Orchards near Cheshire, CT

Cheshire

Drazen Orchards ran as a pick-your-own apple, blueberry, peach, and nectarine farm on Wallingford Road for close to 75 years, started by David and Ida Drazen in 1951 on land tracing back to an early-1800s farm and wood mill. The family closed the orchard for good in 2026, citing rising costs and the physical toll of the work.

Cheshire

Hickory Hill Orchards has grown apples, pears, nectarines, and peaches on 33 acres since 1977, offering pick-your-own for more than twenty apple varieties plus pumpkins. The South Meriden Road orchard closed for several years before reopening under new ownership, a Milford family who gave the country store, hayrides, and pie garden new life.

Southington

Rogers Orchards has grown apples in Southington since 1809, making it one of Connecticut's oldest working orchards. The Sunnymount Farm location bakes cider donuts, pies, and apple dumplings daily and presses its own hard cider under the Long View Ciderhouse label. Pick-your-own apple season runs Labor Day weekend through late October, Friday through Sunday, 10 a.m. to 5 p.m.

Southington

The Sunnymount Farm location of Rogers Orchards sits on Meriden-Waterbury Road in Southington, one of two family orchards the Rogers have run since 1809. Like its sister farm, it sells apple cider donuts baked fresh daily, fruit pies, and locally grown produce, with pick-your-own apple picking open Friday through Sunday from Labor Day weekend into October.

Wallingford

Southington

Rogers Orchards has grown fruit in Southington since 1809. The Shuttle Meadow Farm location on Long Bottom Road opens for pick-your-own apples from Labor Day weekend through October, Friday through Sunday, and bakes apple cider donuts fresh daily year-round alongside fruit pies, apple dumplings, and coffee cakes. Fresh produce and hard cider from sister company Long View Ciderhouse round out the market.

High Hill Orchard, at 170 Fleming Road in Meriden, Connecticut, is a family-owned pick-your-own operation known for apple picking, fresh cider, and a full seasonal produce stand. Call 203-294-0276 for picking conditions and hours before visiting.

Northford

Bishop's Orchards' Northford fields, on Middletown Avenue, are where the pick-your-own happens — strawberries, blueberries, raspberries, peaches, pears, apples, and pumpkins across the season. Apple picking runs weekends, plus Columbus Day, from mid-September through late October, and pickers pay for their bag before heading into the rows. Varieties like Honeycrisp and Granny Smith are sold at the market instead, not offered for picking.

Bristol

Roberts Orchard is a farm stand and orchard on Hill Street in Bristol, in the central Connecticut hill country west of the Farmington River. No additional details were found online for this listing.

Middlefield

Lyman Orchards runs pick-your-own strawberries, raspberries, blueberries, peaches, pears, and apples across the season, plus a farm market selling award-winning pies, baked goods, deli food, and ice cream. The Middlefield property also has a 45-hole golf course, seasonal corn and sunflower mazes, and the 1741 Pub & Grill.

Terryville

Tonn's Orchard in Terryville spans ten-plus acres of pick-your-own apples, peaches, plums, pumpkins, and flowers on flat, easy-walking ground. Peter Tonn runs the orchard as part of a multi-generational family operation that also owns Tonn's Marketplace in Burlington, rated the state's top farm store since 2019.

North Branford

North Branford

Rose Orchards picks strawberries, raspberries, blackberries, and blueberries through summer before moving into peaches, apples, and pears each fall. The North Branford farm runs pick-your-own May through October and bakes its own cider donuts, alongside ice cream and a farm store on site.

Guilford

Bishop's Orchards cuts a 4-acre corn maze each fall on New England Road in Guilford, part of a sixth-generation family farm's fall festival lineup that also runs hayrides, pumpkin picking, and scarecrow-making. The on-site Cider Hut pours wine and hard cider alongside the maze, open daily 9 a.m. to 6 p.m. in season. Maze themes change annually with the harvest calendar.

Bishop's Orchards has farmed the same land on Boston Post Road in Guilford for generations, and the retail market now sells its own cider, wine, baked pies, and pick-your-own fruit alongside a working creamery and winery tasting room. Pick-your-own runs from strawberries in June through pumpkins in October, and the farm also operates a CSA-style Farm Share program. Call the farm store at 203-453-2338 or the pick-your-own line at 203-458-PICK.

Guilford

Bishop's Orchards is a family-operated farm market and winery at 1355 Boston Post Road in Guilford, run under the name B.W. Bishop & Sons. Pick-your-own runs June through October, starting with strawberries and ending with pumpkins, alongside a year-round farm market, bakery, creamery, prepared foods, wine tastings and tours, and a CSA farm share program.

Shelton

The Beardsley family has farmed this Shelton land since 1849 and has pressed cider commercially here since 1999. Pick-your-own apples run weekends in September and October, backed by pre-picked apples, peaches, plums, and nectarines, plus cider donuts, pies, and jams from the farm store, open daily 10 to 5:30 from August through Christmas. Weekend visitors after 11 a.m. can also buy unpasteurized cider by the jug for home fermenting.

The 4-H Farm Resource Center-Orchard sits on Auer Farm Road in Bloomfield, the working orchard and produce side of the Auerfarm 4-H property. It sells fresh produce direct from the farm rather than through a retail middleman. Seasonal produce stands like this one shift their hours with the harvest, so call ahead to confirm what's open.

Guilford

Bishop's Orchards' flagship farm market and winery sits on Boston Post Road in Guilford, near Exit 57 off I-95, where a sixth-generation family runs a year-round bakery, prepared-foods kitchen, creamery, and winery alongside the produce stand. The farm also runs a CSA Farm Share program and keeps llamas, alpacas, and goats on the property for visitors.

South Glastonbury

Glastonbury

Scott's Orchard and Nursery is a working apple orchard and garden nursery in Glastonbury, part of the cluster of pick-your-own farms along South Glastonbury's orchard belt near Dondero Orchards and Rose's Berry Farm.

South Glastonbury

Dondero Orchards has been in the same family for generations, growing strawberries, raspberries, peaches, apples, blackberries, blueberries, and pears on Woodland Street. Visitors pick their own fruit in season or cut their own flowers, then stop by the farm store for cider donuts from the bakery. Open Wednesday through Monday, 8am to 5pm, May through October.

Deep River

Scott's Connecticut Valley Orchards grows fruit in Deep River along the lower Connecticut River valley, a stretch of the shoreline known for its apple and stone-fruit orchards.

Bethel