Crossings At Oak Orchard
Where Crossings At Oak Orchard is located
Crossings At Oak Orchard sits in Millsboro, Sussex County, one of the classic apple-growing pockets of Delaware. The farm's street address is 27825 Sandy Drive, Millsboro, DE 19966.
Most visitors reach Crossings At Oak Orchard by car; the drive winds past rolling farmland that's especially pretty during peak fall color. From the nearest highway exit, follow signs toward Millsboro and continue on local county roads to 27825 Sandy Drive. GPS is reliable to the farm entrance, and there is on-site parking once you arrive.
Landmarks in the area include downtown Millsboro, nearby farm stands, and small-town diners that make a great pre or post-picking stop. Cell service can get spotty on back roads, so it's smart to download the map to your phone before you leave the highway.
Looking for the best apple picking near Millsboro, Delaware? Crossings At Oak Orchard is a working apple orchard located in Millsboro, Delaware (Sussex County), welcoming families, couples, and photographers each fall for a classic American harvest experience.
Crossings At Oak Orchard sits inside one of Delaware's most beloved apple-growing regions. Between the smell of fresh cider, warm apple donuts, and rows of Honeycrisp and McIntosh trees heavy with fruit, it's the kind of place that turns a simple Saturday into a memory your kids will still talk about years later.
Pick-Your-Own Apples at Crossings At Oak Orchard
Pick-your-own apples at Crossings At Oak Orchard is exactly what it sounds like, you walk the orchard, pick apples directly off the tree, and pay by the bag or pound when you're done. Staff will point you toward the rows that are ripe that week, hand you a picking bag or bucket, and give you a quick tip on how to twist (not pull) the apple.
On-Farm Activities
Best Time to Visit
Apple season at Crossings At Oak Orchard runs from late August through late October, like most orchards in Delaware. The sweet spot for a first-time visit is the last two weeks of September through the first two weeks of October.
Weekends between 9 a.m. and 12 p.m. are the friendliest time to arrive. Weekdays are the most peaceful, a Tuesday or Wednesday morning may have entire rows to yourself.
What to Bring
- • Cash (backup for the farm stand)
- • Closed-toe walking shoes
- • A light jacket or flannel
- • Sunscreen and a hat
- • Water bottles for the walk
- • Reusable bags for the ride home
- • A camera or phone charged for photos
- • Small bills for cider and donuts
Where Crossings At Oak Orchard is located
Crossings At Oak Orchard sits in Millsboro, Sussex County, one of the classic apple-growing pockets of Delaware. The farm's street address is 27825 Sandy Drive, Millsboro, DE 19966.
Most visitors reach Crossings At Oak Orchard by car; the drive winds past rolling farmland that's especially pretty during peak fall color. From the nearest highway exit, follow signs toward Millsboro and continue on local county roads to 27825 Sandy Drive. GPS is reliable to the farm entrance, and there is on-site parking once you arrive.
Landmarks in the area include downtown Millsboro, nearby farm stands, and small-town diners that make a great pre or post-picking stop. Cell service can get spotty on back roads, so it's smart to download the map to your phone before you leave the highway.
Frequently Asked Questions
Does Crossings At Oak Orchard offer pick-your-own apples?+
Yes, Crossings At Oak Orchard offers pick-your-own apples during the harvest season. Guests walk the rows, pick apples straight from the tree, and pay by the bag, bucket, or pound at the farm stand.
When is apple picking season at Crossings At Oak Orchard?+
Apple season at most U.S. orchards runs from late August through late October. Call ahead or check Crossings At Oak Orchard's website before your visit to confirm which varieties are ripe.
What are Crossings At Oak Orchard's hours?+
Hours at Crossings At Oak Orchard vary by season. We recommend calling ahead at (302) 231-8243 or checking their website the morning of your visit.
How much does apple picking cost at Crossings At Oak Orchard?+
Pick-your-own apple prices in the U.S. typically run $1.50–$3.00 per pound, or $20–$40 for a half-bushel bag. Crossings At Oak Orchard sets prices at the entrance each season based on the current crop.
What apple varieties can I pick at Crossings At Oak Orchard?+
Crossings At Oak Orchard grows several classic apple varieties. Popular picks include Honeycrisp for eating, Cortland for baking, and Granny Smith for pies and cider.
Is Crossings At Oak Orchard good for kids and families?+
Absolutely, Crossings At Oak Orchard welcomes families and offers pick-your-own.
Can I bring my dog to Crossings At Oak Orchard?+
Most working orchards ask that pets stay home for food-safety reasons. Call Crossings At Oak Orchard to confirm their current pet policy before bringing your dog.
Is there parking at Crossings At Oak Orchard?+
Crossings At Oak Orchard has on-site parking that's free for guests. Fall weekends are the busiest, mornings are the calmest time to visit.
What should I bring to Crossings At Oak Orchard?+
Bring cash, comfortable closed-toe shoes, a light jacket, sunscreen, water, and a camera. Crossings At Oak Orchard usually provides picking bags or buckets.
Data source: Google Places · Confidence: Medium
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