Book Southold Bed & Breakfast

Vine & Sand is an exceptional choice for travelers seeking a luxurious experience in Southold, boasting a great 10.0 rating. Nestled among picturesque vineyards, this B&B offers stunning vineyard views and a charming terrace where you can unwind after a day of exploration. The attentive service ensures that every guest feels special, making it ideal for couples looking for a romantic getaway or solo travelers wanting to indulge in a peaceful retreat.
For families or groups, consider the "Vine + Sand---Southold, NY's Newest B&B Room 3," featuring a queen bed and an ensuite bathroom with a refreshing rain shower. With shared heated pool access and complimentary breakfast, this room provides both comfort and convenience. The spacious patio offers a great space for family gatherings or enjoying quiet moments together under the stars.
Another fantastic option is the "Vine + Sand---Southold, NY's Newest B&B Room 1," complete with a king bed and an ensuite bathroom featuring a luxurious soaking tub. Families will appreciate the outdoor shared pool and the welcoming porch, great for enjoying lazy afternoons. The free breakfast ensures everyone starts their day off right, making this B&B a practical yet delightful choice for those with children.

The best time to book a B&B in Southold is during the summer months, particularly in July, when the area comes alive with vibrant energy and abundant activities. This peak season provides an ideal backdrop for those who appreciate leisurely beach days, charming vineyard tours, and delightful outdoor dining experiences under the warm sun.
In July, you can expect average temperatures to hover around the mid-70s to low 80s Fahrenheit, making it superb for enjoying Southold's picturesque beaches and scenic views along the Long Island Sound. Visitors can indulge in a variety of water sports, take a leisurely stroll through local farmers' markets, or explore the quaint shops and galleries that dot the charming town.
For those looking for a more budget-friendly option, consider visiting Southold in October. This month features the breathtaking backdrop of fall foliage and a quieter atmosphere, allowing for peaceful vineyard visits and cozy walks along the shore. The crisp air and fewer crowds create a delightful setting for relaxation and exploration.