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Highland hotels and places to stay

Spring, Summer, Fall Weekend Getaway in the Hudson Valley
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3.47 mi from city center
No reviews
Thank you Camille!

"We stayed in this lovely apartment for a weekend while visiting our daughter at Vassar. Camille's hospitality was outstanding; the apartment was very comfortable and well-stocked; and the outside areas were spectacular (the heated pool, the fire pit, the incredible view, etc.). I hope that we will ..."…"

Reviewed on Sep 25, 2019

Spring, Summer, Fall Weekend Getaway in the Hudson Valley
Luxury Custom Vacation Home
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5.72 mi from city center
5/5Exceptional! (2 reviews)
Gorgeous

"You can’t write a review without saying Josh is amazing. Be prepared for a hotel experience but in your amazingly appointed home. Clean towels daily:). The home was recently renovated and the amenities are top notch. More spacious and bigger than expected with great places for privacy. Only suggestion ..."…"

Reviewed on Jan 9, 2020

Luxury Custom Vacation Home
Hudson Valley 42 Acres With Lake And Hiking
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2.47 mi from city center
No reviews
Family Stay

"We had family stay in the home for a wedding. Their parents were able to get together with them the first night. Everyone enjoyed the visit and Mikki was very accommodating! She was a pleasure. The area was beautiful. Thank you for helping make the wedding weekend special!"…"

Reviewed on Oct 21, 2019

Hudson Valley 42 Acres With Lake And Hiking
Modern Cape Near Walkway
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2.28 mi from city center
4.9/5Exceptional! (30 reviews)
Great location - nice comfortable place

"Bernard is a great owner - very helpful and responsive. This is a nice comfortable place. The layout is well thought out and was very comfortable for the three adults that stayed in the house. Location is close to the bridge so it is easy to get around on either side of the river. I would definitely ..."…"

Reviewed on Feb 17, 2020

Modern Cape Near Walkway
Secluded Country Getaway
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2.15 mi from city center
4.5/5Wonderful! (2 reviews)

"This place was just perfect for a long weekend stay. The apartment was clean and comfortable. There is a flight of stairs to enter the apartment and a long unpaved road to reach the property. The road was a little difficult to maneuver with a low car but we did it. The property is secluded, quiet ..."…"

Reviewed on Oct 16, 2019

Secluded Country Getaway
Red Roof Inn & Suites Newburgh – Stewart Airport
2 out of 5
915 Union Ave, New Windsor, NY
Free CancellationReserve now, pay when you stay
$76
per night
Apr 11 - Apr 12
16.44 mi from city center
4/5Very Good! (1,742 reviews)

"Red Roof Inn was great. Very comfortable bed, roomy bathroom, friendly staff. Will definitely stay here again!"…"

Reviewed on Mar 15, 2020

Red Roof Inn & Suites Newburgh – Stewart Airport
Howard Johnson by Wyndham Newburgh/West Point
2 out of 5
95 Route 17K, Newburgh, NY
Free CancellationReserve now, pay when you stay
$90
per night
Apr 11 - Apr 12
15.69 mi from city center
3/5 (1,540 reviews)

"Look, first off, it's in Newburgh. . by the airport and thruway. So as far as sound goes, it ain't serene. Second, to say the hotel is dated is an understatement. It was like stepping back to 1962. BUT that added to its oddity. I kinda liked it. And it was clean. And affordable.And the staff was ..."…"

Reviewed on Mar 15, 2020

Howard Johnson by Wyndham Newburgh/West Point
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
2 out of 5
1287 Route 300, Newburgh, NY
Free CancellationReserve now, pay when you stay
$69
per night
Apr 12 - Apr 13
15.48 mi from city center
3.4/5 (1,592 reviews)

"Definitely needs a update especially the outlet connectors the mattress was definitely messed up and uneven too"…"

Reviewed on Mar 22, 2020

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
Howard Johnson by Wyndham Saugerties
2 out of 5
2764 Route 32, Saugerties, NY
Free CancellationReserve now, pay when you stay
$72
per night
Apr 26 - Apr 27
25.01 mi from city center
3.6/5Good! (1,101 reviews)

"Really great people working here in a time of crisis"…"

Reviewed on Apr 7, 2020

Howard Johnson by Wyndham Saugerties
Super 8 by Wyndham Highland NY
2 out of 5
3423 US Highway 9W, I-87 Exit 18 to I-9W, Highland, NY
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2.17 mi from city center
3.4/5Good! (459 reviews)

"Major issue- Rear Access door to hall was broken/not secure. Minor issue- insufficient beverages for morning breakfast."…"

Reviewed on Nov 19, 2018

Super 8 by Wyndham Highland NY
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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.

Visiting Highland

Families enjoy visiting Highland though all visitors are sure to find something to appreciate. Tourists can also enjoy the city's riverfront and mountain views.

  • You'll find 109 Expedia hotels and other accommodations in the larger area of Poughkeepsie
  • The closest major airport is in Newburgh, NY (SWF-Stewart Intl.), 16.6 mi (26.6 km) from the city center
  • The next closest is in White Plains, NY (HPN-Westchester County), 48.2 mi (77.6 km) away

Sightseeing and Staying in Highland

Favorite places to visit in the city include Apple Greens Golf Course, Walkway Over the Hudson State Historic Park, and West Park Winery. In the area, you'll also find Poughkeepsie Bridge and Mid-Hudson Children's Museum.

As you plan your vacation, you'll find 8 hotels and other lodging options available to select from in Highland. Below are top ones based on our user reviews:

  • Stonegate Bed and Breakfast - With a stay at this 3.5-star bed & breakfast, guests can enjoy access to free breakfast and free parking, along with free WiFi. It's a favorite with Expedia travelers for its breakfast and room size.
  • Atlas Motor Lodge - Our customers like the helpful staff and clean, comfortable rooms at this motel. This 2-star motel features free WiFi, free parking, and a library.
  • Super 8 by Wyndham Highland NY - With a stay at this 2-star hotel, guests can enjoy access to free breakfast and free parking, along with free WiFi. Expedia customers like its dining options and comfortable, quiet rooms.

Dressing for Highland

  • Between January and March, you can expect the daytime average to be around 54°F and the nighttime average to be 15°F
  • From April to June, temperatures average about 83°F during the day and 31°F at night
  • July through September averages 85°F during the day and 45°F at night
  • In October-December, the average temperature is 69°F during the day and 17°F at night
  • Highland gets about 46.61 inches of rain per year
  • Hottest months are usually July and August with an average temperature of 83°F, while the coldest months are January and February with an average of 17°F

Frequently asked questions

What's the best place to stay in Highland?
Black Creek Bed and Breakfast is one of the top choices for your stay based on our traveler data. This 3-star B&B offers free breakfast and free WiFi. Other good options for your stay include Atlas Motor Lodge and Super 8 by Wyndham Highland NY.
If I need to cancel my hotel reservation in Highland, will I receive a refund?
Yes, the majority of hotel reservations are fully refundable provided that you cancel prior to the accommodation’s cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a reservation that’s non-refundable, it may still be possible to cancel it and be given a refund within 24 hours of your booking. Enter dates in and click on “Search”, then filter by “free cancellation” to review the best options available in Highland.
Where can I learn more about changing or cancelling my trip to Highland?
For more details about updating your trip to Highland or cancelling it, click here.
What's the best budget-friendly hotel in Highland?
Based on reviews, Super 8 by Wyndham Highland NY is a popular 2-star hotel for our travelers looking for an economical choice, and features free breakfast and free WiFi. Other good choices for your budget-friendly stay include Americas Best Value Inn Highland Poughkeepsie and Atlas Motor Lodge.
What's the best accommodation for a family vacation to Highland?
Super 8 by Wyndham Highland NY is a hotel with free parking and free breakfast, and it’s a top choice on Expedia for families. Other good choices for your family trip include Atlas Motor Lodge and Americas Best Value Inn Highland Poughkeepsie. Attractions in the area like SplashDown Beach and Dutchess County Fairgrounds are also fun for kids of all ages.
What's the best pet-friendly accommodation in Highland?
Americas Best Value Inn Highland Poughkeepsie is a top property for people traveling with their pets, and offers free WiFi for its human guests. Super 8 by Wyndham Highland NY is another good option if you’re bringing your pet along.
Where is the best hotel to stay with easy access to Walkway Over the Hudson State Historic Park?
Atlas Motor Lodge is one of the top choices for your stay based on our traveler data, and this property offers free WiFi and free parking. It’s located just a short 0.5 mi (0.9 km) from Walkway Over the Hudson State Historic Park. Other good options within a few miles include Poughkeepsie Grand Hotel and Days Inn by Wyndham Poughkeepsie.
What about the best place to stay close to Vanderbilt Mansion?
One of the top choices for your stay is Black Creek Bed and Breakfast, located 1.6 mi (2.6 km) from Vanderbilt Mansion, and this 3-star B&B offers free breakfast and free WiFi. Americas Best Value Inn New Paltz and Hampton Inn by Hilton New Paltz are two other good choices within 5 miles.
What's the best place to stay if I'm looking to play golf in Highland?
Americas Best Value Inn Highland Poughkeepsie is a property featuring free breakfast and free WiFi, and it’s a top choice for playing a round of golf. You can tee off at Apple Greens Golf Course during your trip.
What are some accommodations with pools in Highland?
Secluded Country Getaway: Provides an in-room kitchen, a pool, and a private balcony. Hudson Valley 42 Acres With Lake And Hiking and Spring, Summer, Fall Weekend Getaway in the Hudson Valley are a couple of other choices with an onsite pool.
What's the best hotel for staying near Westchester County Airport (HPN)?
Doral Arrowwood is one of the top choices for your stay and is a popular 4-star hotel featuring a golf course and 2 restaurants. It’s located 2 mi (3.3 km) from Westchester County Airport. Other good choices near the airport include Crowne Plaza White Plains - Downtown and La Quinta Inn & Suites by Wyndham Armonk Westchester.
How is it to stay in Highland?
Families enjoy visiting Highland though all visitors are sure to find something to appreciate. Tourists can also enjoy the city’s riverfront and mountain views. Top sights around the area include Minnewaska State Park and Dia Beacon. In Highland, there are 11 hotels and other accommodations to choose from.

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