Photo by Erisa Dilo

Hotels in Shelter Island Heights

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Where to stay in Shelter Island Heights?

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Our prices for hotels in Shelter Island Heights are cheapest in March

See average prices and weather for all months

Price trends for hotels in Shelter Island Heights

Pricing is based on two traveler single night rates
Mar
$266
Average price during March is $266
Apr
$283
Average price during April is $283
May
$462
Average price during May is $462
Jun
$517
Average price during June is $517
Jul
$707
Average price during July is $707
Aug
$813
Average price during August is $813
Sep
$588
Average price during September is $588
Oct
$509
Average price during October is $509
Nov
$447
Average price during November is $447
Dec
$385
Average price during December is $385
Jan
$281
Average price during January is $281
Feb
$293
Average price during February is $293
Currently viewing crowd sizes and weather for March.

March

trending_downLow crowds
High 43°F / low 36°F. Partly sunny.
43°
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March, Low crowds, average high temperature 43 degrees Fahrenheit, average low temperature 36 degrees Fahrenheit. Partly sunny.
36°
50°
weather_sun
April, Moderate crowds, average high temperature 50 degrees Fahrenheit, average low temperature 44 degrees Fahrenheit. Sunny most days.
44°
59°
weather_sun
May, Moderate crowds, average high temperature 59 degrees Fahrenheit, average low temperature 53 degrees Fahrenheit. Sunny most days.
53°
68°
weather_sun
June, High crowds, average high temperature 68 degrees Fahrenheit, average low temperature 62 degrees Fahrenheit. Sunny most days.
62°
76°
weather_sun
July, High crowds, average high temperature 76 degrees Fahrenheit, average low temperature 71 degrees Fahrenheit. Sunny most days.
71°
76°
weather_sun
August, High crowds, average high temperature 76 degrees Fahrenheit, average low temperature 71 degrees Fahrenheit. Sunny most days.
71°
71°
weather_sun
September, High crowds, average high temperature 71 degrees Fahrenheit, average low temperature 65 degrees Fahrenheit. Sunny most days.
65°
63°
weather_sun
October, Moderate crowds, average high temperature 63 degrees Fahrenheit, average low temperature 56 degrees Fahrenheit. Sunny most days.
56°
54°
weather_sun
November, Moderate crowds, average high temperature 54 degrees Fahrenheit, average low temperature 46 degrees Fahrenheit. Sunny most days.
46°
46°
weather_cloudy
December, Low crowds, average high temperature 46 degrees Fahrenheit, average low temperature 38 degrees Fahrenheit. Cloudy most days.
38°
40°
weather_partly_sunny
January, Low crowds, average high temperature 40 degrees Fahrenheit, average low temperature 31 degrees Fahrenheit. Partly sunny.
31°
40°
weather_cloudy
February, Low crowds, average high temperature 40 degrees Fahrenheit, average low temperature 32 degrees Fahrenheit. Cloudy most days.
32°
Monthly weather averages (˚F)

Top landmarks in Shelter Island Heights

Learn more about Shelter Island Heights

Shelter Island Heights is well-known for its attractions such as Sunset Beach and Crescent Beach. This beachside city has something for everyone including sights like Shelter Island Country Club and Sylvester Manor.

View from the back patio of The Dory Restaurant on Shelter Island, NY #shelterisland #reflections #silence #nature
Photo by Erisa Dilo
Open Photo by Erisa Dilo

Frequently asked questions

What accommodations do travelers recommend in Shelter Island Heights?
House on Chase Creek is an accommodation that is popular with guests.
Where can I find free parking with my stay in Shelter Island Heights?
Park your car for free at West Neck Guesthouse.
Can I book a refundable hotel in Shelter Island Heights?
If you want the flexibility to change your travel plans to Shelter Island Heights, most accommodations offer refundable* rates you can book. You can find these accommodations by searching our site and using the “fully refundable” filter to narrow the results down.
Where can I stay with my pet in Shelter Island Heights?
Your animal companion is welcome at these pet-friendly hotels: The Rams Head Inn and The Chequit.
Which Shelter Island Heights hotels do our guests like for their central location?
Travelers like The Pridwin Hotel for its great location.
Where can I stay in Shelter Island Heights if I want a cheap accommodation?
An inexpensive option worth considering is Dering Harbor Inn.
Where can I stay in Shelter Island Heights if I want a vacation home instead of a traditional hotel?
If you want a good alternative to a hotel, review our selection of 36 vacation homes.
Where can I stay if I'm visiting Shelter Island Heights with my children?
Your kids are welcome at The Pridwin Hotel and Shelter Island House.
Where should I stay in Shelter Island Heights for a trip with my partner?
The Pridwin Hotel is a great option for a romantic getaway.
What will the weather in Shelter Island Heights be like during my visit?
The warmest months in Shelter Island Heights are usually August and July with an average temp of 70°F. January and February are the chilliest months when the average temp is 38°F. The rainiest months are October and December.
Why should I book my Shelter Island Heights hotel through Hotels.com?
There are plenty of reasons to book your Shelter Island Heights travel with us: our free cancellations on selected hotels* gives you the flexibility you’re looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Shelter Island Heights

Find out more about Shelter Island Heights

Unveiling the Serenity: Discover the Hidden Treasures of Shelter Island Heights

Escape to Shelter Island Heights, a charming seaside getaway nestled between the North and South Forks of Long Island. Renowned for its breathtaking sunsets at Sunset Beach and pristine sands of Crescent Beach, this idyllic island offers a serene blend of nature and luxury. Explore beautifully manicured gardens, unwind in quaint beach resorts, and immerse yourself in the island's unique charm. Whether you seek a romantic retreat or an off-the-beaten-path adventure, Shelter Island Heights promises an unforgettable experience surrounded by tranquil landscapes and the soothing sounds of the sea. For the 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.

Top locations to stay 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.

Things to do in Shelter Island Heights for first time

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.

5 tips to find a great Shelter Island Heights hotel deal

  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.

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 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.

If you're looking to discover somewhere new, look no further than Shelter Island Heights. Whether you're planning to stay for a night or for the week, the area around Shelter Island Heights has accommodations to fit every need. Search for hotels in Shelter Island Heights with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Shelter Island Heights hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Shelter Island Heights hotel deals are here with our lowest price guarantee.