Orange County Vacation Packages
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- Plan, book, travel with confidence
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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 vacation destinations in Orange County
Top Orange County Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Orange County Hotel Deals
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
CA $160
CA $196 total
Sep 27 - Sep 28
includes taxes & 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
CA $157
CA $186 total
Oct 12 - Oct 13
includes taxes & 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
CA $188
CA $222 total
Sep 27 - Sep 28
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 CA $1,108. 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)
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.
What to do in Orange County
Sunset Sips Cruise — DJ, Open Bar & Hudson River Views
CA $52
per adult
Black SUV - 7hs Staying Woodbury Outlets - Up to 6pax - Free Tax
CA $1,080
per traveller
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
