Fort Montgomery Vacations from $620

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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.
Hotel St. James
Night Hotel Broadway
Hotel Riu Plaza Manhattan Times Square
Placemakr Wall Street
2 bedroom luxury Empire State VIEW
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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
$131 nightly
The price is $155 total per night from Jul 19 to Jul 20
$155 total
Jul 19 - Jul 20
Total with taxes and fees
9/10 Wonderful! (260 reviews)
"Rooms need minor repairs."

Reviewed on Jun 27, 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
$280 nightly
The price is $331 total per night from Jul 6 to Jul 7
$331 total
Jul 6 - Jul 7
Total with taxes and fees
9.8/10 Exceptional! (139 reviews)
"This is a wonderful 2 person apartment in a private hilltop home with spectacular views of the Hudson River and Rt6 bridge. Included was the use of patio and gas grill. Very nicely furnished with the combination of comfortable furniture and antique decor. The hosts are very friendly and very quick ..."

Reviewed on Jun 5, 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
$149 nightly
The price is $170 total per night from Jul 22 to Jul 23
$170 total
Jul 22 - Jul 23
Total with taxes and fees
8.6/10 Excellent! (1,162 reviews)
"Very long delay to check in due to laundry issues at the hotel. Then our room smelled terribly of smoke. They did allow us to switch rooms but the delays took over 2 hours. The pool was warm but very small and closed very early. The restaurant food and room service were excellent!"

Reviewed on Jun 30, 2026

Hotel Nyack, a JdV by Hyatt Hotel
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 $620 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.