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.
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was CA $1,165, price is now CA $686 per person
CA $686
per person
Oct 20 - Oct 23
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
The hotel itself was nice. There is truly nothing but senior citizens that stay here. We walked in and thought it was a nursing home. I’m not joking there must have been at least 60 70year olds when we walked in. They just take over the entire hotel. Again, the hotel itself is nice, but I think we would stay somewhere else knowing what we know now especially with two teenage boys with us.

Reviewed on Aug. 28, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $5,041, price is now CA $2,612 per person
CA $2,612
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,009 reviews)
My second time at 1 Hotel Brooklyn Bridge and I'll be back. Very urban, cool, attentive hotel. And the views! Chef's kiss.

Reviewed on Aug. 28, 2025

Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Price was CA $4,084, price is now CA $2,223 per person
CA $2,223
per person
Oct 23 - Oct 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,595 reviews)
Dated rooms at a historic property. Know that before booking and you will enjoy.

Reviewed on Aug. 27, 2025

Courtyard New York Manhattan/ Midtown East

Courtyard New York Manhattan/ Midtown East

3 out of 5
Manhattan
Price was CA $1,870, price is now CA $1,109 per person
CA $1,109
per person
Oct 10 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (2,303 reviews)
Good option to stay in NYC

Reviewed on Aug. 27, 2025

Hyatt Regency Jersey City on the Hudson

Hyatt Regency Jersey City on the Hudson

4 out of 5
Downtown Jersey City
Price was CA $1,570, price is now CA $973 per person
CA $973
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (1,478 reviews)
A great location and property -

Reviewed on Aug. 28, 2025

Ready to book your vacation to Fort Montgomery?

 

Choose your dates

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
The price is CA $185 per night from Sep 21 to Sep 22
CA $185
CA $209 total
Sep 21 - Sep 22
includes taxes & fees
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
The price is CA $259 per night from Sep 3 to Sep 4
CA $259
CA $423 total
Sep 3 - Sep 4
includes taxes & fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
West Gate Inn Nyack

West Gate Inn Nyack

3 out of 5
26 Route 59, Nyack, NY
Fully refundableReserve now, pay when you stay
The price is CA $132 per night from Sep 28 to Sep 29
CA $132
CA $152 total
Sep 28 - Sep 29
includes taxes & fees
West Gate Inn Nyack
See all 699 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Fort Montgomery vacation package cost?
You'll find cheap prices from CA $686 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?

  1. Choose your dates: The things you plan to do in Fort Montgomery and your favourite season will help you decide when to go.
  2. 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.
  3. 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.
  4. 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.