Deals on vacations and trips to Orange County
Save when you book Orange County, NY package deals
Search vacation packages deals in Orange County's top destinations
Middletown
Vacations
Orange County flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Radio Hotel
Manhattan
Save 100% on your flight
Price was $1,016, price is now $518 per person
$518
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the express check-out and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.
NobleDEN Hotel
Manhattan
Price was $2,560, price is now $1,351 per person
$1,351
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
A restaurant and a rooftop terrace are featured at this hotel. WiFi in public areas is free. A business center, a terrace, and luggage storage are also on offer.
Hotel St. James
Manhattan
Save 100% on your flight
Price was $1,232, price is now $654 per person
$654
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
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.
1 Hotel Brooklyn Bridge
Save 100% on your flight
Price was $2,892, price is now $1,608 per person
$1,608
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
A full-service spa, a gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the seasonal outdoor pool and visit the 2 bars/lounges and poolside bar for drinks.
Ink 48 Hotel
Manhattan
Save 100% on your flight
Price was $1,069, price is now $610 per person
$610
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
A 24-hour gym, valet parking, and concierge services are featured at this hotel. Traveling on business? Take advantage of the 5 conference rooms, express check-out, and laundry service. There's luggage storage and multilingual staff can provide around-the-clock assistance.
Top Orange County hotels deals
Sleep Inn & Suites Middletown - Goshen
3491 Route 6 Middletown NY
Free Cancellation
$112 nightly
The price is $132 total per night
$132 total
Aug 5 - Aug 6
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.
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Free Cancellation
Reserve now, pay when you stay
$142 nightly
The price is $175 total per night
$175 total
Jul 21 - Jul 22
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.
La Quinta Inn & Suites by Wyndham Middletown-Goshen
551 Route 211 E Middletown NY
Free Cancellation
Reserve now, pay when you stay
$125 nightly
The price is $148 total per night
$148 total
Jul 26 - Jul 27
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Ramada by Wyndham Newburgh/West Point
1289 Route 300 Newburgh NY
Free Cancellation
Reserve now, pay when you stay
$81 nightly
The price is $96 total per night
$96 total
Jul 15 - Jul 16
Total with taxes and fees
A nightclub and a gym are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a lobby fireplace, and a computer station are also offered.
Sleep Inn & Suites Monroe - Woodbury
1 Sleep Way Monroe NY
Free Cancellation
$108 nightly
The price is $122 total per night
$122 total
Aug 4 - Aug 5
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the 24-hour business center, laundry service, and conference space. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Holiday Inn Express Hotel & Suites Chester by IHG
2 Bryle Place Chester NY
Free Cancellation
$102 nightly
The price is $125 total per night
$125 total
Jul 26 - Jul 27
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.
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.
Stay near popular Orange County attractions
Photos of local treasures
Browse Orange County vacation photos for more inspiration
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
Explore More Ways to Travel with Travelocity
- Hotels near Castle Fun Center
- Hotels near LEGOLAND® New York
- Hotels near Soons Orchards
- B&B in Campbell Hall
- Extended Stay Hotels in Campbell Hall
- Resorts in Campbell Hall
- Hotels near Harness Racing Museum and Hall of Fame
- 4 Star Hotels in Goshen
- Farmstay in Goshen
- B&B in Goshen
- Cabins in Goshen
- Chalets in Goshen
- Condos in Goshen
- Cottages in Goshen
- Extended Stay Hotels in Goshen
- Guest Houses in Goshen
- Casino Resorts & in Goshen
- Convention Center Hotels in Goshen
- Kid Friendly Hotels in Goshen
- Gay Friendly Hotels in Goshen
- Hotels with Pools in Goshen
- Hotels with Shopping in Goshen
- Spa Resorts & in Goshen
- Hotel Wedding Venues Hotels in Goshen
- Goshen Hotels
- Inns in Goshen
- Motels in Goshen
- Rv Parks in Goshen
- Resorts in Goshen
- Hotels near Galleria at Crystal Run
- New York Hotels
- Hotels near Goshen Historic Track
- Cabins in New Hampton
- Chalets in New Hampton
- Condos in New Hampton
- Cottages in New Hampton
- Hotels with Pools in New Hampton
- New Hampton Hotels
- Inns in New Hampton
- Rv Parks in New Hampton
- 3 Star Hotels in Chester
- B&B in Chester
- Cabins in Chester
- Chalets in Chester
- Cottages in Chester
- Extended Stay Hotels in Chester
- Convention Center Hotels in Chester
- Kid Friendly Hotels in Chester
- Hotels with Hot Tubs in Chester
- Hotels with smoking rooms in Chester
- Luxury Hotels in Chester
- Pet Friendly Hotels in Chester
- Romantic Getaways & Hotels in Chester
- Spa Resorts & in Chester
- Hotel Wedding Venues Hotels in Chester
- Chester Hotels
- Inns in Chester
- Motels in Chester
- Vacation Homes in Chester
- Rv Parks in Chester
- Castle Fun Center
- Mount Peter Ski Area
- Legoland® New York
- Greenwood Lake Vacations
- Lake Tiorati Beach
- New Windsor Vacations
- Storm King Art Center
- Wallkill Vacations
- Warwick Valley Winery and Distillery
- Woodbury Common Premium Outlets
- World Headquarters of Jehovah's Witnesses
- Monroe Vacations
- Chadwick Lake Park
- Woodbury Vacations
- Goshen Vacations
- Central Valley Vacations
- Ananda Ashram
- Motorcyclepedia Museum
- Kristi Babcock Memorial Park
- New York Vacations
- Walker Valley Vacations
- Walden Vacations
- Middletown Vacations
- Newburgh Vacations
- Orange Lake Vacations
- Warwick Vacations
- Pine Island Vacations
- Applewood Winery
- Orange County Genealogical Society
- Angry Orchard
