Vineyards and farm stands dot the landscape of this North Fork gem, inviting visitors to sample local wines and fresh produce. Stroll along the pebble beaches, explore historic lighthouses, or take a ferry to nearby Shelter Island for a day trip.
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"This property is so awesome! Adorable cottages, not very big, but sufficient. We were 2 couples, and we managed. Very quaint an comfortable. Services were provided if asked. They give you everything you need. I may buy in or for sure go back as a guest next year. We loved it, and it's so convenient to town, restaurants, and wineries all around you."
"Such an amazing hotel to stay for the weekend"
"Enjoyed the stay, staff were friendly and pleasant the whole time, Breakfast was excellent!"
"Our stay at The Hampton Maid was such a great choice. The entire hotel is absolutely charmingโyou can tell that every corner and every detail has been thoughtfully designed. The front desk staff was wonderful: so friendly, welcoming, and very clear with all the information. We loved the bungalow-style rooms, each with its own deck and parking, which gives you wonderful privacy between rooms. But what truly stole our hearts was the gorgeous, beautifully kept gardenโa true green oasis that brings complete peace and lets you fully disconnect from city stress. The room was spotless, and the restaurant was phenomenalโwe had breakfast there, and it was spectacular. On top of that, getting a pass to 7 local beaches for just $5 is an incredible perk. You really couldn't ask for more! Itโs one of those places where you haven't even left yet, and you're already planning your return. Can't wait to go back!"
"Welcoming, helpful, friendly, professional front desk staff. My room was impeccably clean and tidy. The property is centrally-located with ease of accessibility to main roads and major highways, yet far enough off Boston Post Road to ensure a quiet, peaceful and restful stay. Overall, an outstanding, no-frills property! I look forward to staying here once again!"
"Great hotel!"
"Old Saybrook never disappoints. The rooms have been remodel Edinburgh the last six months but the resort has managed to retain its old world chatm. Eventhough there were three weddings at the property during our visit, the staff were attentive to us and we weren't as re remained their only guests. We will visit again."
"Bartender was great. I got in late a wanted a beer so she took her time cleaning up so i could relax and have a beer! Great service."
"Faraway has been renovated Beautifully. The food has improved since Baron's Cove. The pool would benefit improving service and perhaps combining the food / drinks servers and pool attendants. In addition since we have been guests of the older Hotel, Baron's Cove for 16 years it would have been meaningful to have the new staff welcome guests and perhaps give a priority rate or welcome massage etc."
Southold offers a delightful selection of accommodation options, perfect for a memorable getaway. From charming agritourism properties to cosy bed and breakfasts, you'll find delightful stays that cater to families and pet lovers alike. With a range of hotel rooms and suites available, Southold ensures you experience both comfort and adventure in this picturesque locale.
Southold, New York, offers a delightful blend of outdoor activities and romantic escapes, perfect for family-friendly adventures. Explore the charming scenery, indulge in luxury experiences, and immerse yourself in the area's rich history. Whether you're wandering through the picturesque neighbourhoods or embarking on excursions nearby, Southold's sunny weather and inviting atmosphere make it a splendid destination for every traveller seeking memorable moments in this enchanting region.
Shopping
In Southold, explore local shops offering unique gifts and souvenirs. If you're up for a drive, visit the Tanger Outlets in Riverhead, located about 19.3km away, featuring a range of brand-name stores at discounted prices, perfect for finding that special item to take home.
Recreation
In Southold, the Sound View Greenport offers rejuvenating wellness treatments with stunning views of the Long Island Sound. Nearby, the Retreat at East Wind provides a serene environment for relaxation and yoga sessions, complemented by a full-service spa to enhance your wellness journey.
Adventure
Experience the thrill of motor racing at Riverhead Raceway, located 29.0km from Southold, where you can feel the adrenaline as you watch exciting races. Alternatively, visit Waterford Speedbowl, situated 43.5km away, for a vibrant atmosphere filled with competitive racing events.
Nightlife
A night in Southold offers a relaxed vibe, perfect for unwinding after a day of exploration. Visit the local taverns for craft beers and live music, or enjoy a quiet evening at a charming wine bar, savouring regional wines under the stars.
*Distances are measured in a straight line; actual driving distances may vary depending on the route.Southold is an ideal destination for outdoor enthusiasts and couples seeking a romantic getaway. Visitors can enjoy the beautiful beaches, explore the Southold Historical Museum, and take in the scenic views of Southold Bay. With a blend of culture, history, and natural beauty, this charming locale offers a variety of attractions that cater to both adventure seekers and those looking for a tranquil escape.
The best time to visit Southold can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Southold falls in August, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Southold falls in January, visitor numbers are moderately low and weather is mostly sunny with light rain.
 Calendar Month |  Temperature |  Precipitation |  Cloudiness |  Occupancy |  Pricing |
| January | 35.6ยฐF (2.0ยฐC) | Light Rain | Mostly Sunny | Moderately Low | Slightly Low |
| February | 35.8ยฐF (2.1ยฐC) | Light Rain | Mostly Cloudy | Average | Slightly Low |
| March | 39.7ยฐF (4.3ยฐC) | Light Rain | Mostly Sunny | Average | Slightly Low |
| April | 47.5ยฐF (8.6ยฐC) | Light Rain | Mostly Sunny | Average | Average |
| May | 55.8ยฐF (13.2ยฐC) | Light Rain | Mostly Sunny | Average | Average |
| June | 64.9ยฐF (18.3ยฐC) | Light Rain | Mostly Sunny | Moderately High | Slightly High |
| July | 73.0ยฐF (22.8ยฐC) | Light Rain | Mostly Sunny | Moderately High | Slightly High |
| August | 73.4ยฐF (23.0ยฐC) | Light Rain | Mostly Sunny | Moderately High | Slightly High |
| September | 68.2ยฐF (20.1ยฐC) | Light Rain | Mostly Sunny | Average | Average |
| October | 59.7ยฐF (15.4ยฐC) | Light Rain | Mostly Sunny | Average | Average |
| November | 49.6ยฐF (9.8ยฐC) | Light Rain | Mostly Sunny | Moderately Low | Average |
| December | 42.1ยฐF (5.6ยฐC) | Light Rain | Mostly Cloudy | Moderately Low | Average |
Accessing Southold, New York, is convenient via several major airports. John F. Kennedy International Airport (JFK) is situated 123.9km away, with top hotels nearby including The William Vale and Arlo Williamsburg, both 17.7km from the airport. Newark Liberty International Airport (EWR) is 152.9km distant, offering luxurious accommodation options like The Dominick and Four Seasons Hotel New York Downtown, each 14.5km from the airport. LaGuardia Airport (LGA) is 125.5km away, with excellent hotels such as The Plaza, A Fairmont Hotel, and Hilton Club The Quin New York, both within 9.7km. Each airport provides various transport services to ensure a smooth journey to Southold.
