
Fort Montgomery Vacations from $329
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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.

Newark Liberty International Airport Marriott
Save 100% on your flight
Price was $605, price is now $329 per person
$329
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (1,020 reviews)
We have stayed here a handful of times for ease to the airport. Had to switch rooms upon arrival, which was a first. The room had a heavy medicinal musty smell that was giving us a headache. They immediately switched us and our room was great. Only issue in this room, the morning of check out, we flushed the toilet and our sink filled up and wouldn’t drain. Super weird, never had seen that before! In this hotel or any other place Otherwise, we love this hotel because of the staff!!! We can’t express enough on how wonderful every person is, just the nicest, most sincere staff! Some challenges on this stay, but I promise the staff really makes for an amazing experience! Thank you!!!
Reviewed on Oct 21, 2025

Sound View Greenport
Save 100% on your flight
Price was $1,747, price is now $943 per person
$943
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip flight included
Miami (MIA) to New York (NYC)
8.4/10 Very Good! (579 reviews)
Another amazing stay, even during a nor’easter. The staff did their best to still make the stay as enjoyable as it could have been with most things closed in the area. They were also kind enough to put us in the same room we had last time, which is our favorite thing about the Soundview and our trips out east. The view from our deck and the cute small things they have for dogs will keep us coming back. Thank you for another memorable trip.
Reviewed on Oct 26, 2025

Hotel Seville Nomad, in the Unbound Collection by Hyatt
Manhattan
Save 100% on your flight
Price was $1,420, price is now $770 per person
$770
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,140 reviews)
Great! We love this place.
Reviewed on Oct 22, 2025


Harpoon House
Price was $1,579, price is now $886 per person
$886
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip flight included
Miami (MIA) to New York (NYC)
8.4/10 Very Good! (143 reviews)
We were looking for a quick overnight in the East End, and the Harpoon House exceeded our expectations in every way. The room was spacious (a suite!) and well-appointed, blending the charm of the original 1648 (!) building with modern amenities and furnishings. We didn't take advantage of the on-property restaurant (formerly Blu Mar), but the menu - by acclaimed chef Rocco DiSpirito - looked excellent, if a bit pricey. Location was ideal, within easy walking distance of all Main Street shops and restaurants, and less than a mile to the beach. And, although things were a bit quieter than in the height of summer - not a bad thing! - we loved being out there for the fall harvest season, with wineries and farms in full swing. All-in-all, our stay at the Harpoon House made for a perfect fall weekend in the Hamptons - highly recommended.
Reviewed on Oct 20, 2025
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Holiday Inn Express West Point by IHG
1106 Route 9 W, Fort Montgomery, NY
Fully refundable
$116 nightly
The price is $131 total per night from Nov 16 to Nov 17
$131 total
Nov 16 - Nov 17
Total with taxes and fees
9/10 Wonderful! (191 reviews)
Room was clean- had everything I needed for the stay.
Reviewed on Oct 24, 2025

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
$272 nightly
The price is $308 total per night from Oct 28 to Oct 29
$308 total
Oct 28 - Oct 29
Total with taxes and fees
9.8/10 Exceptional! (105 reviews)
Best please I ever stayed in the area. Host is very responsive. View from the place is fairly amazing. I will definitely come back to this place.
Reviewed on Oct 5, 2025

West Gate Inn Nyack
26 Route 59, Nyack, NY
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $101 total per night from Nov 2 to Nov 3
$101 total
Nov 2 - Nov 3
Total with taxes and fees
7.2/10 Good! (1,119 reviews)
Great stay for the price! The breakfast had plenty of options and was really good.
Reviewed on Oct 20, 2025
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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- Bear Mountain Vacations
- Visit Bear Mountain
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- Manitoga The Russel Wright Design Center
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