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Hotels in The Heights

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The Heights hotels that make comfort easy

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 The Heights are cheapest in March

See average prices and weather for all months
Price trends for hotels in The Heights
Pricing is based on two traveler single night rates
View properties in September
Currently viewing crowd sizes and weather for September.
Weather forecast for Shelter Island Heights
September
trending_upHigh crowds
High 71°F / low 65°F. Sunny most days.
View properties in September
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September, High crowds, average high temperature 71 degrees Fahrenheit, average low temperature 65 degrees Fahrenheit. Sunny most days.
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63°
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October, Moderate crowds, average high temperature 63 degrees Fahrenheit, average low temperature 56 degrees Fahrenheit. Sunny most days.
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54°
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November, Moderate crowds, average high temperature 54 degrees Fahrenheit, average low temperature 46 degrees Fahrenheit. Sunny most days.
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46°
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December, Low crowds, average high temperature 46 degrees Fahrenheit, average low temperature 38 degrees Fahrenheit. Cloudy most days.
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January, Low crowds, average high temperature 40 degrees Fahrenheit, average low temperature 31 degrees Fahrenheit. Partly sunny.
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February, Low crowds, average high temperature 40 degrees Fahrenheit, average low temperature 32 degrees Fahrenheit. Cloudy most days.
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March, Low crowds, average high temperature 43 degrees Fahrenheit, average low temperature 36 degrees Fahrenheit. Partly sunny.
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50°
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April, Moderate crowds, average high temperature 50 degrees Fahrenheit, average low temperature 44 degrees Fahrenheit. Sunny most days.
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May, Moderate crowds, average high temperature 59 degrees Fahrenheit, average low temperature 53 degrees Fahrenheit. Sunny most days.
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June, High crowds, average high temperature 68 degrees Fahrenheit, average low temperature 62 degrees Fahrenheit. Sunny most days.
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July, High crowds, average high temperature 76 degrees Fahrenheit, average low temperature 71 degrees Fahrenheit. Sunny most days.
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76°
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August, High crowds, average high temperature 76 degrees Fahrenheit, average low temperature 71 degrees Fahrenheit. Sunny most days.
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Monthly weather averages (˚F)

Top landmarks in Shelter Island Heights

Check out reviews of The Heights hotels guests love

Frequently asked questions

Is The Heights expensive to stay in?
You can find great hotels from $93 in The Heights to suit a range of budgets. To find the best low-cost hotel on Hotels.com that meets your needs, apply your search filters and then sort hotels by "Price: low to high".
How can I find discounted rates and deals for The Heights hotels?
Unlocking discounted rates at hotels in The Heights couldn't be simpler. Members save up to 20% on select hotels when signed in. Silver, Gold, and Platinum members can earn additional rewards on VIP Access bookings.
Can I receive a refund if I cancel my The Heights hotel booking?
The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel your booking. Some The Heights hotels require you to cancel more than 24 hours before check-in, so look at your booking beforehand. For extra peace of mind before you book, filter hotels by "Property cancellation options" and select "Fully refundable property".
What are some of the best pet-friendly hotels in The Heights?
Traveling with your pet doesn't mean sacrificing a great hotel stay. In The Heights, our travelers love:
  • The Chequit has an average guest rating of 9 out of 10. To find more pet-friendly stays on Hotels.com, use the "Amenities" filter in your search and select "Pet friendly".
What are some of the top The Heights hotels with free parking?
If you're traveling by car, make your life easier by booking a The Heights hotel with free parking. Our travelers like:
  • The Chequit: A hotel with an average guest rating of 9 out of 10
Is it worth staying in The Heights?
There are 14 hotels in the area to find your perfect somewhere. Basing yourself in The Heights makes it easy to explore Shelter Island Heights, including the neighborhoods of Pipes Cove and Menantic Creek.
Are all taxes and fees included in the The Heights hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.

Find out more about The Heights

Find out more about The Heights

What's The Heights Like?

If you want to find the perfect part of town to visit, consider The Heights. Take time to see places like Sunset Beach and Shelter Island Country Club while you're here. Crescent Beach and Railroad Museum of Long Island are a couple of more places to see nearby.

How to Get to The Heights

Flying to:

  • East Hampton, NY (HTO), 10 mi (16.1 km) from The Heights
  • Fishers Island, NY (FID-Elizabeth Field), 20.8 mi (33.5 km) from The Heights
  • Montauk, NY (MTP), 22.5 mi (36.2 km) from The Heights

Things to See and Do in and around The Heights

Things to See near The Heights:

  • Sunset Beach (0.7 mi/1 km away)
  • Crescent Beach (1 mi/1.6 km away)
  • Greenport Carousel (1.5 mi/2.4 km away)
  • 67 Steps Beach (2.9 mi/4.6 km away)
  • Safe Harbor Stirling (2.2 mi/3.5 km away)

Things to Do near The Heights:

  • Shelter Island Country Club (0.2 mi/0.4 km away)
  • Railroad Museum of Long Island (1.4 mi/2.2 km away)
  • Kontokosta Winery (2.4 mi/3.9 km away)
  • Shelter Island Whale's Tail (1.3 mi/2.1 km away)
  • Greenport Farmers' Market (1.6 mi/2.6 km away)

When Is the Best Time to Visit Shelter Island Heights?

  • Hottest months: August, July, September, June (average 70°F)
  • Coldest months: January, February, March, December (average 38°F)
  • Rainiest months: October, December, March, January (average 6 inches of rainfall)

The Heights Travel Information

Best Time to Visit
March, June and July
Average Stay
2 days
Closest Neighborhoods
Shorewood, Menantic Creek
Top Attractions
Sunset Beach, Crescent Beach, Shelter Island Country Club

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