Deals on vacations and trips to Highland

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Highland flight + hotel vacation packages

The Westin New York Grand Central

The Westin New York Grand Central

4.5 out of 5
Manhattan
per person
May 31 - Jun 2
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking. Self parking, a coffee shop, and a snack bar/deli are also offered.
The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Save 100% on your flight
per person
Jun 27 - Jun 30
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
This hotel features a restaurant, a gym, and a bar/lounge. Families will appreciate the onsite laundry facilities and in-room childcare. Guests will appreciate perks like free WiFi and a free area shuttle.
The William Vale

The William Vale

5 out of 5
Save 100% on your flight
per person
May 20 - May 22
Roundtrip non-stop flight included
Atlanta (ATL) to New York (JFK)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the seasonal outdoor pool and perks like free WiFi. There's a rooftop terrace on site, and laundry facilities and concierge services are also offered.
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
May 24 - May 28
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
A full-service spa, a gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the seasonal outdoor pool and visit the 2 bars/lounges and poolside bar for drinks.
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Jun 10 - Jun 13
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Families will appreciate complimentary bicycles and babysitting. Traveling on business? Take advantage of the business center, express check-out, and valet parking.
Prices and availability subject to change. Additional terms may apply.

Top Highland hotels deals

Rodeway Inn & Suites New Paltz - Hudson Valley

Rodeway Inn & Suites New Paltz - Hudson Valley

2 out of 5
601 Main Street, Highland, NY
Free Cancellation
Reserve now, pay when you stay
The price is $80 per night
$80
per night
Apr 21 - Apr 22
Free WiFi in public areas is available at this motel. Take advantage of the free self parking.
Parking included
Free WiFi
SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 out of 5
3423 US Highway 9W, I-87 Exit 18 to I-9W, Highland, NY
Free Cancellation
Reserve now, pay when you stay
The price is $126 per night
$126
per night
Apr 25 - Apr 26
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. A picnic area, laundry facilities, and barbecue grills are also on offer.
Pet friendly
Breakfast included
DoubleTree by Hilton Poughkeepsie

DoubleTree by Hilton Poughkeepsie

4 out of 5
40 Civic Center Plz, Poughkeepsie, NY
Free Cancellation
Reserve now, pay when you stay
The price is $123 per night
$123
per night
Apr 25 - Apr 26
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the 8 conference rooms, free WiFi in public areas, and express check-out. Free self parking, a coffee shop, and a terrace are also offered.
Breakfast available
Parking included
HYATT house Fishkill/Poughkeepsie

HYATT house Fishkill/Poughkeepsie

3 out of 5
100 Westage Business Center Dr., Fishkill, NY
Free Cancellation
The price is $119 per night
$119
per night
Apr 25 - Apr 26
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the spa tub and free perks like buffet breakfast and free self parking.
Hot Tub
Pet friendly
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road, Poughkeepsie, NY
Free Cancellation
The price is $103 per night
$103
per night
May 6 - May 7
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.
Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

2.5 out of 5
4 South Putt Corners Road, New Paltz, NY
Free Cancellation
Reserve now, pay when you stay
The price is $120 per night
$120
per night
Apr 25 - Apr 26
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Pet friendly
Breakfast included
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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.

Popular places to visit

Image for Apple Greens Golf Course

Apple Greens Golf Course

4.5/5(2 reviews)

Enjoy a round of golf in Highland at Apple Greens Golf Course. Wander the riverfront in this family-friendly area.

Apple Greens Golf Course
Image for Franklin D Roosevelt Library & Museum

Franklin D Roosevelt Library & Museum

Rich with history, Franklin D Roosevelt Library & Museum is a cultural attraction worth visiting in Highland. While you're in the area, stroll along the riverfront.

Franklin D Roosevelt Library & Museum
Image for Berean Park Beach

Berean Park Beach

Why not spend a lazy afternoon at Berean Park Beach during your trip to Highland? Stroll along the riverfront or discover the mountain views in this family-friendly area.

Berean Park Beach

Frequently asked questions

How much are vacation packages to Highland?
Vacation packages, including flights and hotels in Highland, start at just $305. Turn your daydreams into reality and book your dream trip with Travelocity today.
How long should my Highland vacation be?
Many travelers pack their bags and escape to Highland for about 2 nights. That gives you an idea of time frames, but you’re not bound by it. Whether you stay a few nights to see the big attractions or linger a while to explore new places, an amazing escape awaits.
Where can I get the best vacation package deals for Highland?
No matter your adventure, Travelocity can help you score an unbeatable Highland package deal. All you have to do is select a combination from our 400 airlines and 1,000,000 properties across the globe.
Why should I purchase my Highland vacation package with Travelocity?
By booking your hotel, flights, car rental and activities altogether, you’ll save time and money. All our bookings come with an expert team of customer service specialists available 24/7, and you’ll know that you’ll always score the best deal possible with our Price Match Guarantee. So, what’s stopping you? Book that dream vacation today and start packing!
Will I save money on my Highland car rental if I bundle it with my hotel or flight?
You sure can — combine your flight, car and hotel into a Highland vacation package and you’ll save plenty. With so much to see in the Highland area, that set of wheels will make it easy to explore. Once you’ve slid into the driver’s seat, crank up the tunes and find your way to Times Square, a top sight around 65 mi from Highland.
What is the best time of year to go to Highland?
If you’d like to avoid expensive flights, tourist crowds and a lack of vacancy, plan your trip outside of March, April and June. The quietest time to travel through Highland is September, November and December. You’ll find hotel prices are the highest in and the lowest in .
Which airport is best for Highland?
Westchester County Airport (HPN), 45 mi south of the city center, is where many travelers start their Highland adventures. That said, Stewart Intl. Airport (SWF) (17 mi away from central Highland) could be a handier option for you.
What is there to do in Highland?
While getting off the beaten track is rewarding, you shouldn’t ignore the big attractions that make a place famous. Apple Greens Golf Course and Franklin D Roosevelt Library & Museum are a couple of them in Highland.
Where should I stay when visiting Highland?
The SureStay Plus Hotel by Best Western Highland Poughkeepsie is the top choice of many visitors. Book now before it’s too late.