Arbor View House Bed and Breakfast is located on Long Island’s North Fork – Wine Country. As such, we’re the perfect home base for a Long Island Wine Country bike tour.
Long Island’s North Fork is bicycle-friendly, with typically low traffic and beautiful vistas between destinations. Enjoying a Long Island Wine Country bike tour is a healthy, popular, and rewarding way to have a day of exploration and discovery during your Long Island getaway.
Depending on how many of the North Fork’s vineyards you’d like to visit, how much time you intend to spend at them, and your level of biking energy, a person could tour the entire North Fork in one day, with minimal stoops, or spend a week or more leisurely visiting every vineyard open for touring.
We’ve decided to settle somewhere in the middle, with a popular and easy day-loop starting from our Long Island B&B in Greenport Village.

Long Island Wine Country Bike Tour

Climb on your bike and head south on Main Road (route 25) –
Kontokosta Winery
825 North Road, Greenport – kontokostawinery.com
Less than a mile down the road from Arbor View House, our first stop is Kontokosta Winery. They have fantastic views and their tasting room is open
Sunday, Monday, and Thursday from 11am to 5pm and Friday and Saturday from 11am to 6pm – Unfortunately, they are closed Tuesdays and Wednesdays.
After Kontokosta Winery, continue south down Main Road, taking a left where it joins North Road (route 48) and continuing on towards Southold until you reach –
Old Field Vineyards
59600 Main Road, Southold – www.theoldfield.com
Family owned and operated since 1974, Old Field Vineyards weekends through winter and spring, 11am to 5pm, adding a 3pm seating on Fridays in summer.
Continue down Main Road, through Southold, to –
Mattebella Vineyards
46005 Main Road, Southold – www.mattebellavineyards.com
Another small family farm, Mattebella Vineyards’ tasting room is open April through May, Thursdays through Mondays, 11am-6pm and other times throughout the year – be sure to check their site for more info.
The next winery is literally just down the road –
Duck Walk Vineyards
44535 Main Rd, Southold – duckwalk.com
While Duck Walk’s flagship winery is located in Southampton, they opened this vineyard in 2007. The tasting room is open 7 days a week, from 11am – 6pm, with tastings ending at 5:30pm.
Now we pedal down the road another half mile or so until we come to Peconic Lane, where we take a right, following it to Peconic, NY. Here, we begin our journey back north on County Road 48, with a first stop just a mile or two up the road –
Sparkling Pointe
39750 County Road 48, Southold – www.sparklingpointe.com
A producer of sparkling wines, their vineyard was planted only with the classic Champagne grape varietals. Open 11am to 5pm, Monday through Thursday, 11am to 6pm, Friday through Sunday.
Continue north again, along County Road 48, back through Southold, with an eye out for Old North Road on your left. Taking that, you’ll soon see another vineyard on your right –
One Woman Vineyards
5195 Old North Rd, Southold – www.onewomanwines.com
Owner Claudia Purita hand-planted most of her vineyard and continues a self-reliant and sustainable stewardship. The vineyards are open to visitors Monday through Thursday, 7am to 9pm, Saturdays and Sundays, 10am to 8pm.
Now it’s back on your bikes and a lovely, leisurely and scenic pedal back out Old North Road to County Road 48, where you’ll head north until you’re back at Arbor View House Bed and Breakfast and ready for a spa treatment or lovely dinner!