Fort Montgomery Vacations from $655
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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.
Seven Beach Lane
$1,150
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
9.4/10 Exceptional! (29 reviews)
Property was extremely conveniently located to Main Street. The pool was clean with plenty of towels. Staff was pleasant. Great overall experience.
Reviewed on Aug 11, 2026
The Lombardy Hotel
Manhattan
$1,396
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,560 reviews)
La ubicación es súper buena! Se nota que el hotel ya tiene varios años operando y no lo han remodelado, pero de todas formas está bien.
Reviewed on Aug 12, 2026
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View all tripsFort Montgomery Hotel Deals
Holiday Inn Express West Point by IHG
1106 Route 9 W Fort Montgomery NY
$113 nightly
$133 total
Aug 31 - Sep 1
Total with taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery NY
$284 nightly
$335 total
Aug 13 - Aug 14
Total with taxes and fees
9.8/10 Exceptional! (141 reviews)
"This was perfect for my husband and me. Couldn't get enough of the view of the surrounding mountains, the Hudson, and the bridge. Communication was prompt and helpful. Would love to comeback in the autumn!"
Reviewed on Jul 16, 2026
Crowne Plaza Suffern - Mahwah by IHG
3 Executive Blvd Suffern NY
Fully refundable
$122 nightly
$142 total
Aug 23 - Aug 24
Total with taxes and fees
9/10 Wonderful! (1,012 reviews)
"Great, clean and comfortable bed. No carpets anywhere which is a plus. Beautiful interior and lobby to hang out by"
Reviewed on Aug 10, 2026
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 $655 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.
Explore a world of travel with Expedia
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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.
