Connecticut

Here are the 10 Most Epic Drives to Do This Fall in Connecticut

Published

2 years ago

October 2, 2024

Sarosh

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Fall Here is Everything

Fall in Connecticut is like stepping into a real-life postcard. With the trees showing off their fiery reds, oranges, and yellows, it’s prime time to hit the road and take in all those autumn vibes.

Whether you’re into winding back roads or scenic coastal routes, Connecticut’s got you covered for those weekend escapes. So, grab a coffee, roll the windows down, and let’s take a ride.

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Litchfield Hills Loop

If you’re into classic New England scenery, Litchfield Hills is the perfect place to start. This 105-mile loop takes you through charming towns like New Milford, Kent, and Litchfield. The route is filled with rolling hills, historic churches, and, of course, insane fall foliage.

Swing by Kent Falls State Park for a quick hike and check out the waterfall, which is like Mother Nature showing off at this point. Pro tip: Stop at a local farm stand for cider and donuts. It’s basically mandatory.

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Merritt Parkway

For those who want a mix of history and scenery, the Merritt Parkway is a must. Running from the New York state line to Milford, this drive is famous for its charming, old-school bridges and tree-lined roads.

You’re cruising through a living time capsule of the 1930s, but with Wi-Fi (hopefully). The best part? The foliage lights up the road like something out of a movie. It’s only 37 miles, but every mile is packed with fall goodness.

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Route 169

If you’re into that small-town, untouched-by-time vibe, Route 169 is your go-to. Stretching from Lisbon to the Massachusetts border, this 32-mile drive is as scenic as it gets.

You’ll pass by white steeple churches, colonial homes, and farms that look like they’ve been plucked straight out of a history book. Don’t forget to stop in Woodstock, where you can visit Roseland Cottage, a Victorian-era mansion that’s all kinds of quirky.

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Connecticut River Scenic Byway

Take a trip along the Connecticut River, one of the most picturesque spots in the state. This byway stretches from Old Saybrook to the Massachusetts border and has some of the most stunning views of the river flanked by glowing fall trees.

Make sure to stop in Essex, one of the prettiest small towns in America (no, really, it’s been voted that). While you’re there, hop on the Essex Steam Train for a nostalgic ride through the autumn landscape. You won’t regret it.

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Route 7

If you’re down for a longer trip, take Route 7, which runs through Fairfield County and beyond. It’s a 78-mile scenic ride that will have you passing through the Housatonic Valley, with its rolling hills and historic covered bridges.

Hit up Kent, a small town known for its charming boutiques and art galleries, and don’t skip the famous Kent Falls State Park for a quick waterfall selfie. Route 7 serves up those classic New England fall vibes you’ve been dreaming of.

Long Island Sound boardwalk with a father and daughter in daytime

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Shoreline Route (US Route 1)

For those who prefer coastal views with their fall foliage, the Shoreline Route is your answer. Running along Long Island Sound, this drive connects charming coastal towns like Madison, Guilford, and Old Saybrook.

The combo of autumn leaves and ocean breezes is something you just don’t want to miss. Stop at Hammonasset Beach State Park in Madison for a peaceful walk along the beach — because who says the beach is only for summer?

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Mohawk Trail

Looking for a ride that mixes history with epic views? Head to the Mohawk Trail, where you’ll climb Mohawk Mountain, the highest peak in the western part of the state. The views are next-level, especially when the trees are in full fall mode.

While you’re there, check out the White Memorial Conservation Center in Litchfield for a quick hike or some wildlife spotting. It’s 25 miles of twisty roads and unforgettable landscapes.

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Salmon River Scenic Byway

For a drive that’s a little more off the beaten path, try the Salmon River Scenic Byway. This 20-mile route runs through East Hampton and Colchester, with plenty of places to pull over and take in the scenery.

Day Pond State Park is a great stop for a fall picnic, and if you’re up for it, the Air Line State Park Trail offers a flat, easy hike along an old railroad bed with some amazing views of the Salmon River. It’s the perfect mix of fall colors and peaceful vibes.

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Route 44 to Canaan Valley

Head north on Route 44 to reach Canaan Valley, a place that feels like it’s straight out of a fall painting. This drive takes you through some of the state’s most stunning mountain views, with plenty of farms and orchards along the way.

Make sure to stop at Beckley Furnace, a historic iron-making site with a waterfall nearby that’s perfect for a fall photo op. By the time you hit the Canaan Valley, you’ll feel like you’ve time-traveled to a simpler, leafier time.

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Scenic Route 169

If you want a drive that’s not only epic but also listed as a National Scenic Byway, Route 169 should be on your radar. This route winds through Connecticut’s Quiet Corner, where you’ll find some of the state’s best-kept secrets like Pomfret and Brooklyn.

The rolling hills, farmhouses, and forests practically beg for a fall photoshoot. And if you need a little fuel for your journey, stop by The Vanilla Bean Café in Pomfret for some cozy, fall-inspired eats.

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Fall Won’t Wait For You

So there you have it – the 10 most epic fall drives in Connecticut. Whether you’re cruising through mountains, coastal roads, or charming small towns, you’ll be knee-deep in those autumn vibes.

And hey, it’s way easier than raking all those leaves. So, grab your playlist, maybe a pumpkin spice latte (no shame), and hit the road for some seriously scenic driving. Fall’s not waiting for anyone, so get moving.