Overview
Highlands is a city in Orange County in New York state. It is home to the United States Military Academy at West Point. Highlands includes the villages of Fort Montgomery and Highlands Falls.
2 sights · 2 things to do · 2 places to stay
Updated from Wikivoyage on 1 October 2026 · Something wrong or missing? Improve it on Wikivoyage
Best things about Highlands
United States Military Academy
There's much to see at "The Point", a National Historic Landmark that is the oldest continuously-operated U.S military installation and the alma mater of many prominent U.S. Army officers from George Custer and Ulysses S…
Fort Montgomery State Historic Site
Storm King State Park
Apple Greens Golf Course
Family-owned and -operated 27-hole championship golf course which has been serving golfers of all ages and experience levels since 1995.
Plan your trip
Best time to visit & weather
Most comfortable: May–Sep. Summer highs reach about 82°F; winter lows dip to about 21°F. Cold months (Jan, Feb, Dec) can bring snow and ice; check road conditions. Wettest: Sep and Mar. (climate data from nearby Briarcliff Manor)
Blue bars: average daily high and low (°F). Purple columns: average monthly rain and melted snow (inches).
Getting there
- From you: to see whether to drive or fly, and how long it takes.
- SWF New York Stewart International Airport, Newburgh — 13 mi away. Directions
- HPN Westchester County Airport, White Plains — 24 mi away. Directions
- LGA LaGuardia Airport, New York — 40 mi away (major hub). Directions
Budget & where to stay
No prices are listed for this place yet. See the Sleep guide ↓ for options.
Sample 1-day itinerary
Day 1
- Morning United States Military Academy, Storm King State Park
- Afternoon Fort Montgomery State Historic Site, Apple Greens Golf Course
Stops are grouped by area so each day needs little backtracking. Check opening hours before you go.
Food for you
What to ask about, for your diet
Diet labels come from each listing's description and cuisine; “likely” means the cuisine usually has good choices, not a promise. Check with the restaurant. Open the food finder
Photos
Map
Every listing with a location. Tap a pin for its Google Maps link.
See
See United States Military Academy (West Point)
There's much to see at "The Point", a National Historic Landmark that is the oldest continuously-operated U.S military installation and the alma mater of many prominent U.S. Army officers from George Custer and Ulysses S. Grant to Dwight Eisenhower, George Patton, Douglas MacArthur, Norman Schwarzkopf (1950s) and David Petraeus (1970s). The academy maintains one of the world's largest military museums, with many exhibits and battle dioramas. On campus there are the magnificent stone Gothic buildings, spectacular views of the river and surrounding mountains of the Hudson Highlands, and the military pageantry of the cadets, the "Long Gray Line" who will follow in the footsteps of their distinguished predecessors. Visitors may enter the academy grounds only by guided tours, however, there are no guided tours during Graduation Week, on Football Days or when the Visitor center is closed. Visitors 16 years old and above must present identification. Call a week prior to confirm tour availability or visit: http://www.westpointtours.com.
Do
Sleep
Stay The Thayer Hotel
Located on the grounds of the United States Military Academy at West Point. On the west side of the Hudson River, the Thayer Hotel is a Gothic-style home-away-from-home with 151 guest rooms, 10 meeting rooms and fine dining. Listed on the National Register of Historic Places, it offers river views and a fitness center.
Bed and Breakfasts
Nearby
Bear Mountain State Park
Park · 4 listings · 3 mi away
Cold Spring
City / town · 16 listings · 5 mi away
Peekskill
City / town · 5 listings · 5 mi away
Cortlandt
City / town · 7 mi away
Stony Point
City / town · 17 listings · 8 mi away
Central Valley-Harriman
City / town · 4 listings · 8 mi away
New Windsor
City / town · 6 listings · 9 mi away
Beacon
City / town · 3 listings · 11 mi away
My experience
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