Book Shelter Island Heights Bed & Breakfast

The Heights is the most popular area for travelers looking to stay in a Shelter Island Heights B&B. Families will appreciate the serene environment and easy access to family-friendly activities. The nearby Crescent Beach is great for a day of sun and sand, while the Shelter Island Historical Society offers engaging exhibits that the kids will find fascinating.For those seeking outdoor adventures, the local parks, including the beautiful Mashomack Preserve, provide numerous trails for hiking and opportunities for birdwatching. The charming local shops and restaurants add to the experience, offering a selection of tasty options for meals after a day of adventure.Couples can enjoy the romantic ambiance of The Heights, with its scenic views of the water and lush landscapes. A leisurely stroll along the waterfront or a sunset picnic on the beach can create memorable moments together.

The best time to book a B&B in Shelter Island Heights is during the summer months, particularly in July, when the area is alive with vibrant activities and pleasant weather. This peak season, spanning from late May to early September, attracts families and travelers looking to enjoy the serene beaches, charming boutiques, and delightful outdoor dining experiences that Shelter Island is known for.In July, you can expect warm temperatures ranging from the mid-70s to low 80s Fahrenheit, great for a variety of outdoor activities. Whether you're taking leisurely strolls along the waterfront, indulging in water sports, or exploring the picturesque hiking trails, the inviting climate enhances every moment spent in this idyllic locale.For those who prefer a quieter experience, the shoulder months of May and September offer a wonderful balance. These months feature milder weather and fewer crowds, allowing for more intimate encounters with the natural beauty of the island. Notably, September often showcases beautiful late-summer days, ideal for enjoying the beach before the cooler autumn air sets in.If you're looking for a more budget-friendly option, consider visiting in December. While this is considered the low season, it provides a unique opportunity to experience the island's charm in a more tranquil setting, with cozy accommodations and a chance to unwind amidst the winter beauty.