Orange County Vacations & Trips
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Top destinations in Orange County
Newburgh
West Point
Orange County Hotel Deals
Sleep Inn & Suites Middletown - Goshen
3491 Route 6 Middletown NY
Fully refundable
₩163,119
₩192,684 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (1,119 reviews)
"The staff was very accommodating. They informed me there was a wedding party on the floor they originally had me on. I asked to change floors so the loud noise from the wedding party wouldn’t bother me."
Reviewed on Aug 5, 2026
La Quinta Inn & Suites by Wyndham Middletown-Goshen
551 Route 211 E Middletown NY
Fully refundableReserve now, pay when you stay
₩176,553
₩208,552 total
Aug 16 - Aug 17
includes taxes & fees
9.4/10 Exceptional! (1,012 reviews)
"Clean room. Comfortable beds. Good breakfast"
Reviewed on Aug 6, 2026
Ramada by Wyndham Newburgh/West Point
1289 Route 300 Newburgh NY
Fully refundableReserve now, pay when you stay
₩102,350
₩120,901 total
Aug 10 - Aug 11
includes taxes & 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.
Frequently asked questions
How much does an Orange County vacation package cost?
Get set to book, because a trip to Orange County starts from a tempting . When you bundle your hotels, flights and car rentals into a vacation package, you'll score the best deals.
How do I get a cheap travel package to Orange County?
One word: bundle. Hotels, flights and rental cars — combine whatever you need into an Orange County vacation package to save tons of cash. Score even bigger bargains when you include extras such as experiences or tours to your booking. But that's not the only impressive part. You have the freedom to customize your vacation your way. We offer more than 550 airlines and 1,000,000 hotels around the world, so that everyone has a chance to travel and live out those vacation fantasies.
What are the top hotels in Orange County?
Look up Royal Regency Hotel and Tru By Hilton Albany Airport, NY. They're the first choice for many travelers headed to Newburgh. If Monroe features in your travel plans, Overlook Lodge at Bear Mountain and Microtel Inn & Suites by Wyndham Middletown are a couple of welcoming options.
How far in advance should I book my Orange County vacation?
Smart travelers will likely want to book as early as possible. You can generally browse through international fares on Expedia up to a year before your flight. If you've left things to the last minute, fear not. Budget prices occasionally become available in the last weeks prior to departure.
What does an Expedia Orange County travel package include?
Packages include rental cars, hotels and flights, but you can combine any of them to create your dream Orange County trip. You can also add on some activities and experiences once you've made your booking. You're in charge! When you bundle your bookings with Expedia, you'll score deals you won't find elsewhere.
What should I know before booking an Orange County travel package?
When you book your hotels, flights and car rentals together, you'll nab terrific discounts. Whether you're planning a rural escape in a cottage or prefer to stay in an upscale city hotel, Expedia can make it happen for less.
Can I choose my airline with an Orange County Expedia vacation package?
Yes, and with more than 550 airlines to select from all over the world, it's all about choice. Look through the available options and find out which airline best fits your needs and budget.
If I'm not able to travel, can I cancel my Orange County vacation package?
Certainly, and we'll help you every step of the way. You may be able to change or cancel your Orange County vacation package at no cost if you booked in the last 24 hours. However, you may incur a fee from your hotel, airline or car rental company if your booking is older than that. If your travel plans unexpectedly change, take a look at our Customer Service Portal for more information.
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)
Have a fun-filled day at LEGOLAND® New York and see why everyone loves this 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.
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.
Brotherhood Winery
8.8/10 (70 reviews)
You can enjoy a tasting or tour at Brotherhood Winery during your travels to Blooming Grove. While you're in the area, stroll along the lakeside.
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.
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
