Orange County Vacations & Trips from $547
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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
Warwick
Middletown
Newburgh
West Point
Goshen
Bear Mountain
Monroe
Tuxedo Park
New Windsor
The Latest Orange County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square
Manhattan
$991
per person
Dec 12 - Dec 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (3,361 reviews)
Property was very clean and staff was very helpful. Location in Hell’s Kitchen was convenient to everything in Times Square. Free breakfast had numerous hot and cold options. Pay attention to the RIU location that you book because there are two properties in the area.
Reviewed on Sep 30, 2026
1 Hotel Central Park
Manhattan
$2,135
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
Very professional and friendly staff. Lovely room and most comfortable bed. Quiet or low noise levels even off the street side. Food was very good. Bar comfortable. Boutique hotel feel. Health forward with yoga mat and roller in room, fitness center. And activities board in lobby. Like a garden in the city.
Reviewed on Sep 30, 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
$112 nightly
$138 total
Oct 5 - Oct 6
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
"Friendly staff, quick check in, easy parking. Room was clean and comfortable. Easy access to Bear Mountain. Nice restaurant. No elevator in Overlook Lodge so a few trips required to bring luggage upstairs."
Reviewed on Sep 30, 2026
Sleep Inn & Suites Middletown - Goshen
3491 Route 6 Middletown NY
Fully refundable
$108 nightly
$128 total
Nov 1 - Nov 2
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Middletown-Goshen
551 Route 211 E Middletown NY
Fully refundableReserve now, pay when you stay
$122 nightly
$144 total
Nov 1 - Nov 2
Total with taxes and fees
9.4/10 Exceptional! (1,000 reviews)
"The room was clean staff was nice."
Reviewed on Sep 30, 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
Storm King Art Center
8.8/10 (121 reviews)
Enjoy an outing to Storm King Art Center during your stay in Cornwall. Wander the riverfront or discover the area's mountain views.
Woodbury Common Premium Outlets
8.8/10 (1,317 reviews)
You can find the perfect gifts to bring home with a trip to Woodbury Common Premium Outlets, a favorite shopping spot in Woodbury. While you're in the area, stroll along the riverfront.
LEGOLAND® New York
9.0/10 (279 reviews)
Bring the family to LEGOLAND® New York and enjoy this exciting theme park in Goshen. Make some time to visit the cathedral while you're in the area.
World Headquarters of Jehovah's Witnesses
6.0/10 (1 review)
You can find out about the history of Tuxedo Park when you stop by World Headquarters of Jehovah's Witnesses. While you're in the area, wander around the parks.
Warwick Valley Winery and Distillery
9.4/10 (18 reviews)
You can enjoy a tasting or tour at Warwick Valley Winery and Distillery during your travels to Warwick. Discover the area's mountain views and seek out the ski slopes.
Orange County Fair Speedway
8.4/10 (119 reviews)
Catch an event at Orange County Fair Speedway during your trip to Mechanicstown. Discover the area's festivals and churches.
Angry Orchard
6.6/10 (4 reviews)
You can take time to visit Angry Orchard during your travels to Walden. Make some time to visit the shops while you're in the area.
Resorts World Hudson Valley
5.0/10 (6 reviews)
Why not try your luck with a visit to Resorts World Hudson Valley during your travels in Gardnertown? While you're in the area, wander around the parks.
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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.
