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Hotels in The Heights

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Check prices for these dates

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Dec 13 - Dec 14
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Dec 14 - Dec 15
Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28

Where to stay in The Heights?

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House on Chase Creek

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (79)
$104 nightly
The price is $119
Jan 6 - Jan 7, 2026
Total with taxes and fees
House on Chase Creek
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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When is the best time to visit The Heights?

Our prices for hotels in The Heights are cheapest in March
Price trends for hotels in The Heights
Pricing is based on two traveler single night rates
View properties in December
Currently viewing crowd sizes and weather for December.
Typical weather for Shelter Island Heights
December
Low crowds
High 46°F / low 38°F. Cloudy most days.
View properties in December
46°
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December, Low crowds, average high temperature 46 degrees Fahrenheit, average low temperature 38 degrees Fahrenheit. Cloudy most days.
38°
40°
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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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40°
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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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43°
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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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59°
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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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68°
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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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76°
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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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71°
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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.
46°
Monthly weather averages (˚F)

Top landmarks in The Heights

Shelter Island Country Club

You might want to practice your swing at Shelter Island Country Club, a golf course located 0.5 mi (0.8 km) from central Shelter Island Heights. If Shelter Island Country Club doesn't quite scratch your golfing itch, Gardiner's Bay Country Club, and Island's End Golf and Country Club are also nearby.
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Check out reviews of The Heights hotels guests love

Sag Harbor Inn

Sag Harbor Inn

10/10 Excellent
"Clean, friendly and very nice room. "
James 1-night trip
Posted 4 days ago
Sag Harbor Inn

Frequently asked questions

Is The Heights expensive to stay in?
You can find great hotels from $90 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?
Discover great deals on hotels in The Heights with Hotels.com. Sign up for free to unlock member only prices and start earning rewards. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on The Heights hotels.
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 13 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 Silver Beach.
Find out more about The Heights

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