Town Guide #31 : Southold, NY

Come along with HUTS as we dive into Southold, New York and explore what the town has to offer. Located on the north east side of Long Island, Southold was settled in 1640 and is the oldest town on Long Island. With Dutch roots, the town is home to shopping, restaurants and even a museum dedicated to the local history.

Cover photo by Southold Town

Where to Eat

Offering farm-to-table cuisine, North Fork Table & Inn blends the cultures of the local farmlands, vineyards, and waterways to curate their one-of-a-kind experience. This restaurant has everything from oysters to duck and steak on their menu, and also offers an extensive wine and liquor collection.

Photo from North Fork Table & Inn

What to do Outside

The Paul Stoutenburgh Preserve is a 52-acre preserve that showcases the wildlife and nature of the eastern end of Long Island. From marsh meadows and woodlands to ponds and wetlands, the Paul Stoutenburgh Preserve includes various habitats and their correlating inhabitants. This land was established by the Peconic Land Trust, a 501(c)(3) nonprofit organization. Running along Hashamomuck Pond, this preserve has two trails, the main trail which runs about three-quarters of a mile, and the forest trail, which runs about one-third of a mile.

Photo from Editor

What to do Inside

Step back into the 19th century with the Southold Historical Museum. The Maple Lane Museum complex is made up of numerous buildings, including the Ann Currie-Bell House, an ice house, the 1822 Bay View Schoolhouse, the Thomas Moore House, a blackship shop, and more. The historical museum also has a lighthouse location that includes a nautical museum. Open on weekends, these restored spots are a must-do for history lovers.

Photo from Discover Long Island

Where to Stay

Founded in 1830, the White Blossom House Inn is open to guests from spring to fall. This cozy inn offers two-bedroom units, each with a private patio, access to a communal fire pit, and complimentary beach passes. Pet-friendly and romantic, the White Blossom House Inn prides themselves on their many returning guests.

Photo from White Blossom Inn