Hotels in Shelter Island Heights

Discover the Coastal Serenity and Natural Wonders of Shelter Island Heights

Nestled between the North and South Forks of Long Island, Shelter Island Heights offers a serene escape filled with natural beauty and warm hospitality. This charming destination boasts stunning beaches, like Sunset Beach, where golden sunsets paint the sky. Explore lush nature trails and quaint streets lined with historic homes, perfect for leisurely strolls. With easy access via ferry from nearby ports, Shelter Island Heights invites travelers to unwind, savor local cuisine, and embrace the peaceful island vibe. Whether seeking romance or a quiet retreat, this hidden gem promises unforgettable experiences amidst breathtaking landscapes. For our best hotel rates in Shelter Island Heights and to enhance your stay, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels in Shelter Island Heights

Shelter Island Heights offers a variety of accommodations, from charming bed and breakfasts to upscale hotels. Visitors can enjoy picturesque views and easy access to local attractions. Whether you’re looking for a cozy retreat or a luxurious getaway, the hotel options cater to diverse preferences and budgets. Here are some of our travelers' favorite hotels in Shelter Island Heights:

1. East Hampton Art House Bed & BreakfastOpens in a new window: This charming 4.0-star Bed and Breakfast is a perfect retreat for leisure travelers seeking a serene escape. The property boasts a modern and welcoming ambiance, ideal for relaxation and creativity. With beautiful walks to the beach and engaging experiences with active, successful artists, guests revel in a delightful atmosphere. The peaceful setting, even during winter, adds to its allure, making it a top choice for those looking to unwind in a tranquil environment.
2. Topping Rose HouseOpens in a new window: A luxurious 4.5-star hotel, this property is a haven for travelers desiring an upscale experience. With multiple meeting rooms and a pet-friendly policy, it caters to a variety of preferences. Guests appreciate the outstanding service and convenient location, allowing easy access to local attractions. The hotel exudes elegance, making it an exceptional choice for those who appreciate high-end amenities and a luxurious stay. The vibrant atmosphere and attentive service enhance the overall experience.
3. West Neck GuesthouseOpens in a new window: This inviting 3.5-star Bed and Breakfast is an excellent choice for leisure travelers seeking convenience and comfort. Located next to Crescent Beach and the renowned Leon 1909 restaurant, it offers easy access to dining and recreational activities. The complimentary breakfast options are a delightful start to the day, and the entertainment amenities ensure a cozy stay. Its prime location and warm atmosphere make it a favorite for those wanting a relaxing getaway.

Top locations to stay in Shelter Island Heights

When visiting Shelter Island Heights, New York, great areas to stay include Pipes Cove, East Hampton North, and Clearwater Beach. Pipes Cove offers serene coastal views, while East Hampton North boasts beautiful beaches and museums. Clearwater Beach features vibrant nightlife and outdoor adventures. For first-time visitors, East Hampton North is the best choice, providing a blend of culture and beach relaxation.

1. Clearwater BeachOpens in a new window: Clearwater Beach is a fantastic spot for those looking to soak up the sun and enjoy the beautiful shoreline. Known for its stunning beaches, it offers a relaxed atmosphere perfect for beachgoers. You’ll find interesting attractions like Orient Point County Park and Hither Hills State Park, where you can explore nature and take in scenic views. For some cultural experiences, catch a show at venues like Bay Street Theatre or Guild Hall. Clearwater Beach also has great shopping options at local markets, making it a well-rounded destination for visitors.
2. East Hampton NorthOpens in a new window: If you’re seeking a mix of culture and beach vibes, East Hampton North is a great choice. This area boasts beautiful beaches and is home to some fantastic museums that showcase local art and history. You can enjoy the scenic East Hampton Main Beach, perfect for sunbathing or a leisurely stroll. Plus, with shopping spots like Nancy + Co. and the Greenport Farmers' Market nearby, you'll have plenty of opportunities to pick up unique finds and local goodies.
3. Pipes CoveOpens in a new window: Pipes Cove offers a charming retreat for those who appreciate a tranquil environment. Known for its stunning coastal views, this area is ideal for nature lovers looking to unwind. While it may not have as many attractions as the larger nearby areas, it provides a peaceful escape where you can enjoy leisurely walks along the water. This is a great spot for travelers wanting to relax away from the hustle and bustle, making it a hidden gem for your getaway.

Things to do in Shelter Island Heights

Shelter Island Heights beckons travelers with its stunning coastal landscapes, lush forests, and serene parks. Enjoy boating, sea diving, or hiking through scenic trails, followed by evenings of live performances or a round of golf. Don't miss the chance to unwind on the beach, especially at sunset.

• 67 Steps BeachOpens in a new window – Descend the 67 steps to find this charming beach, where soft sands meet gentle waves. Enjoy a relaxing day soaking up the sun, building sandcastles, or taking refreshing dips in the water. The natural beauty surrounding the beach makes it a perfect spot to unwind and connect with nature.
• Sag Harbor Marine ParkOpens in a new window – Explore the marina at Sag Harbor Marine Park, where you can watch boats glide by and enjoy the tranquil waterfront views. This marina offers an ideal setting for a leisurely stroll, and the nearby picnic areas invite you to savor lunch surrounded by the serene beauty of the island.
• Crescent BeachOpens in a new window – Visit Crescent Beach for its picturesque shoreline and stunning sunsets. This beach is perfect for families looking to enjoy beach games or a peaceful spot to read a book. Don’t forget to take a walk along the shore to collect seashells and enjoy the coastal scenery.
• Gardiner's Bay Country ClubOpens in a new window – Hit the greens at Gardiner's Bay Country Club, where golf enthusiasts can enjoy a round of golf amidst beautiful landscapes. The club offers a welcoming atmosphere and well-maintained courses, making it a delightful destination for both seasoned players and newcomers alike.
• Orient Point County ParkOpens in a new window – Discover the natural beauty of Orient Point County Park, where you can hike scenic trails and enjoy panoramic views of the surrounding areas. This urban park is great for picnicking, birdwatching, or simply taking a leisurely stroll while soaking in the fresh air and lush greenery.

5 tips for savvy savings when booking a hotel in Shelter Island Heights

1. Book for the cheapest times: The most budget-friendly time to visit Shelter Island Heights is from January to March, when hotel prices tend to be lower. For a great value for money experience, plan to stay for at least 2 to 3 days to fully discover the area's significant landmarks, cultural sites, and beautiful natural settings. During your stay, you can explore nearby islands, scenic beaches, and rich historical attractions that highlight the unique heritage of Shelter Island Heights.
2. Look for last-minute deals on Hotels.com: To discover last-minute deals for stays in Shelter Island Heights, check the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may find discounted hotel rates close to your travel dates. Consider enabling email alerts or push notifications from Hotels.com to stay informed about flash sales and special promotions, helping you catch any opportunities to save on accommodations. Additionally, the Smart ShoppingOpens in a new window tool available in the app allows you to compare hotel prices and amenities, ensuring you’re more likely to see the best options and book your last-minute getaway.
3. Be flexible with dates: Prices can fluctuate based on various factors, including the hotel's location, star rating, and the time of year. Being flexible with your travel dates may help you save on your stay at a hotel in Shelter Island Heights. If you're in search of something special, boutique hotels often provide a more personalized experience and may offer better value. When you book through Hotels.com, we'll inform you whether the price for your chosen dates is above or below the average. If the price is on the higher side, we’ll suggest alternative dates that could help you find a better deal.
4. Consider your location: Staying near major attractions or city centers can be convenient, but it often comes with a higher price tag. For more budget-friendly options, consider hotels in neighborhoods that are a bit farther away, which usually tend to be cheaper while still offering good access to the sites you want to visit. You might also look into independent hotels located further out, as they can provide a more authentic experience at a more affordable price.
5. Join One Key™: Become a One Key MemberOpens in a new window for free and book your next stay in Shelter Island Heights. Save on over 100,000 hotels worldwide with exclusive member prices. As a member, you can quickly progress through the tiers and enjoy perks, like free room upgrades when available and food and beverage discounts at select VIP Access properties.

Best time to go to Shelter Island Heights

Shelter Island Heights experiences its lowest average temperature in January, at 35.6°F (2.0°C), while August is the hottest month, with an average temperature of 73.4°F (23.0°C). October is typically the wettest month. If you’re looking to soak up the lively atmosphere in Shelter Island Heights, April, June, and July are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, accompanied by light rainfall. However, if you prefer a more relaxed experience, January, November, and December are perfect for a quieter getaway, marked by light rainfall and mostly sunny to mostly cloudy conditions.