Fort Montgomery Vacations from $475

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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 Shelburne Sonesta New York

The Shelburne Sonesta New York

4 out of 5
Manhattan
Save 100% on your flight
Price was $864, price is now $475 per person
$475
per person
Mar 7 - Mar 11
found 8 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
9/10 Wonderful! (1,825 reviews)
Very good location. Nice rooftop

Reviewed on Jan 5, 2026

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was $1,226, price is now $508 per person
$508
per person
Mar 12 - Mar 17
found 17 hours ago
Roundtrip flight included
Boston (BOS) to New York (JFK)
9.2/10 Wonderful! (2,008 reviews)
Staff was really nice, rooms were clean will definitely be staying here again

Reviewed on Jan 4, 2026

Courtyard New York Manhattan/ Midtown East

Courtyard New York Manhattan/ Midtown East

3 out of 5
Manhattan
Price was $1,892, price is now $906 per person
$906
per person
Mar 12 - Mar 17
found 17 hours ago
Roundtrip flight included
Boston (BOS) to New York (JFK)
9/10 Wonderful! (2,346 reviews)
Room was very clean, staff were extremely helpful and polite.

Reviewed on Jan 4, 2026

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,355, price is now $765 per person
$765
per person
Mar 12 - Mar 17
found 17 hours ago
Roundtrip flight included
Boston (BOS) to New York (JFK)
9.8/10 Exceptional! (1,411 reviews)
This was our first time in NYC and we loved it from the moment we arrived in Little Italy and our hotel. We loved the view, and with the holiday lights still up it was very festive. The room was modern, attractive, and very comfortable. We plan to return!

Reviewed on Jan 4, 2026

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Save 100% on your flight
Price was $926, price is now $528 per person
$528
per person
Feb 5 - Feb 10
found 14 hours ago
Roundtrip flight included
Los Angeles (QLA) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)
Very nice property. Clean. Friendly. Great rooms

Reviewed on Jan 4, 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
$123 nightly
The price is $139 total per night from Jan 25 to Jan 26
$139 total
Jan 25 - Jan 26
Total with taxes and fees
9/10 Wonderful! (217 reviews)
Breakfast was great!

Reviewed on Dec 25, 2025

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
$269 nightly
The price is $304 total per night from Jan 6 to Jan 7
$304 total
Jan 6 - Jan 7
Total with taxes and fees
9.8/10 Exceptional! (111 reviews)
Everything was wonderful. The scenery is breath-taking. The place has everything you need for a short stay. Place was clean and quiet.

Reviewed on Nov 24, 2025

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

4 out of 5
425 E Route 59 Nanuet NY
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $108 total per night from Feb 1 to Feb 2
$108 total
Feb 1 - Feb 2
Total with taxes and fees
8.8/10 Excellent! (1,018 reviews)
I am a frequent user of this Hilton property. The hotel staff is outstanding, the hotel is very clean and the gym and pool are nice amenities. Last year breakfast was located in a nice room off the lobby. It was a pretty good buffet, and only cost $ 10. I saw that Hilton is renovating that space ...

Reviewed on Dec 31, 2025

DoubleTree by Hilton Hotel Nanuet
See all 750 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 $475 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.