Deals on vacations and trips to Vails Gate

Save when you book Vails Gate package deals

Choose two or more items and save on your trip:

Vails Gate flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Caldwell House Bed & Breakfast

Caldwell House Bed & Breakfast

3 out of 5
Price was $438, price is now $411 per person
$411
per person
Feb 13 - Feb 15
found 16 hours ago
Roundtrip flight included
Dallas (DFW) to Newburgh (SWF)
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Free full breakfast is served. A garden, a lobby fireplace, and a library are also on offer.
Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $2,773, price is now $2,614 per person
$2,614
per person
Feb 13 - Feb 15
found 22 hours ago
Roundtrip flight included
Dallas (DFW) to Newburgh (SWF)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free resort. Relax with a drink at one of the 3 bars/lounges and enjoy free perks like valet parking and WiFi in public areas. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and concierge services.
Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport

3 out of 5
Price was $536, price is now $535 per person
$535
per person
Mar 17 - Mar 22
found 12 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Newburgh (SWF)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy the 24-hour gym and perks like free self parking.

Top Vails Gate hotels deals

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

2.5 out of 5
60 Centre Dr Central Valley NY
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $120 total per night
$120 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and free train station pick-up. Free perks include on-the-go breakfast, free self parking, and a shopping center shuttle.
Pool
Breakfast included
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $113 total per night
$113 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
A full-service spa and a restaurant are featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. There's a bar/lounge on site, and concierge services and barbecue grills are also provided.
Pool
Spa
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
536 Haight Ave, Building A Poughkeepsie NY
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $108 total per night
$108 total
Dec 28 - Dec 29
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2.5 out of 5
2361 South Rd Poughkeepsie NY
Free Cancellation
Reserve now, pay when you stay
$102 nightly
The price is $118 total per night
$118 total
Jan 9 - Jan 10, 2026
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $137 total per night
$137 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Pool
Pet friendly
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

2 out of 5
915 Union Ave New Windsor NY
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $114 total per night
$114 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Free self parking, a computer station, and luggage storage are also offered.
Pool
Pet friendly
Don't see what you're looking for?
See all available properties in Vails Gate
View all properties
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.

Popular places to visit

National Purple Heart Hall of Honor

You can study the exhibits at National Purple Heart Hall of Honor, a museum with a storied past, during your trip to New Windsor. You can attend a sporting event while in the area.

National Purple Heart Hall of Honor

New Windsor Cantonment State Historic Site

You can find out about the history of New Windsor with a stop at New Windsor Cantonment State Historic Site. You can attend a sporting event while in the area.

New Windsor Cantonment State Historic Site

Kristi Babcock Memorial Park

Kristi Babcock Memorial Park is just one of the places to see in New Windsor, so why not enjoy the other things to explore during your travels? You can attend a sporting event while in the area.

Kristi Babcock Memorial Park

Frequently asked questions

How much are vacation packages to Vails Gate?
Your travel daydreams can come true in Vails Gate for only $411. Vacation packages include flights and hotels, so organizing everything should be easy as pie. The only thing you'll need to concentrate on is having an incredible time.
Where can I get the best vacation package deals for Vails Gate?
There are sensational Vails Gate package deals waiting for you with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties across the globe? Keep that in mind when you're ready to tick another destination off your must-visit list.
Why should I purchase my Vails Gate vacation package with Travelocity?
From incredible destinations to memorable experiences, we have everything you need to satisfy your wanderlust. Our 24/7 customer support will also make sure you're taken care of before, during and after your vacation. And don't worry if you spot a lower price on your booking, we'll match it. That's our Price Match Guarantee.
Can I save on my Vails Gate car rental if I bundle it with my hotel or flight?
Booking a Vails Gate vacation package with Travelocity is an easy way to save cold, hard cash. You can pick a hotel, car and flight, or any combination of them, and score awesome discounts. You can also add in some experiences and tours. Once you've collected the keys to the rental car, venture out of the neighborhood and see what this place has to offer. About 50 mi from Vails Gate, Times Square justifies a road trip.

Photos of local treasures

Browse Vails Gate vacation photos for more inspiration