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Writer's pictureHudson Valley Happenings

The Ultimate Hudson Valley Fall Foliage Road Trip Guide: Westchester, Hudson Valley, and the Adirondacks

It’s officially fall, which means one thing in the Hudson Valley: leaf-peeping season! If you're ready to plan the perfect fall road trip, complete with jaw-dropping views, cozy spots to eat and drink, and all the vibrant colors your camera can handle, you’ve come to the right place. This guide takes you through three stunning regions—Westchester, the Hudson Valley, and the Adirondacks—each with five must-visit spots to see the best fall foliage, plus places to grab a fall cocktail or bite along the way. Whether you’re hiking, sipping wine, or cruising scenic roads, these trips have everything you need for a perfect autumn day.

Hudson valley Fall

Westchester County Fall Foliage Road Trip


Start your journey just north of New York City in Westchester County. Known for its mix of charming villages, historic estates, and sprawling parks, Westchester is the perfect spot to kick off your fall road trip. With vibrant foliage and peaceful trails, this itinerary offers scenic views and tasty bites along the way.


Hudson Valley Fall

1. Rockefeller State Park Preserve

Begin your adventure at Rockefeller State Park Preserve, where wide trails and golden-hued trees set the scene for a peaceful morning walk. You’ll want to stop often to take in the expansive views of the rolling hills.


Tip: Afterward, head over to Mima Vinoteca in Irvington for a cozy Italian lunch. Their warm ambiance and seasonal dishes will kickstart your fall foodie vibes.


2. Croton Gorge Park

Make your way to Croton Gorge Park, where the towering Croton Dam steals the show. The combination of the dam and fall foliage is perfect for a picnic or a quick stop for some stunning photos.


3. Kykuit (John D. Rockefeller Estate)

Next, visit the iconic Kykuit estate. Take a tour of this historic Rockefeller family home, and enjoy the panoramic views of the Hudson River and the beautifully landscaped grounds, all framed by fall colors.


4. Ward Pound Ridge Reservation

Head up to Ward Pound Ridge Reservation for a more rugged nature escape. This spot offers miles of trails that wind through dense forests, with plenty of peaceful fall foliage viewing along the way.


5. The Whitlock (Katonah)

End your Westchester journey with a seasonal dinner at The Whitlock in Katonah. This farm-to-table restaurant serves local, autumn-inspired dishes and cocktails. The cozy setting makes it a perfect final stop after a day of exploring.




Hudson Valley Fall Foliage Road Trip


The Hudson Valley is one of the most iconic spots for fall foliage, blending natural beauty, historic sites, and small-town charm. This road trip will take you through colorful landscapes, picturesque wineries, and hidden gems.



Storm King

1. Storm King Mountain via Route 9W

Start your Hudson Valley road trip with a scenic drive up Storm King Mountain via Route 9W. Stop at the many scenic overlooks to admire the bright reds, oranges, and yellows, with the Hudson River gleaming below.


Pit Stop: Grab a hearty breakfast at Jones Farm in Cornwall before heading up the mountain. They serve local favorites like fresh cider donuts and farm-to-table breakfast plates.


2. Shawangunk Wine Trail

Next, head to the Shawangunk Wine Trail, where you can sip on local wines while enjoying the fall foliage. Don’t miss Benmarl Winery, known for its stunning views of the valley.


3. Minnewaska State Park Preserve

For a bit of outdoor adventure, hike through Minnewaska State Park Preserve. The views from the top are breathtaking, and the fall colors reflect beautifully off the lake.


4. Catskill Mountain Railroad (Kingston)

All aboard the Catskill Mountain Railroad! This vintage train takes you through the heart of the Catskills, where the fall foliage will surround you at every turn. The “Pumpkin Express” ride even lets you take home a pumpkin.


5. Hudson House Distillery (West Park)

Wrap up your day at Hudson House Distillery in West Park. This distillery is housed in a historic building along the river, and they serve creative fall cocktails in a beautifully restored setting. Sip a whiskey cocktail while you watch the sun set over the Hudson.




Adirondacks Fall Foliage Road Trip


Upstate in the Adirondacks, fall feels even more intense with mountain ranges covered in red, orange, and gold. This road trip is all about outdoor adventures, mountain views, and cozy lakeside stops.


Upstate NY

1. Adirondack Scenic Railroad

Kick off your trip with a ride on the Adirondack Scenic Railroad. You’ll slowly wind through the mountains, with each bend revealing new breathtaking views of the fall foliage.


2. Lake Placid

Drive over to Lake Placid, where you can explore this charming town and take in the views of Mirror Lake, framed by the colorful trees. Rent a canoe or paddleboard to enjoy the foliage from the water.


Lunch Stop: Stop for lunch at Smoke Signals for BBQ with a view of the lake, all while surrounded by the stunning Adirondack scenery.


3. Whiteface Mountain

For an unforgettable fall experience, ride the gondola up Whiteface Mountain. The panoramic views of the Adirondacks covered in fall colors are unbeatable. For a bit more adventure, hike one of the high peaks for a more immersive experience.


4. The Wild Center (Tupper Lake)

Continue to The Wild Center, where their Wild Walk—a series of bridges through the treetops—gives you a bird’s-eye view of the vibrant fall leaves. It’s both fun and educational, and a great stop for families.


5. Top of the Falls (Old Forge)

End your Adirondack adventure at Top of the Falls in Old Forge. This hidden gem offers cozy cocktails by the fire and a relaxed, rustic atmosphere—perfect after a day of exploring.




Larie’s Ending Thoughts


This is what fall dreams are made of—three road trips packed with vibrant colors, cozy spots to eat and drink, and unforgettable views. Whether you're cruising along Storm King Mountain or sipping cider at a distillery, each stop brings something unique to your autumn adventure. Grab your flannels, charge your phone for all those Instagram pics, and hit the road. Trust me, these fall trips are the thing to do in the Hudson Valley and beyond this season.



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