Photo by Allison Alano Flores

Hotels in Highland

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Check prices for these dates

Tonight
Dec 23 - Dec 24
Tomorrow
Dec 24 - Dec 25
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Where to stay in Highland?

Reception
SureStay Plus Hotel by Best Western Highland Poughkeepsie
SureStay Plus Hotel by Best Western Highland Poughkeepsie
2.5 star property
7.8 out of 10, Good, (949)
  • cleanliness
    Convenient spot with free parking, 15 minutes from Vassar and Culinary Institute.
The price is $80
$90 total
includes taxes & fees
Jan 4 - Jan 5, 2026
SureStay Plus Hotel by Best Western Highland Poughkeepsie
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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Budget hotels in Highland and vicinity

Exterior
Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North
2.5 star property
Hyde Park
8.0 out of 10, Very Good, (1003)
The price is $77
$87 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Quality Inn Hyde Park Poughkeepsie North
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 Highland?

Our prices for hotels in Highland are cheapest in December
Price trends for hotels in Highland
Pricing is based on two traveler single night rates
View properties in December
Currently viewing crowd sizes and weather for December.
Typical weather for Highland
December
Low crowds
High 4°C / low -3°C. Snow likely.
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December, Low crowds, average high temperature 4 degrees Celsius, average low temperature -3 degrees Celsius. Snow likely.
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January, Low crowds, average high temperature 1 degrees Celsius, average low temperature -7 degrees Celsius. Snow likely.
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February, Low crowds, average high temperature 3 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
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March, Low crowds, average high temperature 8 degrees Celsius, average low temperature -2 degrees Celsius. Partly sunny.
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14°
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April, Moderate crowds, average high temperature 14 degrees Celsius, average low temperature 4 degrees Celsius. Partly sunny.
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21°
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May, Moderate crowds, average high temperature 21 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
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26°
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June, High crowds, average high temperature 26 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
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29°
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July, Moderate crowds, average high temperature 29 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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28°
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August, High crowds, average high temperature 28 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
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24°
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September, High crowds, average high temperature 24 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
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17°
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October, High crowds, average high temperature 17 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
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10°
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November, Moderate crowds, average high temperature 10 degrees Celsius, average low temperature 1 degrees Celsius. Partly sunny.
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Monthly weather averages (˚C)

Top landmarks in Highland

Franny Reese State Park

Franny Reese State Park is 1.8 mi (2.9 km) from central Highland, why not stop by during your stay.
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Franklin D Roosevelt Library & Museum

If visiting museums in Highland are on your list, you might want to check out the upcoming exhibitions at Franklin D Roosevelt Library & Museum. Our travelers also like this historical area for its riverfront setting. If you want to see more of the museums in Highland, Hyde Park Station and Vanderbilt Mansion National Historic Site aren't far.
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Learn more about Highland

Highland is well-known for its attractions such as Walkway Over the Hudson State Historic Park and Franklin D Roosevelt Library & Museum. This family-friendly city has something for everyone including sights like Berean Park Beach and Franny Reese State Park within a sunny setting.

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Walking across the walkway over the Hudson, get there early to avoid parking issues. Great place to walk your dog!
Photo by Allison Alano Flores
Open Photo by Allison Alano Flores

Check out reviews of Highland hotels guests love

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

10/10 Excellent
"A nice, clean hotel perfect for a quick business/recreational trip"
Sharonda 1-night trip
Posted 2 days ago
Courtyard by Marriott Poughkeepsie

Frequently asked questions

What hotels do travelers like in Highland?
SureStay Plus Hotel by Best Western Highland Poughkeepsie is an accommodation that is popular with guests.
Can I book a refundable hotel in Highland?
If you need the flexibility to change your travel plans to Highland, most properties provide refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.
Where should I stay in Highland if I want a budget-friendly accommodation?
An inexpensive option worth considering is SureStay Plus Hotel by Best Western Highland Poughkeepsie.
Where can I stay in Highland if I want a vacation rental instead of a hotel?
If you want to find a good alternative to a hotel, review our selection of 19 vacation homes. In addition, you can choose from 6 apartments.
What will the weather in Highland be like during my trip?
July and August are typically the warmest months in Highland when the average temp is 69°F. January and February are the coldest months when the average temperature is 31°F. October and December are the months with the most rain.
Why should I book my Highland hotel through Hotels.com?
There are lots of reasons to book your Highland trip with us: our free cancellations on selected hotels gives you flexibility, 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.