Orange County Vacations & Trips from $596
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Your Orange County Vacation
With a Orange County vacation package, you can forget about the stress of planning and put all your energy into experiencing all this lively destination has to offer. With so much to see on a trip to Orange County, it can be tricky to know where to begin. Kick off your journey in Middletown at Orange County Fair Speedway and Orange County Fairgrounds — two popular attractions here. Another top city worth adding to your itinerary is Newburgh. Be sure not to miss Dia Beacon and Resorts World Hudson Valley. Expedia has everything you need when it comes to planning your Orange County vacation. From flights and hotels, to rental cars and more, we're here to help you create a travel experience like no other.
Top destinations in Orange County
Newburgh
The Latest Orange County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel St. James
Manhattan
Price was $1,159, price is now $596 per person
$596
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (7,502 reviews)
Great location. Didn’t need anything from staff throughout but check in was smooth.
Reviewed on Jul 1, 2026
Hotel Riu Plaza New York Times Square
Manhattan
Price was $1,475, price is now $758 per person
$758
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (3,099 reviews)
Wonderful property. Small room but modern and clean. Great location. It would be nice if rooms had a microwave. Worst part was there are no ice machines and bar and coffee shop were reluctant to provide. Water in room was scalding hot. It literally melted a plastic cup. I’m glad our grandkids weren’t with us.
Breakfast was excellent. Very busy but restaurant staff was quick and friendly. Coffee choice was limited. They wouldn’t let me take in a coffee from their own coffee shop.
A laundry room would be excellent.
Reviewed on Jul 2, 2026
The Towers at Lotte New York Palace
Manhattan
Price was $1,911, price is now $990 per person
$990
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
9.2/10 Wonderful! (681 reviews)
We celebrated our anniversary with an overnight stay at the Towers & given the cost, had high hopes. The room was spacious & clean with a nice view but the service was sub par. The receptionist was neither friendly nor welcoming when we arrived & a different receptionist ignored us at checkout. The little things matter. There are many luxury hotels in the city & we’ll be staying at another next time.
Reviewed on Jun 25, 2026
Radio Hotel
Manhattan
Save 100% on your flight
Price was $1,053, price is now $599 per person
$599
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.6/10 Excellent! (2,500 reviews)
Staff was great but that’s about it. Rooms and bathrooms are extremely small. You can hear everything from the hallways
Reviewed on Jul 1, 2026
Find the Best Orange County Vacation Packages
Orange County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Stewart Intl. Airport (SWF) |
Top Sights | Algonquin Park, Lake Tiorati Beach and Sterling Forest State Park |
Orange County Hotel Deals
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $166 total per night from Jul 5 to Jul 6
$166 total
Jul 5 - Jul 6
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
"Temperature is controlled by a thermostat in the hallway of all the rooms. Bed was very uncomfortable. Beautiful and quiet on the positive side."
Reviewed on Jul 1, 2026
Sleep Inn & Suites Middletown - Goshen
3491 Route 6 Middletown NY
Fully refundable
$112 nightly
The price is $133 total per night from Jul 26 to Jul 27
$133 total
Jul 26 - Jul 27
Total with taxes and fees
8.8/10 Excellent! (1,049 reviews)
"I will never ever stay at this sleeps inn the house keeping service is horrible and the staff hang out at night with their friends. Also a couple of people were outside smoking pot"
Reviewed on Jul 2, 2026
La Quinta Inn & Suites by Wyndham Middletown-Goshen
551 Route 211 E Middletown NY
Fully refundableReserve now, pay when you stay
$123 nightly
The price is $146 total per night from Jul 26 to Jul 27
$146 total
Jul 26 - Jul 27
Total with taxes and fees
9.4/10 Exceptional! (1,008 reviews)
"Great stay, took the grandkids down for legoland, ten people two nights and Anthony was awesome with helping us get our three rooms all together and made us feel welcome. Pool was excellent and clean and there is a generous breakfast included Plenty of dining options within 5 minutes or less."
Reviewed on Jul 1, 2026
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
What to do in Orange County
LEGOLAND New York Resort Admission Ticket
$51
per traveler
84% of travellers recommend
Guided Shared Group Forest Bathing Session in Serene Woodland Park
$55
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.