Highland Vacation Packages
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Top Highland vacation package deals
Price found within the past 48 hours. Click for updated prices.
5.0-star property
Park Lane New York
Manhattan
8.4/10 Very Good! (1,818 reviews)
Nov 11 - Nov 14
3 night stay
Dallas (DFW) to New York (JFK)
Delta • Coach
New York (JFK) to Dallas (DFW)
Frontier Airlines • Coach
Save 100% on your flight
Price was $1,346, price is now $840 per person
$840
per person
found 1 day ago
Love it! Great staff and helpful while very busy. BIG BIG ROOMS! 24/7 service is A+. Location is FAB!!! View of Central Park sunrise and sunset is bucket list with value. Will book again and recommend to select friends who appreciate
Reviewed on Oct 3, 2026
4.0-star property
Hotel Riu Plaza Manhattan Times Square
Manhattan
9.2/10 Wonderful! (4,000 reviews)
Dec 4 - Dec 8
4 night stay
Dallas (DAL) to New York (JFK)
Delta • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,717, price is now $1,657 per person
$1,657
per person
found 1 day ago
Best location ever!
Reviewed on Oct 3, 2026
5.0-star property
Pendry Natirar
9.8/10 Exceptional! (20 reviews)
Dec 8 - Dec 11
3 night stay
Dallas (DFW) to New York (JFK)
Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,981, price is now $1,320 per person
$1,320
per person
found 19 hours ago
One of the most beautiful hotels! The staff was incredibly accommodating. The rooms were beautiful and the amenities and spa were amazing. Highly recommend you find a reason to go!
Reviewed on Sep 29, 2026
Top rated hotels for your Highland vacation package
SureStay Plus Hotel by Best Western Highland Poughkeepsie
3423 US Highway 9W Highland NY
Free Cancellation
Reserve now, pay when you stay
1.31 mi from city center
$80 nightly
The price is $90 total per night
$90 total
Nov 1 - Nov 2
Total with taxes and fees
Guests of SureStay Plus Hotel by Best Western Highland Poughkeepsie enjoy free WiFi in public areas, a 24-hour business center, and laundry facilities. A stay here includes free parking. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include an ATM, a picnic area, and a vending machine.
Breakfast included
Pet friendly
Quality Inn Poughkeepsie
536 Haight Ave, Building A Poughkeepsie NY
Free Cancellation
3.72 mi from city center
$93 nightly
The price is $108 total per night
$108 total
Nov 1 - Nov 2
Total with taxes and fees
At Quality Inn Poughkeepsie, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. Free parking is included with your stay. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a business center, a computer station, and free newspapers.
Pool
Breakfast included
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Free Cancellation
Reserve now, pay when you stay
6.16 mi from city center
$94 nightly
The price is $109 total per night
$109 total
Nov 2 - Nov 3
Total with taxes and fees
Guests of Hyatt Place Poughkeepsie / Hudson Valley have access to an indoor pool, a 24-hour gym, and free WiFi in public areas. If you drive, take advantage of free parking. The 24-hour front desk has staff standing by to help with dry cleaning/laundry, securing valuables, and luggage storage. Additional amenities include meeting rooms, a 24-hour business center, and coffee/tea in a common area.
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.
