Orange County Vacations & Trips from $454
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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
Bear Mountain
Middletown
Newburgh
Goshen
West Point
Monroe
Tuxedo Park
New Windsor
The Latest Orange County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Lotte New York Palace
Manhattan
$777
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (2,230 reviews)
The Lotte New York Palace is a beautiful hotel, and overall we really enjoyed the property. However, the beds were surprisingly squeaky and uncomfortable. Considering the price and caliber of the hotel, I expected a much higher-quality mattress and a more comfortable night’s sleep. Upgrading the mattresses would make a significant difference in the overall guest experience.
Reviewed on Sep 22, 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
$114 nightly
$141 total
Oct 4 - Oct 5
Total with taxes and fees
8.4/10 Very Good! (1,009 reviews)
"Please read the entire review. I stayed at the Stone Cottages. First night at check in I discovered my room had no thermostat. I was told the Stone Cottages have a "shared" thermostat. That means four rooms, four parties "share" one common thermostat. I was shocked to discover that total strangers ..."
Reviewed on Sep 22, 2026
Sleep Inn & Suites Middletown - Goshen
3491 Route 6 Middletown NY
Fully refundable
$113 nightly
$133 total
Oct 12 - Oct 13
Total with taxes and fees
8.8/10 Excellent! (1,192 reviews)
"It was okay for the most part. AC wasn’t working in the room and they wouldn’t answer the phone when calling front desk. We had to go downstairs multiple times to look for staff and no one was available."
Reviewed on Sep 21, 2026
La Quinta Inn & Suites by Wyndham Middletown-Goshen
551 Route 211 E Middletown NY
Fully refundableReserve now, pay when you stay
$134 nightly
$158 total
Sep 27 - Sep 28
Total with taxes and fees
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.
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.
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.
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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.
