Highland Holiday Packages
Save when you book Highland package deals
Top Highland holiday packages
1 Hotel Brooklyn Bridge
Reviewed on 11 Sept 2021
Book your Highland holiday
Wotif is here to help you save your precious bucks.
Allow us to combine your flights and accommodation into one tidy package deal.
Travelling in Highland will be trouble free with all those savings.
How does an additional $245 sound to you? That's how much you could save if you book today. And don't forget — you've got the freedom to mix and match from more than 550 partner airlines and 665,000 properties.
Don't waste time scanning the internet when you really should be heading to the airport. Wotif offers some of the top prices anywhere.
Highland Accommodation
Make sure you sort out how you're going to get from A to B during your visit to Highland, as there are currently no properties situated right in the middle of the neighbourhood. However, there are 17 accommodations near Highland listed on Wotif.
After somewhere to sleep? No worries — we've got it all sorted. The Buttermilk Falls Inn (220 North Road) and the Residence Inn by Marriott Poughkeepsie (2525 South Rd) both have terrific reviews and a cool location.
Car Hire in Highland
You'll need to head beyond Dutchess County Airport if you want to get your hands on a rental car. Check out what's on offer at Enterprise (1839 South Rd), which is just a short drive away.No rental cars in town? No dramas. Spackenkill is pretty close and features a range of outlets. Hertz (20 Ibm Road) and Budget (28 Ibm Road) are some of the top choices.
Holidays to Highland
When in doubt, travel. But before you venture off on your next great adventure to Highland, let us help you locate it on a map.Situated 7 kilometres northwest of the heart of Poughkeepsie, this neighbourhood will offer you a sneak peek into what makes this lively city tick.
There are plenty of awesome people living in Highland, but don't forget to get out and meet some of the locals in the surrounding areas too. Some 33 000 people call Poughkeepsie home, so you're bound to make some new mates.
Top Highland hotels
Hampton Inn & Suites Poughkeepsie
Staff and service is excellent
Reviewed on 1 Dec 2025
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
The room was very clean and the staff was very nice. The only complaint was the TV - it is small and you have to click through every channel to see what's on as there is no guide. Also, there is no coffee pot in the room, but that's just a minor thing.
Reviewed on 24 Nov 2025
SureStay Plus Hotel by Best Western Highland Poughkeepsie
Staff was very pleasant the place was clean and well kept. My one complaint was the bed. The mattress was horrible. I truly did not think they made mattresses that uncomfortable anymore.
Reviewed on 24 Nov 2025
