Aside from pumpkin spice, there are few things Millennials equate closer with fall than apple picking in Connecticut.
After all, it certainly feeds into the charm of exploring fall activities in the Land of Steady Habits.
I’m going to bow to the demands of guests and confirm, there are a lot of opportunities for apple picking in CT.
I admit I’ve done it more than a few times, and visiting any number of Connecticut apple orchards is a pleasant way to spend an afternoon in CT in the Fall.
For our favorite places for apple picking in CT as well as other things to do in Connecticut and nearby, be sure to download a free copy of our Connecticut Travel Guide.
Anyway, some good apple orchards in Connecticut as well as near Stanton House Inn in downtown Greenwich include:
Top Orchards for Apple Picking in Connecticut
I must warn you, however, that like Connecticut maple syrup tapping, many Connecticut orchards are a bit of a drive from Greenwich.
Most of the land down this way has been turned into expensive Greenwich mansions, so you need to drive a ways from our environs.
But the farther you go from the City, the less crowded the farms become.
It’s great for the farmers to have their apple orchards overflowing with people. But it’s not so good for the visitors who start to feel like apple-munching sardines.
Or maybe puffy vest-wearing cattle.
When is the best month to go apple picking?
Most people go apple picking in CT from September through October. Apple picking orchards open their fields starting in July, but even August is a little too early.
And too hot, in some years.
Meanwhile, November can be too cold. Plus, there won’t be many apples left by then, if any.
The most popular months are September and October. Guests often equate apple picking with fall and October.
In many cases, September is less busy. Likely because it hasn’t even crossed people’s minds yet while sitting by a pool or at one of the top Connecticut beaches.
Connecticut Orchards for Apple Picking in Fairfield County
While most of the Gold Coast of Connecticut is densely settled, the outer reaches of the county still have pockets of agrarian life.
And there, closer to the Housatonic River, you will find some of the best apple picking in Connecticut.
1) Beardsley’s Cider Mill and Orchard, Shelton
Beardsley’s Cider Mill and Orchard in Shelton, Connecticut is about an hour’s drive away, but has a wide array of apples to choose.
The variety extends the apple picking season from mid-September (when they open for pickers) until the apples run-out, usually late October or early November.
For those wishing to avoid rainy weather (or don’t want to be bothered to pick the stuff), they also have a cider mill open until December 24th. There, visitors can watch the pressing process converting apples to cider.
This is also the place to buy lots of apple-related and other local products including:
- Farm-baked goods
- Apple cider donuts
- Maple syrup
- Local honey
- Fruit butter
Call ahead to find-out what varieties are ready for you to pick at 203-926-1098.
2) Silverman’s Farm, Easton
Silverman’s Farm is located in Easton, Connecticut and is about a 45 minute drive from Stanton House Inn. This farm features a gift shop, snacks and refreshment stand, petting zoo, farm animals, and sometimes hayrides in addition to apple-picking in September.
Call ahead to find-out what they’re offering on any given day at 203-261-3306.
In other seasons, Silverman’s Farm offers pick your own: peaches, blueberries, raspberries, even vegetables.
3) Blue Jay Orchards, Bethel
Just outside of Danbury, Connecticut, in P.T. Barnum’s hometown, is another top pick on the list of Connecticut apple picking.
This staple in the charming Bethel community is family-owned and has been in business longer than anyone alive can remember.
Other attractions at Blue Jay Orchards besides their apple orchards include a fun hayride, plus a beehive behind the farm store. It’s set-up to allow close observation of a bee community’s inner workings, without the danger of stings.
And their cider donuts. Don’t miss those.
And come back for pumpkin picking later in the fall. Or come in October with everyone else and knock both out in one action-packed day.
Connecticut River Valley Apple Orchards and Farms
West of the Housatonic is the New Haven metropolitan area.
But calling it that makes towns like Guilford and Middlefield sound far more urban than they are.
The farms in this area have been operating for close to a century or more.
4) Lyman Orchards, Middlefield
A fall visit to Lyman Orchards in Middlefield is like visiting a fall festival.
Be prepared with plenty of cash to pay your way, but the various attractions and activities on their spacious property are worth it:
- Corn maze
- Apple picking
- Pear picking
And their baked goods, especially their pies, and apple cider is famous throughout the state.
Lyman Orchards is a little over an hour drive from downtown Greenwich.
But two of the best wineries in Connecticut, Gouveia Vineyards and Paradise Hills Vineyard, are close-by for an after-picking aperitif.
5) Bishop’s Orchards, Northford & Guilford
Located about an hour’s drive from Greenwich in bucolic Northford, Bishop’s Orchards is a major draw during the fall harvest season.
The apple orchards are located in Northford, with many more attractions spread between the business’s two locations.
Aside from the orchards, this destination also features a creamery, winery, and farm market.
Other produce you can pick throughout the season include:
The website for Bishop’s Orchards features a calendar to help you know when produce will be ready for the picking.
The Best Connecticut Apple Picking near Mystic
Autumn seems to be the most perfect time to visit Mystic.
And on your lengthy list of activities, attractions, and things to do in Mystic, Connecticut, be sure to add a fun apple orchard or two.
6) Holmberg Orchards, Gales Ferry
Just a 22-minute drive north from Mystic along the Thames River, is one of the top apple orchards in Connecticut.
Holmberg Orchards has been in operation since 1896, when Swedish immigrants Adolph and Hulda Holmberg started tilling the land.
What started as a vegetable operation has changed lives many times before diversifying to the enterprise it is today.
Aside from apple picking, this farm also features hayrides and an abundant farm market.
But one of the newest additions is also one of the most compelling: their wine and hard cider operations.
One of the most unique attractions in southern Connecticut is their wine maze. Get lost in their corn maze, with hard cider and wine tastings scattered throughout.
Sound quirky? It is, but very fun.
Top Connecticut Apple Orchards in Litchfield County
Of course the green foothills of the Connecticut Berkshires is where farms and orchards abound.
Tack an apple orchard on to your Connecticut fall foliage driving route through one of the most charming corners of the entire state.
Added benefit: while many farms closer to the Connecticut shoreline have century-old histories, Litchfield cannot be beat.
Some of the farms in the Northwest corner of the state have been in operation longer than the United States of America!
7) Ellsworth Hill Orchard & Berry Farm, Sharon
Small, unassuming, Ellsworth Hill Orchard was the site of the first naturally pink pumpkin. It was harvested in October of 2001.
This has nothing to do with apple picking of course, just a fun fact.
Aside from the usual fall activities here of apple picking, hot cider donuts, and a corn maze; Ellsworth Hill Orchard also has a vintage train display.
8) Averill Farm, Washington Depot
Washington Depot is worth a visit, whether you’re into apple picking or no.
This is one of the most charming towns in Connecticut, and was a source of inspiration for Stars Hollow of Gilmore Girls fame.
But Averill Farm is worth visiting to experience some historic apple picking.
This is a tenth-generation farm, with members of the Averill family operating it in one form or another since 1746.
9) Burdick Road Orchard, New Hartford
Burdick Road Orchard slightly edges-out Averill Farm for history.
The Marsh family first started Burdick Road Farm in 1730. The current operators have been here since 2001.
The Connecticut Trust for Historic Preservation, labelled their dairy barn, built in 1895 with beams from an early 1800s barn, one of the most historically significant barns in the entire state.
Besides apple picking, visitors can purchase handcrafts and baked goods.
And take a picture or two with their bright red tractor.
Apple Picking Orchards in Westchester County, NY
While obviously not in Connecticut, there are several great apple orchards in Westchester County. And they are just as close if not closer than some of the top Connecticut apple orchards.
In relation to Greenwich, anyway.
And historically speaking, Connecticut Yankees were the first Europeans to settle this part of New York State.
And Connecticut almost went to blows with New York in the Colonial era to keep this part of the Hudson Valley in their control.
So, upper New York definitely has a New England-feel to it.
Upper Westchester County still has some large rural patches that are gorgeous to bike or drive through, especially in the fall.
10) Harvest Moon Farm and Orchard
Over in Westchester County, New York is Harvest Moon Farm and Orchard in North Salem.
This farm offers a wide variety of seasonal and locally-grown fruits, vegetables, eggs, turkeys, and apple cider from their own mill.
Visit any weekend between Labor Day and Halloween to take advantage of their gift shop, concessions and refreshment stand, picnic area, face painting, pony rides, petting zoo with farm animals, and even a Bounce house for the kids!
As they’re on this list, they obviously offer apple-picking in September and October. Call ahead to find-out what’s available at one of best options for apple picking near NY at 914-485-1210.
11) Outhouse Orchards
Outhouse Orchards in North Salem, NY is also worth a visit, as it’s another pick your own farm. It also offers a pumpkin patch and corn maze while you’re there.
So, which is the best apple orchard in Connecticut?
This writer has been to most of the apple orchards on this list at one point or another.
And they’re all great, so let the decision fall to where you want to wind-up afterwards.
Planning a Mystic getaway? Then you know where to go.
Hit the Litchfield orchards if you’re planning a fall foliage trip.
Or just hit the apple orchards in Fairfield County or near New Haven if it’s all about enjoying some fall activities down on the farm.
Speaking of which, all of this is only about an hour drive or train ride away from New York City to Greenwich, CT.
How to Avoid Apple Picking in CT (But Still Get Some Connecticut Apples)
If you’re not feeling picking your own apples but want some fresh ones and other fresh produce, you can also hit up the Greenwich Farmers Market.
Updated and republished March 25, 2021