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Highland Falls Vacations

Pack those stellar shades. We have Highland Falls vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Highland Falls – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Highland Falls vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to Highland Falls

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great Highland Falls vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Highland Falls well.

Top Hotel Deals

See all 139 Hotels in Highland Falls
FairBridge Inn & Suites at West Point

FairBridge Inn & Suites at West Point

17 Main St, Highland Falls
2.0 out of 5.0

Located in the heart of Highland Falls, this motel is within 3 mi (5 km) of West Point Museum, Michie Stadium, and United States Military Academy. West Point ...

$85

$85
Holiday Inn Express West Point

Holiday Inn Express West Point

1106 Route 9 W, Highland Falls
3.0 out of 5.0

Located in Fort Montgomery, this hotel is 2.6 mi (4.2 km) from West Point Museum and within 6 mi (10 km) of Bear Mountain State Park and West Point Golf Course. ...

$123

$123
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

55 Hessian Drive, Highland Falls
2.5 out of 5.0

Situated in a state park, this historic hotel is 1.7 mi (2.7 km) from Bear Mountain State Park and within 6 mi (10 km) of Manitoga The Russel Wright Design Center ...

$99

$99
West Point Motel

West Point Motel

156 Main Street, Highland Falls
2.5 out of 5.0

Situated in Highland Falls, this motel is 0.7 mi (1.2 km) from West Point Museum and within 3 mi (5 km) of Michie Stadium and United States Military Academy. ...

$99

$99
Tarrytown House Estate on the Hudson

Tarrytown House Estate on the Hudson

49 E Sunnyside Lane, Tarrytown
4.0 out of 5.0

Situated in the historical district, this hotel is within 1 mi (2 km) of Washington Irving's Sunnyside, Lyndhurst Mansion, and Irvington Town Hall Theater. Memorial ...

$95

$95
Days Inn Newburgh Stewart International

Days Inn Newburgh Stewart International

915 Union Ave, New Windsor
2.5 out of 5.0

Situated in New Windsor, this hotel is within 3 mi (5 km) of Orange County Choppers, National Purple Heart Hall of Honor, and New Windsor Cantonment State Historic ...

$76

$76
The Time Nyack

The Time Nyack

400 High Avenue, Nyack
4.5 out of 5.0

Situated in Nyack, this hotel is within 1 mi (2 km) of Elmwood Playhouse and Memorial Park. Rockland Center for the Arts and Buttermilk Falls Park are also within ...

$103

$103
DoubleTree by Hilton Tarrytown

DoubleTree by Hilton Tarrytown

455 S Broadway, Tarrytown
4.0 out of 5.0

Situated in the historical district, this spa hotel is within 1 mi (2 km) of Lyndhurst Mansion and Tarrytown Music Hall. Washington Irving's Sunnyside and Pierson ...

$115

$115
Sheraton Mahwah Hotel

Sheraton Mahwah Hotel

1 International Blvd, Mahwah
4.0 out of 5.0

Situated in Mahwah, this hotel is within 6 mi (10 km) of Ramapo College of New Jersey, Suffern Railroad Museum, and Ramapo Valley County Reservation. Lower Hudson ...

$101

$101
Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel

600 White Plains Rd, Tarrytown
3.5 out of 5.0

Situated in the historical district, this hotel is within 3 mi (5 km) of Tarrytown Music Hall, Sportime USA, and Westchester Skating Academy. Captain Lawrence ...

$93

$93

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.