Highland Holidays from £653
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Your Highland Holiday
Reserve a Highland holiday package and get set to experience all this city has to offer. Consider basing yourself in the neighbourhood of Poughkeepsie Waterfront, which is great for families, history and culture. If sightseeing is on the to-do list during your trip to Highland, swing by well-known attractions like Walkway Over the Hudson State Historic Park, Franklin D Roosevelt Library & Museum and Apple Greens Golf Course. Check out Expedia's wide range of travel options and book your dream holiday to Highland now.
Top Highland Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Crowne Plaza Saddle Brook by IHG
Price was £1,637, price is now £653 per person
£653
per person
16 Mar - 19 Mar
just found
Return flight included
London (LHR) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,000 reviews)
The staff at the front desk was so kind and sweet. She really went above and beyond to make sure my stay was a good one. I will be back soon.
Reviewed on 29 Jan 2026
Chateau Grande Hotel
Price was £1,810, price is now £746 per person
£746
per person
23 Mar - 26 Mar
just found
Return flight included
London (LHR) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (242 reviews)
The ambience is great but the noise from the garbage trucks at 130 am is obnoxious. I couldn’t sleep until hours later
Reviewed on 1 Feb 2026
Hyatt House Jersey City
Downtown Jersey City
Price was £1,976, price is now £887 per person
£887
per person
17 Mar - 20 Mar
just found
Return flight included
London (LHR) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,707 reviews)
The rooms are a bit odd for families as the shower door is glass and right next to the bed. However it comes with a kitchenette and the brunch was great but very limited seating. You have to stand guard with food in hand or grab a table and let someone else grab food while you guard your table. The rooftop was under construction when we went but we still saw the view and the atmosphere was great.
Reviewed on 11 Feb 2026
Highland Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Stewart Intl. Airport (SWF) |
Population | 5,600 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Berean Park Beach, Franny Reese State Park and Apple Greens Golf Course |
Top hotels in Highland
SureStay Plus Hotel by Best Western Highland Poughkeepsie
3423 US Highway 9W Highland NY
Fully refundableReserve now, pay when you stay
The price is £58 per night from 15 Feb to 16 Feb
£58
15 Feb - 16 Feb
includes taxes & fees
7.6/10 Good! (960 reviews)
Super clean! Hotel manager along with all other employees were pleasant and helpful.
Reviewed on 6 Feb 2026
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Highland NY
9.4/10 Exceptional! (11 reviews)
Great place to stay! Communication was great, beds are SUPER comfortable and the separate heating/cooling in each room is nice. The living room doesn't have enough seeing for it to be the hangout spot, so lots of kitchen conversations :) The piano was a fun addition and we had some fun musical moments. ...
Reviewed on 25 Nov 2025
Courtyard by Marriott Poughkeepsie
2641 South Road/Route 9 Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is £87 per night from 19 Feb to 20 Feb
£87
19 Feb - 20 Feb
includes taxes & fees
8.8/10 Excellent! (1,012 reviews)
Room was nice. Staff was friendly
Reviewed on 7 Feb 2026
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.
What to do in Highland
Bear Mountain State Park+ BeaconTown 1-Day Tour From NY
£69
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
