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Insiders Guide: Tips & Tricks

A Day in the Life: Visiting a Winery on a Weekday

June 17, 2025

If you’ve ever visited the North Fork, you know it’s home to beautiful vineyards, charming towns, and the kind of slow-paced atmosphere that makes you feel like time has slowed down. But what if we told you the best time to experience it all is during the week? Visiting a winery on a weekday offers a unique, peaceful experience that’s ideal for anyone seeking a relaxing getaway without the weekend crowds. From sipping wine to exploring the vineyard, here’s a peek at what a typical Wednesday looks like at our winery—and how you can plan the perfect weekday wine tasting.


🍷 Morning: A Calm Start to Your North Fork Midweek Getaway

NORTH FORK ROASTING, Southold - Restaurant Reviews, Photos & Phone Number -  Tripadvisor

Start your day with a leisurely breakfast in Southold. On a Wednesday morning, the streets are less crowded, and the coffee shops have that quiet charm perfect for sipping your morning brew. Head over to North Fork Roasting Co for an artisanal coffee or try Southold General for a fresh pastry and a delicious latte.

Once you’re fueled up, head towards the vineyard—it’s only a short drive from Greenport or Southold. Driving along the peaceful North Fork roads, you’ll get a taste of the scenic beauty that makes this region so special. Midweek means light traffic, so you’ll have plenty of time to enjoy the journey.


🍇 Late Morning: Arriving at the Winery for Your Tasting Experience

Food & Wine Menu

By the time you arrive at the Suhru & Lieb Vineyards tasting room, it’s still early enough to avoid the crowds. You’ll be greeted by our friendly staff, who will guide you through your wine tasting for the day. Whether you’re a wine newbie or a seasoned enthusiast, we offer a range of options tailored to your preferences.

Our tasting room is designed to provide a relaxed, intimate setting where you can savor each sip and chat with the staff. On a Wednesday, the atmosphere is particularly laid-back, allowing you to fully immerse yourself in the experience.

Pro Tip: Opt for a wine flight to try a variety of whites, reds, and possibly a sparkling wine, depending on your preference. We recommend starting with our crisp rosé—a perfect choice for a midweek retreat.


🍴 Afternoon: Lunch and Vineyard Exploration

After your wine tasting, take some time to explore Oregon Road. Talk a walk across the street to Oregon Road Organics, where you can explore a wide range of local, organic vegetables from the farmstand. Be sure to take a drive down Oregon Road and enjoy the picturesque farmland and quiet scenery.

For lunch, consider packing a picnic or visiting a nearby eatery. We recommend Love Lane Kitchen in Mattituck for a classic brunch or Brauns Kitchen for relaxed, local seafood in a casual setting. If you prefer a full sit-down meal, Touch of Venice offers delicious Italian fare with local ingredients.


☀️ Early Afternoon: Relax and Enjoy the Views

Lavender Bloom Updates – Lavender By The Bay

Once lunch is over, head back to the winery’s patio or garden. By Wednesday, the pace of the day has slowed even more, giving you time to sip and relax. The vineyard’s views are perfect for an afternoon soak in the scenery, whether you’re enjoying a glass of wine or simply taking in the fresh air.

For those who enjoy a bit of activity, consider renting bikes and exploring more of the North Fork. There are several scenic routes that lead you through picturesque towns like Orient or Jamesport, or you can visit nearby attractions like Lavender by the Bay (in East Marion) for a peaceful stroll among the flowers.


5 adorable shops for your trip to Long Island's Greenport

🌅 Late Afternoon: The Best Time to Wind Down

The North Fork is known for its stunning sunsets, and Wednesday evenings offer an especially serene way to end your day. Head to the winery’s patio and watch as the sky turns shades of orange and pink while sipping on your favorite wine. The absence of the weekend crowds makes the experience feel even more special.

If you’re still in the mood for something sweet, visit one of the local ice cream shops in Greenport, or grab a bite at one of the cozy waterfront restaurants. It’s the perfect way to end a day spent sipping, relaxing, and soaking in the beauty of the North Fork.


🏨 Where to Stay: Extend Your Midweek Getaway

The Menhaden — Hotel Review | Condé Nast Traveler

If you decide to extend your midweek trip, consider staying at one of the charming accommodations on the North Fork. Many local hotels and bed-and-breakfasts offer discounts for midweek stays. The Menhaden in Greenport offers chic rooms and a rooftop bar with a great view, while The Shoals in Southold offers a cozy, waterfront experience perfect for winding down after a day of wine tasting.


🍇 Final Sip: Why a Midweek Visit is the Best Way to Enjoy the North Fork

A visit to the North Fork on a Wednesday offers a unique opportunity to enjoy everything this beautiful region has to offer—without the weekend crowds. From relaxing wine tastings to quiet vineyard strolls and charming local restaurants, it’s the perfect midweek escape for anyone looking to unwind and recharge.

Whether you’re planning a weekday wine tasting trip with friends or simply want a peaceful solo getaway, the North Fork’s vineyards are waiting for you to explore and enjoy. Cheers to a stress-free, delicious day on Long Island!