Photo by Karen Wirtz

Find Family Hotels in Highland, NY

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Highland Family Hotels

Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct

Top Highland Family Hotels

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Indoor pool

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

2.0 star property
8.4 out of 10, Very Good, (1004)
"Great price for a great hotel"
The price is AED 400
AED 453 total
includes taxes & fees
6 Oct - 7 Oct
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Quality Inn & Suites Fishkill South near I-84
Free daily continental breakfast

Quality Inn & Suites Fishkill South near I-84

2.5 star property
8.8 out of 10, Excellent, (1008)
"Clean, quiet, non-smoking and convenient. "
The price is AED 343
AED 388 total
includes taxes & fees
13 Oct - 14 Oct
Quality Inn & Suites Fishkill South near I-84
Borland House Inn
Exterior detail

Borland House Inn

3.0 star property
9.2 out of 10, Wonderful, (128)
"Unique experience, very comfortable, clean and quaint"
Borland House Inn
SureStay Plus Hotel by Best Western Highland Poughkeepsie
Reception

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 star property
7.6 out of 10, Good, (894)
"Room was clean, staff was exceptional. "
The price is AED 262
AED 294 total
includes taxes & fees
2 Nov - 3 Nov
SureStay Plus Hotel by Best Western Highland Poughkeepsie
Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
Terrace/patio

Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley

10.0 out of 10, Exceptional, (1)
"Everyone was just right! The home is perfect for a photo shoot. We weren't there for that, but we thought the setting was unique and beautiful! Everything we needed!!"
The price is AED 735
AED 1,555 total
includes taxes & fees
13 Oct - 14 Oct
Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
Best Western Plus The Inn & Suites At The Falls
Lobby

Best Western Plus The Inn & Suites At The Falls

2.5 star property
7.6 out of 10, Good, (409)
"Beautiful location and yummy breakfast"
The price is AED 352
AED 399 total
includes taxes & fees
9 Oct - 10 Oct
Best Western Plus The Inn & Suites At The Falls
Quality Inn Hyde Park Poughkeepsie North
Exterior

Quality Inn Hyde Park Poughkeepsie North

2.5 star property
8.0 out of 10, Very Good, (1003)
"Awesome staff, awesome stay!!"
The price is AED 248
AED 280 total
includes taxes & fees
4 Nov - 5 Nov
Quality Inn Hyde Park Poughkeepsie North
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Restaurant

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

3.0 star property
9.6 out of 10, Exceptional, (404)
"Nice rooms, a good restaurant on site "
The price is AED 643
AED 727 total
includes taxes & fees
27 Oct - 28 Oct
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Hampton Inn & Suites Poughkeepsie
Snack bar

Hampton Inn & Suites Poughkeepsie

2.5 star property
8.6 out of 10, Excellent, (1006)
"Excellent facility with great breakfast buffet."
The price is AED 418
AED 486 total
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn & Suites Poughkeepsie
HYATT house Fishkill/Poughkeepsie
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

HYATT house Fishkill/Poughkeepsie

3.0 star property
8.8 out of 10, Excellent, (1003)
"Lovely property, convenient location, very comfortable hotel, nice breakfast. "
The price is AED 509
AED 576 total
includes taxes & fees
6 Oct - 7 Oct
HYATT house Fishkill/Poughkeepsie
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.
View all properties

Top Highland Hotel Reviews

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

10/10 Excellent
"Was good "
David 1-night trip
Posted 2 days ago
Hampton Inn & Suites Poughkeepsie

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What's Highland like for family-friendly vacations?
If you've been thinking about a vacation with your kids, Highland is a good choice. The boating, sunny weather, and wildlife are just a few things that make this an attractive vacation spot for families. Fly into Stewart Intl. Airport (SWF), which is located 16.6 mi (26.7 km) from the city center.
When's the best time to book a family-friendly vacation in Highland?
The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Highland are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.
What's there to see and do with your family in Highland?
While you and your family are staying in Highland, you might want to visit some family-friendly attractions such as Franklin D Roosevelt Library & Museum, Bardavon 1869 Opera House, and Home of Franklin D. Roosevelt National Historic Site. Make sure you have lots of time for activities like Franklin D. Roosevelt Presidential Library and Museum and Poughkeepsie Galleria.