Search Deals onNew Windsor Vacation Packages
New Windsor Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Sleep Inn & Suites Monroe - Woodbury
Price was $413, price is now $391 per person
$391
per person
May 8 - May 10
found 1 day ago
Roundtrip flight included
Miami (MIA) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Monroe. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woodbury Common Premium Outlets and Museum Village are located nearby.

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Price was $506, price is now $431 per person
$431
per person
May 1 - May 4
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Galleria at Crystal Run and Orange County Fairgrounds are located nearby.

Candlewood Suites Middletown Goshen by IHG
Price was $478, price is now $413 per person
$413
per person
May 1 - May 4
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Newburgh (SWF)
Stay at this hotel in Middletown. Popular attractions LEGOLAND® New York and Galleria at Crystal Run are located nearby.

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
Price was $710, price is now $648 per person
$648
per person
Apr 13 - Apr 17
found 7 hours ago
Roundtrip flight included
Tampa (TPA) to Newburgh (SWF)
Book a stay at this business-friendly motel in Newburgh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hamilton Fish Bridge and Resorts World Hudson Valley are located nearby.

The Crossroads Hotel, Newburgh
Price was $717, price is now $654 per person
$654
per person
Apr 13 - Apr 17
found 7 hours ago
Roundtrip flight included
Tampa (TPA) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Ice Time Sports Complex and Resorts World Hudson Valley are located nearby.

Courtyard by Marriott Newburgh Stewart Airport
Price was $750, price is now $691 per person
$691
per person
Apr 13 - Apr 17
found 7 hours ago
Roundtrip flight included
Tampa (TPA) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Ice Time Sports Complex and Resorts World Hudson Valley are located nearby.

Caldwell House Bed & Breakfast
Price was $733, price is now $724 per person
$724
per person
May 1 - May 4
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Newburgh (SWF)
Stay at this B&B in Blooming Grove. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Brotherhood Winery and Schunnemunk State Park are located nearby.

Hampton Inn & Suites Newburgh Stewart Airport
Price was $630, price is now $624 per person
$624
per person
May 1 - May 4
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Newburgh (SWF)
Book a stay at this business-friendly hotel in Newburgh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hamilton Fish Bridge and Resorts World Hudson Valley are located nearby.
New Windsor Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, Mar 12 - Mon, Mar 16
MCO
Orlando Intl.
HPN
Westchester County
$147 Roundtrip, found 6 days ago
$147
Roundtrip
found 6 days ago

Mon, Jul 27 - Sun, Aug 9
PBI
Palm Beach Intl.
HPN
Westchester County
$147 Roundtrip, found 3 days ago
$147
Roundtrip
found 3 days ago

Thu, Apr 30 - Sun, May 3
MCO
Orlando Intl.
SWF
Stewart Intl.
$171 Roundtrip, found 2 days ago
$171
Roundtrip
found 2 days ago

Wed, Jun 10 - Wed, Jun 17
TPA
Tampa Intl.
SWF
Stewart Intl.
$186 Roundtrip, found 10 hours ago
$186
Roundtrip
found 10 hours ago
Discover Other Travel Deals
- New Windsor Cantonment State Historic Site Vacations
- National Purple Heart Hall of Honor Vacations
- Kristi Babcock Memorial Park Vacations
- Knox's Headquarters State Historic Site Vacations
- Woodbury Common Premium Outlets Vacations
- LEGOLAND® New York Vacations
- Vassar College Vacations
- Culinary Institute of America Vacations
- United States Military Academy Vacations
- Bear Mountain State Park Vacations
- Mohonk Lake Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations


