This historic spot in White Hills, Shelton, has been a family tradition since 1849. Imagine sprawling apple orchards with 13,000 apple trees! The charm of Beardsley's extends beyond apple picking; they also feature a charming cider mill where you can watch the age-old process of apple cider making and even sample their delicious fresh cider. At Beardsley’s Cider Mill & Orchard, the weekends are your apple-picking playground!   

Bishop's Orchards in Guilford, Connecticut, isn't your ordinary orchard; it's a local institution cherished for over 150 years. Nestled in the heart of Guilford, this is a must-visit destination for apple enthusiasts. Here, you can hand-pick your favorite apples straight from the trees and then explore their bustling farm market, offering an array of fresh produce, delectable baked goods, and irresistible apple cider. 

A visit to Lyman Orchards is a cherished fall tradition for locals and visitors alike. The quintessential New England apple-picking destination captures everything we love about autumn in Connecticut! Lyman’s Orchards sprawls across acres of picturesque countryside and overlooks the Connecticut river. Apple picking with a view? Sign us up! Beyond apple picking, Lyman Orchards offers a range of family-friendly activities, including corn mazes, and a charming farm market stocked with fresh produce, homemade pies, and their famous apple cider donuts. But wait, there's more! These folks aren't your run-of-the-mill farm; they're award-winning champions, claiming the title of CT Magazine's Best Pick-Your-Own Farm in Connecticut and ranking among the Top 10 Apple Picking Spots in the entire U.S.  

At Rogers Orchards, the fun never stops, especially during the fall season! From apple-picking adventures that'll have you reaching for the stars (or at least the juiciest apples) to hayrides that'll put a bounce in your step, and of course, pumpkin-picking extravaganzas. It's no wonder families and folks of all ages flock here to savor the absolute joy of autumn's bounty! Rogers Orchard has pick-your-own apples open for visitors on Fridays, Saturdays, and Sundays from 10 a.m. to 5 p.m. 

Looking for a tranquil and authentic apple-picking experience in Connecticut? We’ve got you covered! This hidden gem, nestled in the scenic countryside, offers a serene setting where visitors can hand-select a variety of apples while enjoying breathtaking views of the surrounding hills. We love Belltown Hill Orchards commitment to sustainable farming practices, ensuring that the apples you pick are not only delicious but also grown with care for the environment. The Pick-Your-Own fields are open until late October, featuring a whopping selection of over 24 juicy apple varieties. The orchard also boasts a charming farm market where you can find freshly baked pies, local honey, and other delectable treats. 

March Farm, a beloved fourth-generation family farm, offers an inviting blend of seasonal Pick Your Own berries and fruits along with a variety of family-friendly activities.The farm offers seasonal attractions such as the Olympic-themed Corn Maze and scenic wagon rides through the Hilltop orchards on weekends. The pre-picked pumpkin yard features carving and sugar pumpkins for fall festivities. Food lovers will appreciate the weekend offerings from local vendors, including March Farm Snack Shack’s grilled cheese and hot dogs, Tilden Seafood’s lobster rolls, and CC’s Chocolate’s caramel apples. For drinks, The Mobile Pub provides a full bar. Live music enhances the weekend experience with performances scheduled on Saturdays and Sundays. With so many activities and attractions, there’s always something engaging happening at March Farm. 

Castle Hill Farms (Newton Borough, CT)

One of the most picturesque farms we’ve ever visited. Castle Hill Farm offers hayrides, a farm stand with fresh Connecticut-grown produce from local vendors in the community, an EPIC corn maze, special events, and so much more! Castle Hill Farm is known for its legendary Corn Maze. This maze is a long-standing Connecticut fall tradition that you won't want to skip out on. The maze spans SEVEN acres and each year they create a completely new maze. We are so excited to see what design they are doing this year!! On Top of the epic maze the farm also offers over 40 different varieties of pick your own pumpkins— making Castle Hill Farm an ideal stop for all things Fall! ** They were just voted one of the TOP 35 pumpkin patches in the US according to Yelp!!** 

Pro tip: If you get the chance to explore the Corn Maze, halfway through is a wagon observation deck where you can get a glance of the whole farm!

Silvermans Farm (Easton, CT)

We grew up on Silverman’s cider… annnd we STILL can’t drive by this iconic destination without stopping to snag an apple cider sippy cup (if you know, you KNOW)! Let’s just say, it’s not Fall until we’ve made a trip to Silverman’s! 

With twenty different varieties of pick your own apples (good luck making a decision), endless varieties of pumpkins to choose from, a fun petting farm, hayrides, and a full-blown farm stand that also offers fruits and veggies in the spring and summer… This family-owned farm is your one-stop shop for all things Fall. Silverman's Farm is all about that family-friendly atmosphere, meaning everyone from the littlest-locals to the grown-ups can join in the adventure.  

Averill Farm (Washington Depot, CT)

Experience the charm of a tenth-generation family farm nestled atop the stunning hills of Northwest Connecticut's Litchfield Hills. Beyond the apple orchards, Averill Farm offers visitors the opportunity to explore their charming farm stand, where you can find an array of fresh produce, homemade jams, and apple cider pressed on-site. It's a delightful stop to stock up on local goodies. 

Benedicts Home & Garden (Monroe, CT)

Corn mazes, hayrides, and hay-barrel tunnels OH MY! Benedict's Home and Garden is the perfect place for fall festivities and goodies. Tucked away on a side street in Monroe, Benedicts may look like just a garden store from the outside, but you will quickly learn that it is so much more! This community-driven garden center is a fall oasis, offering a vast variety of pumpkins, gords,  hay-barrel, corn stalks, and everything you need for your fall decorating needs. We love that they are all about supporting the local community and that they host local vendors all season long.

Pro Tip: Don't miss their Cow Path Nature Trails. You’ll get to experience cute cows up close and personal while they graze on their afternoon grass-- Ten out of TEN, would recommend this activity. 

Bunnell Farm (Litchfield, CT)

Bunnell Farm, a fifth generation family owned farm, will give you ALLLL the Fall feels! Take a free hay ride to pick your own pumpkin from their picturesque pumpkin patch! Don't leave without checking out their legendary corn maze. *We love that Bunnell Farm is off the beaten path because the winding back roads are so gorgeous during the Fall months!

Jones Family Farm (Shelton, CT)

This family-run farm is a “one-stop shop” for all things FALL. Let the kids get lost in the corn maze, or pick the perfect pumpkin, while you sip wine from their vineyard. They also offer a fun hay ride around the farm. This farm checks all of the boxes, and is great for families! (PLUS we love the view)