
Deals on vacations and trips to Highland
Save when you book Highland package deals
Highland flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

INNSiDE by Meliá New York Nomad
Manhattan
Save 100% on your flight
per person
Aug 24 - Aug 27
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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 and free WiFi in public areas. A terrace, limo/town car service, and a picnic area are also on offer.

1 Hotel Brooklyn Bridge
per person
Aug 9 - Aug 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.

Ruschmeyers Hotel
Save 100% on your flight
per person
Jul 25 - Jul 27
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area, express check-in, and express check-out are also on offer.

Hilton Parsippany
Save 100% on your flight
per person
Jul 5 - Jul 11
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Newark Liberty Intl. Airport (EWR)
This hotel features an outdoor pool, an indoor pool, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and unwind at the bar/lounge and poolside bar.

Hotel Riu Plaza Manhattan Times Square
Manhattan
Save 100% on your flight
per person
Aug 24 - Aug 27
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to New York (JFK)
This property features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. A snack bar/deli, dry cleaning, and luggage storage are also on offer.
Top Highland hotels deals

SureStay Plus Hotel by Best Western Highland Poughkeepsie
3423 US Highway 9W, I-87 Exit 18 to I-9W, Highland, NY
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $111 total per night
$111 total
Jun 9 - Jun 10
Total includes taxes and fees
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.
Breakfast included
Pet friendly

HYATT house Fishkill/Poughkeepsie
100 Westage Business Center Dr., Fishkill, NY
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $124 total per night
$124 total
Jun 1 - Jun 2
Total includes taxes and fees
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 hot tub and free perks like buffet breakfast and free self parking.
Pool
Hot Tub

Best Western Plus Kingston Hotel And Conference Center
503 Washington Ave, Kingston, NY
Free Cancellation
Reserve now, pay when you stay
$129 nightly
The price is $144 total per night
$144 total
Jun 1 - Jun 2
Total includes taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the gym and free perks like buffet breakfast and free self parking.
Pool
Breakfast included

Hampton Inn & Suites Poughkeepsie
2361 South Rd, Poughkeepsie, NY
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $137 total per night
$137 total
Jun 8 - Jun 9
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the 24-hour business center, express check-in, and conference space. There's a gym on site, and a 24-hour front desk and a terrace are also provided.
Breakfast included
Pet friendly

Beekman Arms Hotel
6387 MILL ST, Rhinebeck, NY
Free Cancellation
Reserve now, pay when you stay
$151 nightly
The price is $171 total per night
$171 total
Jun 29 - Jun 30
Total includes taxes and fees
A restaurant and a bar/lounge are featured at this inn. Traveling on business? Take advantage of the free WiFi in public areas and onsite conference space. Guests will appreciate freebies like continental breakfast and free self parking.
Breakfast included
Pet friendly

Wingate by Wyndham Fishkill
20 Schuyler Blvd, Fishkill, NY
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $112 total per night
$112 total
Jun 1 - Jun 2
Total includes taxes and fees
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. There's a gym on site, and laundry facilities and free newspapers are also offered.
Breakfast included
Parking included
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
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.
Franklin D Roosevelt Library & Museum
You can study the exhibits at Franklin D Roosevelt Library & Museum, a museum with a story of its own, during your travels to Highland. While you're in the area, stroll along the riverfront.
Franny Reese State Park
You can take time to visit Franny Reese State Park during your travels to Highland. Stroll along the riverfront or discover the mountain views in this family-friendly area.
Frequently asked questions
Photos of local treasures
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