Strawberry Picking and Strawberry Festivals on Long Island

Strawberry picking season on Long Island is a treat the whole family can enjoy. We've handpicked some of our favorite strawberry farms on LI where families can spend a memorable day.
Harvesting your fruit is not only fun, but it also connects you with your food and supports local Long Island farmers. Long Island strawberries tend to be sweeter and more delicate than most grocery store varieties, and they also have a shorter shelf life.
Many of these strawberry-picking experiences depend on fruit availability and the weather, so call before your visit. Once the berries are ripe, they'll only last a few weeks. So read ahead to start planning your sweet adventure with the kids. Check out our Guide to Long Island Farms for more places to pick delicious fruits and vegetables while enjoying farm life!
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When Is Strawberry Picking Season on Long Island?
Strawberry picking season on Long Island typically begins in late May through early July, so get your baskets ready to go and have some Long Island farm fun!
Where to Go Strawberry Picking on Long Island
1. Condzella's Farm – Wading River
Condzella's is a third-generation farm offering nine varieties of strawberries. The Condzella family touts its sustainable farming practices, which include selling crops locally, rejecting synthetic insecticides, and donating unused crops to local food shelters. Strawberry picking is expected to begin in mid-June. Follow the farm's Facebook page for announcements.
2. Lewin Farms – Calverton
Lewin Farms says it was the first farm to offer strawberry picking on Long Island. It has been around for four generations. The farm has its own stand with more than 20 varieties of fresh fruits and vegetables. Try your hand at blueberry and peach picking, as well as other summer fruits and veggies. The farm's pick-your-own season runs annually from Memorial Day to Labor Day, with strawberry picking available from late-May to June.
3. Glover Farms – Brookhaven
Glover Farms strives to provide an interactive strawberry-picking experience for visitors. Stop by during strawberry picking season on Long Island to pick a pint or two of fresh berries and stay to feed the goats, see the chickens, and check out the farm equipment. The strawberry picking season usually begins in June, and strawberry picking is available daily in-season.
4. Patty's Berries and Bunches – Mattituck
Strawberry picking season will be underway in June. Find blueberries and raspberries in July, as well as blackberries in August. The farm is open for strawberry-picking fun 7 days a week. Patty's has an on-site ice cream stand serving fresh flavors like mint and strawberry fields. It is known for its kind staff and the abundance of butterflies, thanks in large part to its flower business. Owner Patty DiViello is the daughter of farmers Edward and May Harbes, whose Harbes Family Farm and Vineyards is across the street and offers a barnyard adventure, farmers market, and vineyard.
5. Wickham's Fruit Farm – Cutchogue
Strawberries are grown without sprays at Wickham's Fruit Farm. Visitors can pick ripe berries or stop by the farm stand for a pint or quart of harvested berries. The farm stand also sells fresh apple cider doughnuts throughout the week, as well as apple cider pressed with the oldest cider press on Long Island. It is known for its homemade pies and preserves. Strawberry picking starts in June, as does cherry picking. The farm is closed on Sundays.
6. Rottkamp's Fox Hollow Farm – Baiting Hollow
The Rottkamp family has been serving Long Island farm-fresh produce for more than 100 years. Strawberry picking season begins in June. Visitors can expect fresh, ripe strawberries, seasonal fruits, and vegetables. Visit Rottkamp's on Saturdays and Sundays for strawberry picking.
7. Windy Acres Orchard – Calverton
Windy Acres Orchard offers strawberry picking plus other pick-your-own berries, peaches, apples, pumpkins, and vegetables throughout the growing season. The farm has a large stand with produce, fresh baked goods, honey, and flowers that's open daily. A large picnic area is available, and kids enjoy the play area with wooden structures in the shape of a train, tractor, pirate ship, and truck. Follow its Facebook or Instagram account for updates on picking hours during the growing season, and plan to arrive early in the day for the best selection of ripe berries! Check before your visit for current attractions and events.
8. Soundshore Farms and Market – Riverhead
Known for its lovely views, this farmers market offers strawberry picking in early June. The farm is open daily, and an on-site market sells local fruits, honey, jam, bread, and pies. Corn is roasted daily, and there is plenty of parking.
Strawberry Festivals on Long Island in 2025
9. Strawberry Festival at Lenny Bruno Farms – Manorville
Saturday, June 7 & Sunday, June 8, 2025
The Strawberry Festival at Lenny Bruno Farms features a variety of family-friendly activities, including food trucks, live music, artisan vendors, face painting, children and teen activity vendors, u-pick, educational hay rides, a petting zoo, jumbo garden games, and more. The festival fun runs from 10am to 5pm with a $10 admission per person. Kids 2 and younger are free.
10. Historical Society of the Massapequas’ Strawberry Festival – Massapequa
Saturday, June 21, 2025
Enjoy Long Island strawberries, shortcakes, and other treats. Past festivals had visitors clapping along to banjo music and taking tours of Old Grace Church, Delancy Floyd-Jones Free Library, and the Elbert Floyd Jones Cottage. There are raffles, craft vendors, and FREE face painting for kids.
11. Mattituck Lions Strawberry Festival – Mattituck
Wednesday, June 11, 2025 - Sunday, June 15, 2025
At the peak of strawberry picking season, and concluding on Father's Day, this annual festival serves shortcakes, strawberries dipped in chocolate, and strawberries served just about any other way you can imagine. The festival also offers rides, live music, and arts-and-crafts vendors. To top it off, proceeds benefit nonprofits on the North Fork. Admission varies based on festival days.
12. Wainscott Strawberry Festival – Wainscott
Sunday, June 15, 2025
Sponsored by the Wainscott Sewing Society, locals look forward to this annual event and partaking in delicious strawberry shortcakes. Adults are $10, children $5. It's best to arrive on time, or you run the risk of the festival running out of shortcakes.
This post, originally published in 2017, is updated annually. Writer Jennifer Voit contributed to the 2025 update.
Places featured in this article:
Patty's Berries and Bunches
Wickham's Fruit Farm
Windy Acres Orchard
Condzella's Farm
Glover Farms
Rottkamp's Fox Hollow Farm
Sound Shore Farms and Market
Old Grace Church
Mattituck Lions Strawberry Festival