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Mad for Madison County (No, Not That One)

Fall Travel Ideas, New York, Road Trips and Weekend Getaways, USA, Weekend Guides
 Not the bridges of that Madison County—but the barns, backroads, and local flavor here are just as worthy of a detour.
Not the bridges of that Madison County—but the barns, backroads, and local flavor here are just as worthy of a detour.

Content Produced in Partnership with Madison County Tourism

As one of the most common county names in America, there are at least 20 Madison Counties across the U.S., the most famous immortalized, of course, by early ‘90s pop culture media. While you won’t find many covered bridges in central New York (the books were actually set in Iowa), you will find a whole lot of other reasons to visit. So in the famous words of the Cheshire Cat, let’s see why we’re all mad for Madison County NY.

Where scenic drives feel like time travel and every farmstand tells a story—welcome to Central New York’s underrated heart.
Where scenic drives feel like time travel and every farmstand tells a story—welcome to Central New York’s underrated heart.

Madison County is technically in Central New York, but to anyone else, it’s Upstate, which really just means anything north of NYC. A quintessential New England getaway 30-minutes south of Syracuse, the area is comprised of 14 towns, a handful of villages and hamlets, and acres of sprawling farmland. Think cozy inns, historic b&bs, colorful Adirondacks, green for days, boat docks, and riding stables.

A country escape without any of the dirty work, touches of agritourism are major draws with pick your own farms and produce stands sprinkled throughout the area. Fall is the ideal time to visit as they take leaf peeping VERY seriously with weekly reports of the ever-changing hues.

Here’s just a few of the many things to do in Madison County NY.

Pumpkin patches, craft brews, and good vibes only—Critz Farms is your seasonal serotonin boost.
Pumpkin patches, craft brews, and good vibes only—Critz Farms is your seasonal serotonin boost.

Fall in Love with Fall in Madison County NY

Route 20 runs all the way across the country from Boston, Massachusetts to Portland, Oregon and is one of the area’s best scenic drives to see the leaves change. But before you hightail it out of town, there are pumpkin patches and corn mazes, ghost tours and hayrides to get you in the festive, seasonal spirit.

Critz Farms (open March through December) is a one-stop shop for fall fun. What began as a Christmas tree farm has since expanded to include pumpkins, apple picking, maple, and blueberries. While the ponies, llama, piglets, donkey, and other baby animals can entertain the kids at the petting zoo, mom and dad can sneak away to the tasting room to try all the beers and ciders made fresh on-site. For an extra sinful treat, the homemade fudge and apple cider donuts are completely indulgent and worth the calories. Families come from far and wide to waste away the day at the farm (there are always lawn games and a giant playground), but they also regularly host fun festivals throughout the year so be sure to check what special events they have going on.

Don’t miss: Some of the more unique – and sweet – sips are the ice cider and the maple cider, which pair perfectly with the extra sharp NY cheddar aged in-house.

From hazy IPAs to crisp farmhouse ales, the beer scene in Madison County NY packs a punch.
From hazy IPAs to crisp farmhouse ales, the beer scene in Madison County NY packs a punch.

Drink Up

In the late 1800s, New York State produced about 80 percent of the nation’s hops, which was mostly grown in Madison County. As you may imagine, the fertile growing region has since expanded its palate. Now there are dozens of breweries, distilleries, and wineries in the region, which are all key stops along the Central New York Food & Beverage Trail.

Craft beer in farm country hits different—especially when the hops are grown just down the road.
Craft beer in farm country hits different—especially when the hops are grown just down the road.

One not to miss is Empire Brewing Co., the largest farm brewery on the east coast. A true labor of love, every element in the tasting room has a story from the wall plastered with reclaimed wine bottles to the bricks and medallion salvaged from Haberle, the first brewery in Syracuse. They have a number of award-winning beers on tap and the food is surprisingly tasty for a bar. While the menu skews Cajun/Creole with a kick, this is still New York so pizza is a no-brainer. You’ll also want to try the “everything” pretzel (similar in spirit to an authentic New York bagel). In fall, they have a beer made with grapes (like a weird wine hybrid) and even harvest their own honey in an apiary that backs up to acres of wooded hiking and biking trails.

Pro Tip: Ask if you can go up in the secret treehouse.

Follow the sound of rushing water and thank us later—Chittenango Falls is Madison County’s most photogenic secret.
Follow the sound of rushing water and thank us later—Chittenango Falls is Madison County’s most photogenic secret.

Chase Waterfalls

Central and upstate New York is so blessed with waterfalls TLC may even consider changing their tune. Not terribly far from mighty Niagara Falls or Letchworth State Park, the “Grand Canyon of the East,” Madison County is home to Chittenango Falls, a state park with a 10,000-year-old gusher that actually rivals the height of Niagara. For a more under the radar photo op, Delphi Falls used to be a private home that was bought and donated to the county. Super accessible right from the parking lot, no hiking is required although trails will eventually be put in. Can you even imagine having this in your backyard?

Pro Tip: If you’re headed to Chittenango Falls, try to avoid the harsh midday light for photos. Plan your visit around sunrise, dusk or blue hour.

Stone Quarry Hill Art Park: Where sculptures surprise you around every bend and the landscape is the gallery.
Stone Quarry Hill Art Park: Where sculptures surprise you around every bend and the landscape is the gallery.

Get a Spot of Culture

Stone Hill Quarry Art Park was named one of the world’s best-hidden travel gems by National Geographic, and once you see it, it’s hard to disagree. The sculptures are  built into the landscape, meant to eventually disintegrate back into the earth. There are over 100 works spread over four miles of trails with snowshoeing and cross-country skiing encouraged in winter. Also on site is the home of founder Dorothy Reister, which is on the National List of Historic Places.

Don’t Miss: The “secret garden” which has a clubhouse / hobbit house and Stacks, a sculpture depicting fallen trees deteriorating into books. Said to represent that the end of the story is unknown, it’s all very meta.

Just down the road from Lorenzo’s grandeur sits Madison County’s one and only covered bridge—a rustic relic that perfectly balances all that highbrow history with a little backroad charm.
Just down the road from Lorenzo’s grandeur sits Madison County’s one and only covered bridge—a rustic relic that perfectly balances all that highbrow history with a little backroad charm.

See Madison Country NY’s One Covered Bridge

Lorenzo State Historic Site was the town founder’s old house. It may not involve a love story, but it can provide a quick history lesson of the area. A neoclassic mansion home to five generations, the sprawling 87-acre property overlooking Cazenovia Lake was one of central New York’s earliest settlements. You can tour the schoolhouse, arboretum, and gardens.

 Nature’s version of slow travel—just you, a paddle, and a playlist of birds and breeze.
Nature’s version of slow travel—just you, a paddle, and a playlist of birds and breeze.
Kayaking in Madison County: peaceful paddles, glassy lakes, and just enough effort to earn that post-adventure snack.
Kayaking in Madison County: peaceful paddles, glassy lakes, and just enough effort to earn that post-adventure snack.

Work up a Sweat

Open space is Madison County’s greatest resource and there are dozens of trails to stretch your legs. Personally, I preferred taking advantage of the area’s glassy lake. Morse Kayak Rentals offers hourly kayak and SUP rentals. Boats and boards are delivered right to your doorstep for a true bespoke outdoor adventure.

The Brewster Inn: Lakeside luxury with a splash of vintage glam—come for the view, stay for the wine list.
The Brewster Inn: Lakeside luxury with a splash of vintage glam—come for the view, stay for the wine list.

Stay, Play & Indulge: The Brewster Inn

The Brewster Inn’s twinkling lights and turrets are the picture-perfect lake escape. Founded in 1890 by John Brewster, John Rockefeller’s partner in Standard Oil, this was his personal summer home. Now a country inn, both the main house and coach house appear frozen in time with touches like rotary phones, fireplaces, and sitting rooms with roof access for prime sunset viewing over the dock.

Their on-site restaurant is a favorite of the Baldwin family. They have won numerous awards, primarily for their expansive wine cellar, which features a collection of 2-3k bottles valued at an estimated half a million dollars. The seafood is all locally sourced from the east coast so go crazy and try one of everything (most entrees come in half portions in case it’s too tough to choose). Don’t miss the oysters topped with ahi tuna and chimichurri, freshly baked pies, and 30 flavors of homemade ice cream.

Things to do in Madison County NY Will Surprise You

Madison County, New York, isn’t just a dot on the map—it’s a tapestry of rolling hills, historic villages, and hidden gems waiting to be discovered. Whether you’re sipping craft cider at Critz Farms, exploring the cascading beauty of Chittenango Falls, or uncovering local history in Peterboro, prepare to be charmed by the unexpected delights of Central New York.

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Everything to do in Madison County, New York. Upstate New York.
Everything to do in Madison County, New York. Upstate New York.

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Tags: central new york, central ny, cny, fall, madison county, madison county ny, madison new york, madison nyc, new york, syracuse, syracuse area, things to do in syracuse, things to do in upstate new york, upstate new york, upstate ny, USA
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Lauren Monitz

About Lo

When my third grade teacher told me I should be a writer, I laughed because that was so basic. After all, my best friend was aspiring to be a princess. Lo and behold, 20 years later, here I am, biting my tongue.

A Chicago native, a Denverite by choice, and now an accidental Texan, I've made it my mission to see as much of the world as possible because life is short, but sweet for certain. Subscribe to follow the (mis)adventures.

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