Fort Montgomery Vacation Packages
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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.
Top Fort Montgomery Vacation Deals
Price found within the past 48 hours. Click for updated prices.
East Norwich Inn
CA $1,066
per person
Oct 23 - Oct 30
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8/10 Very good! (1,852 reviews)
I have stayed here before when visiting family. But this time, the check in was not very friendly. The front staff required me to go back out twice to take a picture of my license plate for parking during a decent thunderstorm even though I had all of the other needed information.
Also as a single female, I was given a room on a hallway (#2) next to the exit on the bottom floor. The room and hallway NEED to be repainted and recarpeted! It smelled moldy and the room was not updated at all. The TV would not even turn on without a Roku login. Finally, not that it mattered but I tried to buy a bottle of water and the vending machines didn’t work. I was not needing anything fancy, but I was more frustrated with the check in staff when I got there. He was not very friendly and single women should not be given rooms on the main level at check in.
Reviewed on Aug 8, 2026
Radio Hotel
Manhattan
CA $1,258
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (2,506 reviews)
The staff at reception were friendly and professional. As a woman traveling with my teen daughter safety is paramount so I appreciated that my pertinent information was not spoken aloud across the counter and my room number was simply written and not spoken. My room was clean and ready on time and checkin took less than 5min. I requested a high floor and my request was honored. The hotel was convenient to public transit and the neighborhood offered plenty of options for sights and food! The hotel even gives a voucher for a free item at the reception cafe or a cocktail/mocktail at their rooftop bar- one per guest per nights stay (2guests for 2 nights so we got 4 vouchers). The ONLY drawback I can mention is that the noise from the hallway can get pretty loud at times. It was not the sound of rowdy guests, sounded more like random building noises- but at times if our room was quiet it would startle myself or my daughter. We eventually got kind of used to it by the time we checked out. Checkout was super smooth and the hold on my card was released immediately!! I would 1000% stay here again and have already recommended to my friends/family!!
Reviewed on Aug 8, 2026
Ready to book your vacation to Fort Montgomery?
Fort Montgomery Hotel Deals
Holiday Inn Express West Point by IHG
1106 Route 9 W Fort Montgomery NY
Fully refundable
CA $149
CA $176 total
Sep 7 - Sep 8
includes taxes & fees
9/10 Wonderful! (287 reviews)
"After a long travel day, we arrived at the room with all our luggage to find our keys didn't work. I sat on our luggage in the hall while my husband went back to the front desk to have this corrected. When we were able to finally open the door, we were hit with the abrupt smell of cigarette smoke. ..."
Reviewed on Aug 8, 2026
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery NY
CA $276
CA $463 total
Aug 11 - Aug 12
includes taxes & 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
CA $170
CA $198 total
Aug 30 - Aug 31
includes taxes & fees
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.
Frequently asked questions
How much does a Fort Montgomery vacation package cost?
You'll find cheap prices from CA $1,066 on Expedia for your Fort Montgomery break. However, a range of factors like the length of stay, hotel choice and season will influence how much your vacation to Fort Montgomery costs.
What are the cheapest months to go to Fort Montgomery?
If you'd like to book a cheap Fort Montgomery vacation package, consider travelling in February, April and December. You'll generally find better prices on hotels and airfares during these months — perfect for a budget-friendly getaway.
How many days is enough for Fort Montgomery?
Usually, a handful of days is enough to check out the main attractions during your Fort Montgomery vacation. However, if you'd like to have time to chill out or take day trips, consider extending your trip.
How to find the best Fort Montgomery package deals?
Finding a cheap Fort Montgomery package deal is a cinch with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, apply a few filters and browse what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Fort Montgomery package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Fort Montgomery vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging hotels and flights separately. Better still, you can personalize your Fort Montgomery getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Fort Montgomery?
If you've got your Fort Montgomery travel dates finalized, book as early as you can to score some unbeatable deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Fort Montgomery?
- Choose your dates: The things you plan to do in Fort Montgomery and your favourite season will help you decide when to go.
- Calculate your budget: Make sure you have enough money to cover everything from dining out and transportation to flights and activities. Your accommodations will likely be the biggest expense during your trip to Fort Montgomery.
- Work out your trip length: Think about how much time you want to spend exploring Fort Montgomery. Plan your days so you can get to all the activities and attractions you're interested in without rushing.
- Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a tailored Fort Montgomery vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
