Photo by Karen Wirtz
Hotels in Highland
Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices
Check prices for these dates
Where to stay in Highland?
Go beyond your typical stay in Highland
Apartment
Pet friendly
Family friendly
Cottage
When is the best time to visit Highland?
When is the best time to visit Highland?Our prices for hotels in Highland are cheapest in December
When is the best time to visit Highland?
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
Currently viewing crowd sizes and weather for December.
Typical weather for Highland
December
Low crowds
High 4°C / low -3°C. Snow likely.
View properties in December 4°
December, Low crowds, average high temperature 4 degrees Celsius, average low temperature -3 degrees Celsius. Snow likely.
-3°
1°
January, Low crowds, average high temperature 1 degrees Celsius, average low temperature -7 degrees Celsius. Snow likely.
-7°
3°
February, Low crowds, average high temperature 3 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
8°
March, Low crowds, average high temperature 8 degrees Celsius, average low temperature -2 degrees Celsius. Partly sunny.
-2°
14°
April, Moderate crowds, average high temperature 14 degrees Celsius, average low temperature 4 degrees Celsius. Partly sunny.
4°
21°
May, Moderate crowds, average high temperature 21 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
9°
26°
June, High crowds, average high temperature 26 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
29°
July, Moderate crowds, average high temperature 29 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
28°
August, High crowds, average high temperature 28 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
24°
September, High crowds, average high temperature 24 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
13°
17°
October, High crowds, average high temperature 17 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
7°
10°
November, Moderate crowds, average high temperature 10 degrees Celsius, average low temperature 1 degrees Celsius. Partly sunny.
1°
Monthly weather averages (˚C)
Top landmarks in Highland
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.
Apple Greens Golf Course
You might want to practice your swing at Apple Greens Golf Course, a golf course located 4.5 mi (7.3 km) from central Highland. Why not take a stroll along the riverfront and watch the sunset while you're here? If Apple Greens Golf Course doesn't quite scratch your golfing itch, New Paltz Golf Course is also nearby.
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.
Photo by Allison Alano Flores
Open Photo by Allison Alano Flores
Check out reviews of Highland hotels guests love
Hampton Inn Kingston
10/10 Excellent
"The front person was very friendly and professional. The room was excellent, very clean and comfortable. The breakfast was filling and there was quite a variety of hot and cold food and drinks. "
Courtyard by Marriott Poughkeepsie
10/10 Excellent
"A nice, clean hotel perfect for a quick business/recreational trip"
Howard Johnson by Wyndham Newburgh/West Point
10/10 Excellent
"Love the stay"
Minnewaska Lodge
10/10 Excellent
"The room was spotless, the staff was helpful, the breakfast was great. 1000% recommend. The only defect is the driveway - be wary of the potholes. "
The Thayer Hotel at West Point
10/10 Excellent
"I recently stayed at this hotel and was thoroughly impressed. The rooms were spotless, comfortable, and well-designed, making for a relaxing stay. The staff went above and beyond to ensure every guest felt welcome, offering friendly and attentive service at every turn. The amenities, from the modern fitness center to the inviting pool area, added a touch of luxury to the experience. Its convenient location made exploring the local attractions effortless. Overall, this hotel truly provides a perfect blend of comfort, hospitality, and quality – I can’t wait to return."
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
10/10 Excellent
"Second stay. Just as special. Room, breakfast, vibe. "
Hyatt Place Poughkeepsie / Hudson Valley
10/10 Excellent
"Staff very helpful."
Hampton Inn & Suites Poughkeepsie
10/10 Excellent
"Very clean. Friendly staff. Breakfast was excellent. Room was great. What a surprise that Santa was there for breakfast. Would definitely go back."
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
10/10 Excellent
"Great staff, comfy room "
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.