Fort Montgomery Vacations from $636
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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
- 1 Hotel Brooklyn Bridge
Jan 22 - Jan 241 Hotel Brooklyn Bridge + Flight
Brooklyn2 nights5.0 star property9.2/10 - Wonderful (1,002 reviews)"Incredible views, ambiance, staff, and overall experience! The only thing to note is that it can be quite loud since you're right on the waterfront and the ferries and boats sound their horns frequently"Reviewed November 8, 2026Roundtrip • Atlanta (ATL) - New York (JFK)ATL - LGA • Nonstop EWR - ATL • Nonstop$1,083$636found 1 day agoper traveler - JW Marriott Essex House New York
Jan 14 - Jan 17JW Marriott Essex House New York + Flight
Manhattan3 nights4.5 star property8.8/10 - Excellent (1,000 reviews)Roundtrip • Atlanta (ATL) - New York (JFK)ATL - JFK • Nonstop JFK - ATL • Nonstop - The Langham, New York, Fifth Avenue
Jan 16 - Jan 22The Langham, New York, Fifth Avenue + Flight
Manhattan6 nights5.0 star property9.6/10 - Exceptional (1,002 reviews)"Very clean, attentive staff and very helpful"Reviewed November 8, 2026Roundtrip • Atlanta (ATL) - New York (JFK)ATL - JFK • Nonstop JFK - ATL • Nonstop$2,777$1,605found 1 day agoper traveler - Hotel Riu Plaza New York Times Square
Jan 16 - Jan 22Hotel Riu Plaza New York Times Square + Flight
Manhattan6 nights4.0 star property9.0/10 - Wonderful (3,468 reviews)"Rooms where excellent ,and cleaned well every day ,food was great ,and the bar ,staff where helpful and freindly ,excellent location"Reviewed November 9, 2026Roundtrip • Atlanta (ATL) - New York (JFK)ATL - JFK • Nonstop JFK - ATL • Nonstop$1,259$736found 1 day agoper traveler - Hotel Riu Plaza Manhattan Times Square
Jan 16 - Jan 22Hotel Riu Plaza Manhattan Times Square + Flight
Manhattan6 nights4.0 star property9.2/10 - Wonderful (4,173 reviews)Roundtrip • Atlanta (ATL) - New York (JFK)ATL - JFK • Nonstop JFK - ATL • Nonstop$1,233$724found 1 day agoper traveler
Where to stay near Fort Montgomery
Bear Mountain
Discover Bear Mountain, a welcoming destination perfectly suited for families and adventure seekers who will appreciate its stunning natural beauty and outdoor activities. Located about 0.9 mile drive from Fort Montgomery, Bear Mountain offers access to the breathtaking Bear Mountain State Park, the intriguing West Point Museum, and the scenic Monteverde at Oldstone. With a year-round appeal that peaks in summer, Bear Mountain makes a smart choice for your next hotel booking, ensuring a memorable experience in New York’s outdoors.
Peekskill
Experience the charm of Peekskill, an excellent hub for history enthusiasts and families who want to explore the great outdoors. Just a short drive away from Fort Montgomery, Peekskill offers access to stunning attractions like Bear Mountain State Park, Blue Mountain Reservation, and the historic Van Cortlandt Manor. With a variety of shopping options and educational venues, this vibrant city caters to diverse interests year-round. Book your stay in Peekskill for a memorable getaway that balances adventure and relaxation.
West Point
Make your vacation planning effortless by staying in West Point, a haven for history enthusiasts and nature lovers thanks to its rich cultural heritage and beautiful landscapes. Visitors can explore the West Point Museum and the scenic Bear Mountain State Park, while art aficionados will appreciate Dia Beacon. Situated about 4 miles by car from Fort Montgomery, West Point provides convenient access to these attractions, making it a smart choice for your getaway.
Highland Falls
Highland Falls stands out as a prime spot for adventure-seeking travelers interested in history and nature. With Bear Mountain State Park, the West Point Museum, and the Dia Beacon art museum nearby, visitors can immerse themselves in a rich blend of outdoor activities and cultural experiences. Located about 3 miles by car from Fort Montgomery, Highland Falls offers easy access to these attractions, making it a smart choice for your next vacation stay.
Newburgh
Travelers visiting the area often choose Newburgh, especially those with a passion for history and outdoor adventures, seeking close proximity to vibrant attractions. The city offers a delightful mix of experiences, with the renowned Dia Beacon art museum, the educational hub of Mount Saint Mary's College, and the natural beauty of Algonquin Park all within reach. Located about 18 miles by car from Fort Montgomery, Newburgh serves as a smart choice for your stay, blending culture, recreation, and convenience.
Fort Montgomery Hotel Deals
Holiday Inn Express West Point by IHG
Holiday Inn Express West Point by IHG"The property is spare, functional very clean and the staff is exceptional. But the price for what you receive is exorbitant."
Overlook Lodge at Bear Mountain
Overlook Lodge at Bear Mountain"Confusing site info online as to where our room was."
FairBridge Inn & Suites at West Point
FairBridge Inn & Suites at West Point
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG"Room was very clean"
The Thayer Hotel at West Point
The Thayer Hotel at West Point"Loved it!"
"Clean room with a balcony that overlooks the Hudson but I didn’t consider that we were so close to be train tracks that you would hear the trains constantly haha. I would have liked to be able to turn off the balcony lights because they filtered through the door window all night but other wise is fine. Breakfast is very basic, as in a boiled egg, some bagels, cup cereals and the ability to make a waffle."
Comfort Suites Central Valley - Woodbury
Comfort Suites Central Valley - Woodbury"Shower was warm but not hot and difficult to adjust water because of stationery door. Breakfast was average."
Frequently Asked Questions
How much does a Fort Montgomery vacation package cost?
Offering excellent value package deals from $636 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.