, you’ll be surrounded by rich colonial history. The town’s Main Street follows an ancient Native American trail, offering a glimpse into its pre-colonial past.
Woodbury’s architectural heritage is a testament to its long history. You’ll find beautifully preserved colonial homes and stunning examples of Greek Revival architecture dotting the landscape.
The First Congregational Church, established in 1670, stands as one of the oldest churches in Connecticut. Its presence reflects the deep religious roots of early American settlers.
Don’t miss the Old Town Hall and Masonic Temple, both important landmarks that showcase Woodbury’s civic development over the centuries.
Towns Near Woodbury
Woodbury is surrounded by charming New England towns worth exploring. You’ll find plenty of quaint destinations within a short drive.
Watertown is just a few miles north. This picturesque town offers scenic parks and historic sites to discover.
Head east to Waterbury, Connecticut’s fifth largest city. You can visit fascinating museums or catch a show at the historic Palace Theater.
Southbury lies to the southwest. Stop by to enjoy its rolling hills, farms, and antique shops.
For lakeside views, drive northwest to Morris. There you’ll find Bantam Lake, the largest natural lake in Connecticut. It’s perfect for boating, fishing, or relaxing on the shore.
Bethlehem, just northeast of Woodbury, hosts a popular Christmas Town Festival each December. The festive event draws visitors from all over.
Get a discount of 15% to 70% on accommodation in Litchfield County! Look for deals here:
Litchfield County Hotels, Apartments, B&Bs
