Welcome to Southold
Southold, located on the North Fork of Long Island, is a haven for those who appreciate scenic landscapes, farm-to-table dining, and a relaxed coastal lifestyle. With its sprawling vineyards, charming farm stands, and breathtaking waterfront views, this town offers a peaceful escape from the fast pace of city life. Whether you're exploring the local wineries, enjoying fresh seafood, or setting out on a boating adventure, Southold captures the essence of North Fork living.
Steeped in history, Southold is one of Long Island’s oldest communities, with well-preserved colonial homes and landmarks that add to its timeless appeal. It’s a destination where nature, culture, and culinary excellence come together, making it a favorite for wine lovers, food enthusiasts, and anyone seeking a tranquil alternative to the Hamptons.
What to Love
- Expansive vineyards and a thriving local wine scene
- Stunning waterfront views and endless outdoor recreation
- A slower pace of life with a strong connection to nature
- Farm-to-table dining and fresh, locally sourced ingredients
- A charming historic town center with boutique shops and cozy cafés
Local Lifestyle
Life in Southold is centered around its natural beauty and agricultural roots. Residents and visitors alike enjoy mornings with locally roasted coffee, afternoons spent at a vineyard, and evenings dining at one of the town’s excellent restaurants. Whether it’s stopping by a farm stand for just-picked produce, spending the day fishing on the bay, or sipping rosé at Croteaux Vineyards, there’s a rhythm to life here that feels effortlessly relaxed.
Dining & Shopping
Southold’s culinary scene is a reflection of its agricultural surroundings, with restaurants that highlight fresh, seasonal ingredients. Southold Social is a standout, offering elevated American cuisine in a welcoming setting. For those craving Italian flavors, Maronis delivers small-plate dining with bold, traditional dishes. Waypoint is a must-visit for seafood lovers, serving up local catches with a creative twist.
For a perfect start to the day, North Fork Roasting Co. is the go-to spot for expertly brewed coffee and artisanal pastries. Its cozy, inviting atmosphere makes it a favorite for both locals and visitors.
Shopping in Southold is all about quality over quantity. The town is home to specialty boutiques, farm stands stocked with fresh produce, and artisanal markets featuring locally made goods. Whether you're looking for handcrafted home décor, fine wines, or gourmet provisions, Southold offers a truly local shopping experience.
Things to Do & Entertainment
Southold’s vineyard scene is one of its biggest draws, with top-tier wineries like Sparkling Pointe, Croteaux Vineyards, and Duck Walk North offering tastings and scenic views. Whether you're enjoying a glass of sparkling wine under the sun or sampling a rosé flight in a garden setting, each winery provides a unique and memorable experience.
For those who love the outdoors, Southold offers boating and fishing excursions, giving residents and visitors the chance to explore the waters of Peconic Bay. The town is also home to some of the North Fork’s most picturesque farm stands, where you can pick up everything from fresh fruit to homemade jams, celebrating the area's rich agricultural heritage.
With its blend of natural beauty, rich history, and laid-back elegance, Southold is an ideal retreat for those looking to embrace the best of North Fork living. Whether you’re here for a weekend or a lifetime, its charm is undeniable.
