Hotels in Shelter Island Heights

Shelter Island Heights offers a charming selection of accommodations, ranging from cozy inns to chic hotels. Guests can enjoy various amenities such as pools, dining options, and beautiful harbor views. Many hotels provide convenient parking and easy access to local attractions. Whether you seek a romantic getaway or a family retreat, you'll find top-notch options that cater to diverse preferences, making it a perfect destination for relaxation and exploration. Here are some of our travelers' favorite hotels in Shelter Island Heights:

1. Shelter Island HouseOpens in a new window: Located just a short distance from Shelter Island Heights, Shelter Island House is a charming 3.5-star lodging that caters to families and golf enthusiasts. This hotel offers a family-friendly atmosphere, with amenities such as free cribs for young children. Guests can enjoy a golf experience right at the property, making it an ideal choice for those looking to combine relaxation with recreation.
2. West Neck GuesthouseOpens in a new window: West Neck Guesthouse is a delightful 3.5-star bed and breakfast located near Shelter Island Heights. Guests can start their day with a complimentary continental breakfast, ensuring a great start to their adventure. The hotel provides entertainment options including flat-screen and cable TV, making it a comfortable and convenient choice for travelers seeking a cozy stay.
3. The Rams Head InnOpens in a new window: Just a stone's throw away from Shelter Island Heights, The Rams Head Inn is a versatile 3.5-star inn offering direct beach access. Perfect for those looking for beach-themed, adventure-themed, or business-themed vacations, this hotel features multiple meeting rooms for business needs. Guests can also partake in exciting adventure sports like hiking and biking, ensuring an action-packed stay by the shore.

A three-day visit to Shelter Island Heights offers a perfect blend of natural beauty and outdoor activities. Travelers can enjoy sun-soaked beaches, lush forests, and scenic parks, with options for hiking, boating, and whalewatching. Embrace outdoor entertainment, relax in beautiful gardens, and indulge in local culture for an unforgettable getaway. Here's a quick itinerary to make the most of your trip to Shelter Island Heights:

• Day 1: Begin your exploration at 67 Steps Beach, a hidden gem perfect for enjoying the beautiful coastal views and taking a refreshing dip in the waters. After soaking up the sun, make your way to the Camera Obscura, where you can experience a unique and fascinating view of the surrounding landscapes through this optical device. Conclude your day with a visit to Safe Harbor Stirling, where you can enjoy a delightful dining experience while watching the boats sail in and out of the harbor.
• Day 2: Start your day at Sag Harbor Marine Park, where you can enjoy scenic walks along the waterfront and observe local marine life. Next, head to Havens Beach for a relaxing afternoon of sunbathing or swimming. As the day winds down, visit St. David AME Zion Church, a historic site that reflects the rich cultural heritage of the area, offering a chance to appreciate local architecture and history.
• Day 3: Kick off your adventure at Orient Point County Park, where you can explore the picturesque trails and enjoy stunning views of the Long Island Sound. Following your outdoor experience, visit Havens House, a historic landmark that provides insight into the region's past. Finally, immerse yourself in nature at Mashomack Preserve, where you can hike through beautiful landscapes and observe diverse wildlife, making it a perfect end to your Shelter Island Heights trip.

1. Book for the cheapest times: The most affordable time to visit Shelter Island Heights is during January, November, and December, when hotel prices drop significantly. If you're traveling internationally, it's wise to book your flight at least two months in advance to secure better rates. For a budget-friendly trip, a stay of at least 2-3 days is perfect for experiencing the area’s main attractions, which include beautiful beaches and stunning natural scenery. This makes it a great value for money destination for those looking to explore without breaking the bank.
2. Look for last-minute deals on Hotels.com: If you're seeking affordable last-minute deals to Shelter Island Heights, consider browsing the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you could find discounted hotel rates as your travel date approaches. You might also enable email alerts or push notifications to stay informed about flash sales and exclusive last-minute promotions. This way, you're more likely to uncover great opportunities to save and secure a stay that allows for payment at the hotel. Don't miss out on the chance to enjoy a fantastic getaway at a bargain!
3. Be flexible with dates: Prices may fluctuate based on various factors, including the hotel's location, star rating, and the time of year. As a result, being flexible with your travel dates could help you find lower hotel rates in Shelter Island Heights.
4. Consider your location: When booking on Hotels.com for your vacation, take your location into account. Staying near major attractions or city centers can offer convenience, but it usually tends to be more expensive. For more affordable options, consider looking for hotels in less central neighborhoods, finding a balance between cost and ease of access to the places you plan to visit.
5. Upgrade with One Key: Make your next reservation in Shelter Island Heights and be a part of Hotels.com's free One Key program, which enables members to take advantage of reward points for hotel bookings. Progress through the tiers of Blue, Silver, Gold and Platinum to unlock advantages like room upgrades when available, discounted rates, and exclusive offers for members. Start earning reward points now.

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 tends to be the wettest month. The peak travel months to visit Shelter Island Heights are April, June, and July, which see a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. In contrast, January, November, and December are ideal if you're looking for a calmer vacation, marked by light rainfall and mostly sunny to mostly cloudy conditions.