Fort Montgomery Vacations from $274

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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.
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Manhattan
Price was $580, price is now $274 per person
$274
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
7.4/10 Good! (5,413 reviews)
the size of the room and all the extra fees at the hotel were not worth the cost

Reviewed on Jan 10, 2026

Topping Rose House

Topping Rose House

4.5 out of 5
Price was $1,133, price is now $522 per person
$522
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (136 reviews)
Great rooms, staff and food

Reviewed on Sep 28, 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was $701, price is now $341 per person
$341
per person
Mar 20 - Mar 23
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (2,008 reviews)
Everyone on staff front desk to cleaning staff was wonderful to interact with. The hotel was clean and pleasant. The location was great for local food stops and also very walkable to many tourist destinations. The trains were very convenient also. Good fitness facilities. I would stay again absolutely.

Reviewed on Jan 10, 2026

Hotel St. James

Hotel St. James

2.5 out of 5
Manhattan
Price was $607, price is now $327 per person
$327
per person
Mar 20 - Mar 23
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (6,546 reviews)
Very clean but older, small room and bed was not comfortable-seemed like a hard box with very little give to it. Staff was friendly, walkable to everything. Bodega was really good next-door

Reviewed on Jan 10, 2026

OYO Times Square

OYO Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $586, price is now $319 per person
$319
per person
Mar 20 - Mar 23
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
7.2/10 Good! (1,617 reviews)
Maria was amazing. She made our stay perfect. Unfortunately Breakfast was not explained to us and we were not aware it was offered.

Reviewed on Jan 10, 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
$116 nightly
The price is $131 total per night from Jan 19 to Jan 20
$131 total
Jan 19 - Jan 20
Total with taxes and fees
9/10 Wonderful! (221 reviews)
Everything was perfect. Great price

Reviewed on Jan 4, 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
$269 nightly
The price is $304 total per night from Jan 12 to Jan 13
$304 total
Jan 12 - Jan 13
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! (1,030 reviews)
Yes had a great stay . Will be back in the spring time .

Reviewed on Jan 4, 2026

DoubleTree by Hilton Hotel Nanuet
See all 755 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 $274 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.