Weston, Connecticut is a hidden gem in Fairfield County that offers a unique blend of rural charm and sophistication. Just 45 miles from New York City, this picturesque town is perfect for a relaxing getaway.
You’ll find plenty of outdoor activities, historic sites, and a peaceful atmosphere that makes Weston one of the most idyllic communities in the area.
As you explore Weston, you’ll discover beautiful natural landscapes and a tight-knit community vibe. The town center, known simply as “The Center” by locals, is the heart of Weston.
Here you can shop at local stores, grab a bite to eat, or just soak in the small-town atmosphere. Nature lovers will enjoy the many parks and trails perfect for hiking and outdoor recreation.
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How to Get to Weston
Weston is a charming town in Fairfield County, Connecticut. You have several options to reach this picturesque destination.
By car, Weston is easily accessible from major highways. From New York City, take I-95 North and then merge onto Route 15 North.
The drive takes about 1 hour and 20 minutes.
If you prefer public transportation, take a train from Grand Central Terminal to Westport station. From there, you can take a taxi for a short ride to Weston.
For those flying in, the nearest airports are:
- Westchester County Airport (HPN)
- LaGuardia Airport (LGA)
- John F. Kennedy International Airport (JFK)
From these airports, you can rent a car or use a ride-sharing service to reach Weston.
Once in the area, consider staying at the EVEN Hotel Norwalk, just a short drive from Weston. This IHG hotel offers a comfortable base for exploring the region.
Remember to check traffic conditions before your trip, especially if traveling during peak hours. With these options, you’ll be enjoying Weston’s natural beauty in no time!
What to See in Weston
Weston offers a blend of natural beauty and historic charm. You’ll find plenty to explore in this quaint Connecticut town.
Devil’s Den Preserve is a must-visit. It’s the largest nature preserve in Fairfield County, perfect for hiking and spotting wildlife.
For art lovers, Weir Farm National Historic Site awaits. This former home of American Impressionist painter J. Alden Weir now serves as a national park dedicated to American painting.
Lachat Town Farm offers a taste of rural life. You can join workshops, explore gardens, and even meet farm animals.
Outdoor enthusiasts will enjoy Trout Brook Valley Preserve. Its trails wind through forests and meadows, offering scenic views.
For a peaceful retreat, visit Saugatuck Reservoir. It’s ideal for fishing or simply enjoying the serene water views.
Weston’s town center, though small, has charming shops and eateries. You’ll find unique gifts and tasty local treats.
Remember to check event calendars. Weston often hosts seasonal festivals and cultural events that showcase local talent and traditions.
Where to Stay in Weston
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 Weston
Weston has a rich history dating back to the 18th century. The town was settled in 1738 and officially incorporated in 1787.
Originally part of Fairfield, Weston developed its own identity as a rural farming community. The area’s natural resources, including the Saugatuck and Mill rivers, provided water power for early industries.
You’ll find traces of Weston’s past at the Coley Homestead. This historic property, now managed by the Weston Historical Society, offers a glimpse into 18th-century life.
The Weston Historical Society, founded in 1961, plays a crucial role in preserving the town’s heritage. You can explore their collections and exhibitions to learn more about local history.
Today, Weston maintains its small-town charm while being just an hour from New York City. The town is known for its excellent schools, expansive nature preserves, and tight-knit community.
As you explore Weston, you’ll notice its commitment to preserving its rural character. The town’s zoning regulations have helped maintain large lot sizes and protected open spaces.
Towns Near Weston
Weston is surrounded by charming New England towns, each with its own unique character. You’ll find plenty to explore within a short drive.
Westport borders Weston to the south. This vibrant coastal town offers beautiful beaches and a thriving arts scene.
You can enjoy shopping on Main Street or catch a show at the Westport Country Playhouse.
Just east of Weston lies Wilton. This picturesque town features historic districts and nature preserves.
You’ll love strolling through Wilton Center or hiking the trails at Weir Farm National Historic Site.
Redding sits to the north of Weston. It’s known for its rural charm and outdoor recreation.
You can fish in the Saugatuck River or explore Putnam Memorial State Park.
To the west, you’ll find Easton. This small town boasts farms, orchards, and reservoirs.
You can pick your own fruit at Silverman’s Farm or go hiking at Aspetuck Valley Apple Barn.
Fairfield is a short drive southeast of Weston. This coastal community offers five beaches and a lively downtown area.
You can relax on Jennings Beach or tour the Fairfield Museum and History Center.
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