Fort Montgomery Vacations from $570

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Your Fort Montgomery Vacation

The rich history and spectacular views are just the start of the things Fort Montgomery has going for it. Enjoy the very best of this fascinating city your way with a personalized Fort Montgomery vacation package. You'll want to take in the sights during your trip to Fort Montgomery. Drop by leading attractions such as United States Military Academy, Bear Mountain State Park and Michie Stadium. Your ideal Fort Montgomery vacation is a few clicks away. Explore airfares, hotels and more on Expedia for a getaway that's tailored just for you.

The Latest Fort Montgomery vacation packages

Price found within the past 48 hours. Click for updated prices.
The Wayne Inn

The Wayne Inn

2 out of 5
Save 100% on your flight
Price was $1,126, price is now $570 per person
$570
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
6.8/10 (289 reviews)
Hair dryer was broken and no one came to repair it. There was a roach. The black out curtain was stuck so I couldn't adjust it. The gasket seal on the fridge door was faulty. The sink randomly leaked. The person who checked me in was oddly aggressive just because I didn't want to sign a blank receipt. Telling me I don't know how to check into hotels as if I'm not in my late 30s...

Reviewed on Feb 21, 2026

New York Marriott Marquis

New York Marriott Marquis

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $1,619, price is now $840 per person
$840
per person
Jul 2 - Jul 5
found 1 day ago
Roundtrip flight included
Dallas (DAL) to New York (JFK)
9.2/10 Wonderful! (4,367 reviews)
It was nice close to everything

Reviewed on Apr 30, 2026

Hotel Park Ave NYC

Hotel Park Ave NYC

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $1,742, price is now $962 per person
$962
per person
Jun 5 - Jun 10
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
9/10 Wonderful! (1,186 reviews)
Loveeeee this place it’s smells like santal when you walk in & it’s in a perfect location if you’re taking the train. The rooms are stocked with snacks and drinks on them ! Staff was so nice and very helpful. I will be staying there again

Reviewed on Apr 29, 2026

Luxury 3BR Family Home Game Room Parking

Luxury 3BR Family Home Game Room Parking

2 out of 5
Bryn Mawr
Save 100% on your flight
Price was $7,952, price is now $4,489 per person
$4,489
per person
Jul 18 - Jul 25
found 14 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to White Plains (HPN)
6.8/10 (3 reviews)
Beautiful layout. Property had everything that was needed for an awesome stay.

Reviewed on Feb 27, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,273, price is now $723 per person
$723
per person
Jul 2 - Jul 5
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,963 reviews)
The room was clean and breakfast wasn’t bad.

Reviewed on Apr 28, 2026

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Fort Montgomery Hotel Deals

Holiday Inn Express West Point by IHG

Holiday Inn Express West Point by IHG

2.5 out of 5
1106 Route 9 W Fort Montgomery NY
Fully refundable
$156 nightly
The price is $184 total per night from May 25 to May 26
$184 total
May 25 - May 26
Total with taxes and fees
9/10 Wonderful! (248 reviews)
The hotel needs to be updated but overall, it's a good hotel to stay.

Reviewed on Apr 16, 2026

Holiday Inn Express West Point by IHG
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Fort Montgomery NY
$271 nightly
The price is $271 total per night from May 1 to May 2
$271 total
May 1 - May 2
Total with taxes and fees
9.8/10 Exceptional! (135 reviews)
The mountain was wonderful!

Reviewed on Apr 13, 2026

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel

4 out of 5
400 High Avenue Nyack NY
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $142 total per night from May 11 to May 12
$142 total
May 11 - May 12
Total with taxes and fees
8.6/10 Excellent! (1,070 reviews)
I’ll come back! 😌

Reviewed on Apr 29, 2026

Hotel Nyack, a JdV by Hyatt Hotel
See all 779 properties in Fort Montgomery
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.

Find the Best Fort Montgomery Vacation Packages

Fort Montgomery Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Westchester County Airport (HPN)
Population
1,550
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Brotherhood Winery, Palaia Vineyards Winery and Storm King State Park

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Frequently asked questions

How much does a Fort Montgomery vacation package cost?
Offering excellent value package deals from $570 on Expedia, you'll be thrilled with how little a vacation to Fort Montgomery costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Fort Montgomery?
If you're hoping to score a cheap Fort Montgomery vacation package, consider planning a trip in April, October and December. You're likely to find lower rates on flights and hotels during these months — perfect for budget-conscious travelers.
How many days is enough for Fort Montgomery?
Typically, a handful of days is enough to go to the major attractions during your Fort Montgomery vacation. However, if you want to have some time to rest or go on day trips, consider extending your itinerary.
How to find the best Fort Montgomery package deals?
Begin your search for a Fort Montgomery package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Fort Montgomery package deal straight away, simply play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Fort Montgomery escape underway.
Is it cheaper to book a Fort Montgomery vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component individually. And you'll still get the flexibility to create a customized Fort Montgomery vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Fort Montgomery?
Land amazing discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Fort Montgomery break.
Does Expedia offer Book Now, Pay Later Fort Montgomery vacation packages?
Your Fort Montgomery getaway is meant to be a relaxing escape from your busy life, not a source of money-related stress. So to allow you more flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.

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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.