Highland Falls Holiday Rentals, New York: Private House Rentals

Our top choices for Highland Falls hotels

West Point Motel

Highland Falls

Michael

3.566.948 ₫ total

includes taxes & fees

1 Jun - 2 Jun

Desk, soundproofing, iron/ironing board, free WiFi

FairBridge Inn & Suites at West Point

Highland Falls

Robert

4.638.560 ₫ total

includes taxes & fees

31 May - 1 Jun

Updated Home w/ Patio Half Mile to West Point

Highland Falls

16.379.477 ₫ total

includes taxes & fees

2 Jun - 3 Jun

Comfort Suites Central Valley - Woodbury

Central Valley

Amjad

3.301.792 ₫ total

includes taxes & fees

9 Jun - 10 Jun

Tin Brook Bed & Breakfast

Walden

Laurie

4.096.828 ₫ total

includes taxes & fees

1 Jun - 2 Jun

The Hamlet Inn at Warwick

Warwick

Maggie

2.547.481 ₫ total

includes taxes & fees

31 May - 1 Jun

Hyatt Place Poughkeepsie / Hudson Valley

Crown Heights

Jill

3.093.439 ₫ total

includes taxes & fees

3 Jun - 4 Jun

Spark by Hilton Fishkill

Fishkill

William

2.821.284 ₫ total

includes taxes & fees

11 Jun - 12 Jun

Hampton Inn & Suites Newburgh Stewart Airport

Newburgh

Michelle

3.655.977 ₫ total

includes taxes & fees

3 Jun - 4 Jun

Tru by Hilton Middletown

Middletown

Amanda

3.411.146 ₫ total

includes taxes & fees

11 Jun - 12 Jun

Suite, 1 King Bed, Non Smoking | Desk, iron/ironing board, free cots/infant beds, rollaway beds

Quality Inn & Suites Fishkill South near I-84

Fishkill

Brett

3.147.415 ₫ total

includes taxes & fees

10 Jun - 11 Jun

Room, 1 King Bed, Non Smoking | Desk, laptop workspace, blackout curtains, iron/ironing board

Sleep Inn & Suites Monroe - Woodbury

Monroe

Akunna

3.564.684 ₫ total

includes taxes & fees

31 May - 1 Jun

Fairfield Inn & Suites by Marriott Goshen Middletown

Goshen

Edna

4.669.373 ₫ total

includes taxes & fees

4 Jun - 5 Jun

Budget Motor Inn - Mahopac

Mahopac

Martin

2.280.697 ₫ total

includes taxes & fees

2 Jun - 3 Jun

Hampton Inn Harriman Woodbury

Central Valley

Victor

4.382.401 ₫ total

includes taxes & fees

14 Jun - 15 Jun

Holiday Inn Express Hotel & Suites Chester by IHG

Chester

CESAR

3.696.587 ₫ total

includes taxes & fees

4 Jun - 5 Jun

La Quinta Inn & Suites by Wyndham Middletown-Goshen

Middletown

Sonam

3.864.018 ₫ total

includes taxes & fees

31 May - 1 Jun

Apartment, 2 Double Beds (Ground Floor) | Living area | Flat-screen TV

Countryside Motel

Cold Spring

James

2.711.555 ₫ total

includes taxes & fees

30 May - 31 May

Courtyard by Marriott Middletown Goshen

Middletown

Stacey

4.014.451 ₫ total

includes taxes & fees

31 May - 1 Jun

Garner Hotel Mahwah by IHG

Mahwah

Ruby

3.472.766 ₫ total

includes taxes & fees

31 May - 1 Jun

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Stay near popular Highland Falls attractions

West Point Museum

4.9/5 (25 reviews)

America's oldest federal museum showcases military artefacts from the Revolutionary War to modern times. Explore weapons, uniforms, and equipment while learning about the nation's military heritage at this free treasure.

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Learn more about Highland Falls

Nestled along the Hudson River, Highland Falls offers visitors the chance to explore West Point Military Academy's impressive museum and parade grounds. Hike the nearby trails in Bear Mountain State Park or grab a riverside meal while watching boats navigate the historic waterway.

See all hotels in Highland Falls

Panoramic view of the Hudson River with autumnal foliage around the mountains at Highland Falls

Top Highland Falls Hotel Reviews

Sleep Inn & Suites Monroe - Woodbury

10/10 Excellent

"Very close to Shopping sighting and family"

Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent

"We booked Hyatt Place Poughkeepsie at the last minute and were pleasantly surprised. The staff was friendly, the room was clean and comfortable, and the breakfast was better than expected. We especially loved the breakfast setup. It had a cozy, home kitchen atmosphere that made us feel like we were in someone’s kitchen."

Studio 6 Extended Stay Fishkill Westage Center NY

2/10 Terrible

"Let's start with the hotel's sketchy booking practices! I made my reservation and paid in full. When I arrived, I was told we're fully booked. "NO ROOM!" It wasn't just me. There was a lobby full of folks (not an exaggeration) who'd made reservations, paid and were VERY UPSET (no expletives here) because they'd driven hundreds of miles only to be told "NO ROOM." Thankfully, Hotels.com did me right and found me a room for the evening... although it did require an additional 30-mile commute! Next, this place is horribly understaffed. When I arrived around 9pm, no one was at the desk. The gentleman handling the desk was cleaning rooms because he was also serving as housekeeping!!! So, my original reservation was from Friday, May 21 until Monday, May 25, 2026. I'd attempted to extend my reservation but been told that I could not. Instead, I made a separate reservation for Thursday. Because my first night's reservation was only for one night, that's what Hotels.com shifted my reservation for. After staying one night at the substitute hotel, I had to come back to this one for my previously scheduled reservation. Check-in was at 3pm so I arrived at 2pm just to be safe. Like before, there was no one at the front desk and there was a similar but smaller crowd already gathered. The young lady on desk duty was doing laundry and making up rooms and let's just say she wasn't happy about it!!! Bottom line: AVOID THIS HELLHOLE AS IF IT HAD A COMMUNICABLE DISEASE!!!"

More cheap stays in Highland Falls

Studio 6 Extended Stay Fishkill Route 9 NY

25 Merritt Blvd Fishkill NY

2.238.297 ₫

2.588.039 ₫ total

4 Jun - 5 Jun

includes taxes & fees

6.6/10 (1,002 reviews)

Hotels in Highland Falls with star rating

Frequently asked questions

What's the weather like in Highland Falls?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 1°C. The snowiest months in Highland Falls are January, February, December and March, with each month seeing an average of 14 cm of snowfall.

Find hotels in Highland Falls, NY from 2.588.039 ₫

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Our top choices for Highland Falls hotels

West Point Motel

FairBridge Inn & Suites at West Point

Updated Home w/ Patio Half Mile to West Point

Comfort Suites Central Valley - Woodbury

Tin Brook Bed & Breakfast

The Hamlet Inn at Warwick

Hyatt Place Poughkeepsie / Hudson Valley

Spark by Hilton Fishkill

Hampton Inn & Suites Newburgh Stewart Airport

Tru by Hilton Middletown

Quality Inn & Suites Fishkill South near I-84

Sleep Inn & Suites Monroe - Woodbury

Fairfield Inn & Suites by Marriott Goshen Middletown

Budget Motor Inn - Mahopac

Hampton Inn Harriman Woodbury

Holiday Inn Express Hotel & Suites Chester by IHG

La Quinta Inn & Suites by Wyndham Middletown-Goshen

Countryside Motel

Courtyard by Marriott Middletown Goshen

Garner Hotel Mahwah by IHG

Stay near popular Highland Falls attractions

West Point Museum

Learn more about Highland Falls

Top Highland Falls Hotel Reviews

Sleep Inn & Suites Monroe - Woodbury

More cheap stays in Highland Falls

Studio 6 Extended Stay Fishkill Route 9 NY

Hotels in Highland Falls with star rating

Frequently asked questions

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