New Windsor Vacations from AED3,963

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The Latest New Windsor Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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

2 out of 5
per person
Jun 8 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Abu Dhabi (AUH) to Newburgh (SWF)
8.4/10 Very Good! (1,003 reviews)
Upon arrival lady clerk was very dry, not a smile not a hello how are u, nothing. Was disappointed to find out that there was no indoor pool as described in the pictures. It was the reason we picked this place. The breakfast was the worst. Its a brown bag at reception with a banana muffin and granola bar. For the rates they are charging it would have been nice to have a bagel or waffles.

Reviewed on 16 April 2025

Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport

3 out of 5
per person
Jun 8 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Abu Dhabi (AUH) to Newburgh (SWF)
8.2/10 Very Good! (619 reviews)
It felt clean, fresh, & safe. The room was amazing. I enjoyed my first stay; will definitely return.

Reviewed on 15 April 2025

Homewood Suites Stewart Airport

Homewood Suites Stewart Airport

3 out of 5
per person
Jun 8 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Abu Dhabi (AUH) to Newburgh (SWF)
9.4/10 Exceptional! (986 reviews)
Loved our stay! Definitely recommend, room was very clean and spacious, did not count on having a whole fridge and stove top but great if staying long and want to make and store your own food, towels always available at the pool. Staff was very friendly! Will be staying again

Reviewed on 15 April 2025

Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport

2.5 out of 5
per person
Jun 8 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Abu Dhabi (AUH) to Newburgh (SWF)
9.2/10 Wonderful! (862 reviews)
We had a pleasant stay ..

Reviewed on 12 April 2025

Find the Best New Windsor Vacation Packages

New Windsor Hotel Deals

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
Fully refundableReserve now, pay when you stay
The price is AED 400 per night from Apr 27 to Apr 28
AED 400
AED 453 total
includes taxes & fees
27 Apr - 28 Apr
8.2/10 Very Good! (1,002 reviews)
"We were happy about our night at this hôtel for traveling."

Reviewed on 6 April 2025

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Homewood Suites Stewart Airport
Homewood Suites Stewart Airport
3 out of 5
180 Breunig Rd, New Windsor, NY
Fully refundableReserve now, pay when you stay
The price is AED 496 per night from Apr 27 to Apr 28
AED 496
AED 562 total
includes taxes & fees
27 Apr - 28 Apr
9.2/10 Wonderful! (997 reviews)
"Good but so loud"

Reviewed on 17 April 2025

Homewood Suites Stewart Airport
Overlook Lodge at Bear Mountain
Overlook Lodge at Bear Mountain
2.5 out of 5
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
Fully refundableReserve now, pay when you stay
The price is AED 632 per night from Apr 23 to Apr 24
AED 632
AED 715 total
includes taxes & fees
23 Apr - 24 Apr
8.2/10 Very Good! (1,007 reviews)
"It was great experience. Felt like I was out of NY (the city that is), which was great. Very peaceful atmosphere. Beautiful views. The Outlook Lodge is a little more than a mile walk to the main Inn which is the Bear Mountain Inn. Sometimes it’s difficult going to and fro if you don’t have a car. ..."

Reviewed on 19 April 2025

Overlook Lodge at Bear Mountain
See all 985 properties in New Windsor
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 New Windsor vacation package cost?
Offering great value package deals from AED3,963 on Expedia, you’ll be thrilled with how little a vacation to New Windsor costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to New Windsor?
January, February and March are the best times to look for cheap New Windsor vacation packages. Opting to travel in quieter months means you can usually find reduced prices on accommodations and flights.
How to find the best New Windsor package deals?
Use Expedia’s filters to find some fabulous New Windsor package deals. When you begin your search, simply set your maximum budget and then sort the results by “Price: low to high.” If you’re looking to save, plan your break for midweek, or browse for New Windsor package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it’s typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a New Windsor vacation as a package?
You can enjoy significant savings on your New Windsor getaway by booking a customized vacation package. Click on the “Package” heading, then enter your destination and travel dates to browse some great airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to New Windsor?
If you’re considering a spontaneous New Windsor adventure, check out our last-minute deals that can be booked up to one week before you go. Don’t want to leave things to the last minute? You can score incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to New Windsor?

  1. Choose when to get away: Check your calendar and get your bags packed. Your preferred season and the activities on offer will also help you decide when to visit New Windsor.
  2. Budget wisely: As well as the cost of your hotel, you should factor in other expenses. These include flights, food and transportation. Also, put aside some extra funds for unexpected costs that could crop up during your trip to New Windsor.
  3. Decide how long to go away for: Now that you’re up to speed on New Windsor, you can work out the perfect length of your break. Create a rough plan and allocate enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a tailored New Windsor vacation package.

Discover the most popular places to visit in New Windsor

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

National Purple Heart Hall of Honor

5/5(1 review)

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

Knox's Headquarters State Historic Site

4/5(3 reviews)

You can spend an afternoon exploring the galleries in Knox's Headquarters State Historic Site during your travels in New Windsor. Check out the shops and top-notch restaurants in this family-friendly area.

Knox's Headquarters State Historic Site