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Situated by the ocean, this bed & breakfast is within 3 mi (5 km) of Horton Point Park, The Old Field Vineyards, and Sparkling Pointe. 67 Steps Beach and Kontokosta ...
$266 per night for 2 guests
$205 per night for 2 guests
Situated near the beach, this condo resort is 0.5 mi (0.8 km) from The Old Field Vineyards and within 3 mi (5 km) of Railroad Museum of Long Island and Sparkling ...
Heron Suites at Port of Egypt MarineGet Rates
New Listing: Bay Haven Colonial Steps From Private Beach w/ Fireplace, Backyard Deck, Outdoor DiningGet Rates
5 Star Home! Great Outside YardGet Rates
Situated on the beach, this vacation home is within 3 mi (5 km) of Croteaux Vineyards, Mattebella Vineyards, and Corey Creek Winery. Osprey's Dominion and Sparkling ...
Perfect Family Vacation Home! Charming Waterfront Property Close to VineyardsGet Rates
Situated in Southold, this vacation home is within 3 mi (5 km) of Sparkling Pointe, Horton Point Park, and Goldsmith's Inlet Park. Mattebella Vineyards and Osprey's ...
Quaint North Fork House, Close to Beaches and VineyardsGet Rates
Situated in Southold, this romantic vacation home is 1.1 mi (1.7 km) from The Old Field Vineyards and within 3 mi (5 km) of Sparkling Pointe and Horton Point ...
Relaxation in Wine Country - Luxury 3 Bedroom With Heated PoolGet Rates
Situated in Southold, this romantic property is within 3 mi (5 km) of Sparkling Pointe, Horton Point Park, and Goldsmith's Inlet Park. Mattebella Vineyards and ...
Lovely Waterview Cottage in the Heart of Long Island Wine CountryGet Rates
Situated in Southold, this historic vacation home is 0.9 mi (1.5 km) from The Old Field Vineyards and within 3 mi (5 km) of Sparkling Pointe and Mattebella Vineyards. ...
Walk to Founders Landing Beach, Vineyards, Restaurants all a few Minutes AwayGet Rates
Visitors can enjoy all that Southold has to offer including the wineries, beaches, and gardens. Tourists can also enjoy the city's football games and monuments.
Favorite places to visit in the city include Sparkling Pointe, Croteaux Vineyards, and Mattebella Vineyards. A couple of additional sights to add to your agenda are The Old Field Vineyards and Osprey's Dominion.
As you plan your holiday retreat, you'll find 8 hotels and other lodging options to pick from in Southold. Below are highly ranked ones based on our user reviews:
To see more of the larger area, hop aboard a train at Southold Station. Southold might not have very many public transit options so consider renting a car to explore more.