Deals on vacations and trips to Orange County
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Middletown
Vacations
Orange County flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Delta Hotels by Marriott Woodbridge
Price was $808, price is now $392 per person
$392
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and perks like free self parking and a free area shuttle.
Hotel St. James
Manhattan
Price was $798, price is now $420 per person
$420
per person
May 21 - May 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
Free WiFi in public areas, a library, and luggage storage are available at this hotel. Multilingual staff at the 24-hour front desk can provide around-the-clock assistance.
Topping Rose House
Price was $2,879, price is now $1,542 per person
$1,542
per person
Jun 7 - Jun 12
just found
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and free valet parking. Enjoy the gym and perks like free self parking and a free area shuttle.
Seven Beach Lane
Save 100% on your flight
Price was $2,018, price is now $1,117 per person
$1,117
per person
Jun 1 - Jun 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
This hotel features a restaurant and 2 bars/lounges. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A garden, luggage storage, and concierge services are also on offer.
1 Hotel Central Park
Manhattan
Save 100% on your flight
Price was $2,506, price is now $1,392 per person
$1,392
per person
Jun 8 - Jun 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, limo/town car service, and a snack bar/deli are also on offer.
Top Orange County hotels deals
Sleep Inn & Suites Middletown - Goshen
3491 Route 6 Middletown NY
Free Cancellation
$101 nightly
The price is $119 total per night
$119 total
Apr 21 - Apr 22
Total with taxes and fees
This hotel features an indoor pool and a 24-hour 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
Courtyard by Marriott Middletown Goshen
24 Crystal Run Xing Middletown NY
$93 nightly
The price is $109 total per night
$109 total
Apr 19 - Apr 20
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free self parking and free WiFi. A 24-hour business center, express check-out, and luggage storage are also on offer.
Pool
Pet friendly
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Free Cancellation
Reserve now, pay when you stay
$109 nightly
The price is $134 total per night
$134 total
May 10 - May 11
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
Hampton Inn Harriman Woodbury
60 Centre Dr Central Valley NY
Free Cancellation
Reserve now, pay when you stay
$113 nightly
The price is $139 total per night
$139 total
Apr 28 - Apr 29
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
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
915 Union Ave New Windsor NY
Free Cancellation
Reserve now, pay when you stay
$104 nightly
The price is $118 total per night
$118 total
May 10 - May 11
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
Holiday Inn Express Hotel & Suites Chester by IHG
2 Bryle Place Chester NY
Free Cancellation
$119 nightly
The price is $141 total per night
$141 total
Apr 16 - Apr 17
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. There's an indoor pool on site, and a 24-hour front desk and express check-out are also provided.
Pool
Breakfast included
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.
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Frequently asked questions
Where to stay in Orange County: Best areas for travelers
- Newburgh: If your ideal escape includes being close to nature, this destination will tick your boxes. Soak up the views at Bear Mountain State Park, then pay a visit to Bear Mountain State Park. Savor the fresh air of Algonquin Park and Sterling Forest State Park if you still have time. Nature buffs will also enjoy Arrow Park Lake and Lodge and Chadwick Lake Park. Some favorite hotels here are the Windsor Motel, The Inn And Spa At Beacon and the Ramada by Wyndham Newburgh/West Point.
- Town of Highlands: When it comes to putting together a Town of Highlands package, you're in the driver's seat. That means you can stay at the FairBridge Inn & Suites at West Point, the Holiday Inn Express West Point or anywhere else that appeals. During your stay, make sure to swing by West Point Golf Course.
Book a vacation to Orange County
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