Fort Montgomery Vacations from $666
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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
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View all tripsFort Montgomery Hotel Deals
Holiday Inn Express West Point by IHG
1106 Route 9 W Fort Montgomery NY
Fully refundable
$118 nightly
$139 total
Oct 18 - Oct 19
Total with taxes and fees
9/10 Wonderful! (308 reviews)
"Breakfast is wonderful. Decent variety and great coffee. We stayed on the top floor, on a busy weekend and our room was quiet. Housekeeping staff was very patient in accommodating our late sleeping habits. Unfortunately it required 2 calls to the front desk and 2 in person visits to the front desk ..."
Reviewed on Sep 22, 2026
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery NY
$280 nightly
$331 total
Sep 24 - Sep 25
Total with taxes and fees
9.8/10 Exceptional! (146 reviews)
"Amazing location and view! Extra quiet and peaceful- we felt like we were all alone. Easy check in process, and the apartment was very comfortable."
Reviewed on Sep 8, 2026
West Gate Inn Nyack
26 Route 59 Nyack NY
Fully refundableReserve now, pay when you stay
$100 nightly
$114 total
Oct 8 - Oct 9
Total with taxes and fees
7.4/10 Good! (1,443 reviews)
"👍"
Reviewed on Sep 23, 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 $666 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.
