Orange County Vacations & Trips

Book a Hotel + Flight or Car together to unlock savings

Photo by Karen Wirtz

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩1,660,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top destinations in Orange County

FlightsFlightsHotelsHotels

Newburgh

Newburgh
The Military Academy at West Point, New York.
FlightsFlightsHotelsHotels

West Point

West Point

Orange County Hotel Deals

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
The price is ₩258,685 per night from Jun 23 to Jun 24
₩258,685
₩318,504 total
Jun 23 - Jun 24
includes taxes & fees
8.4/10 Very Good! (1,009 reviews)
"Very decent property for the price level. Loud neighborhood, though Room was great!!!"

Reviewed on Jun 21, 2026

Overlook Lodge at Bear Mountain
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
Fully refundable
The price is ₩187,585 per night from Jun 29 to Jun 30
₩187,585
₩221,597 total
Jun 29 - Jun 30
includes taxes & fees
8.8/10 Excellent! (1,042 reviews)
"Had a nice stay was quiet for the most part clean and the bed was very comfy"

Reviewed on Jun 22, 2026

Sleep Inn & Suites Middletown - Goshen
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 out of 5
2 Bryle Place Chester NY
Fully refundable
The price is ₩214,295 per night from Jul 1 to Jul 2
₩214,295
₩263,853 total
Jul 1 - Jul 2
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
"Congrats"

Reviewed on Jun 17, 2026

Holiday Inn Express Hotel & Suites Chester by IHG
See all 516 properties in Orange County
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.