Orange County Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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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

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

West Point
George W. Perkins Memorial Drive with Hudson River and Bear Mountain Bridge, NY
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Bear Mountain

Bear Mountain

Top Orange County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn New York/Manhattan-Midtown East

Hilton Garden Inn New York/Manhattan-Midtown East

3.5 out of 5
Manhattan
Price was CA $1,613, price is now CA $1,034 per person
CA $1,034
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
7.8/10 Good! (1,761 reviews)
Elevators could use some work.

Reviewed on Jun 23, 2026

Sofitel New York

Sofitel New York

4.5 out of 5
Manhattan
Price was CA $2,639, price is now CA $1,676 per person
CA $1,676
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,259 reviews)
Great stay at the Sofitel New York! The hotel was very clean, the beds were comfortable, and the staff was excellent from check-in to check-out. Everyone was friendly and helpful, which made our stay even more enjoyable. We would definitely stay here again!

Reviewed on Jun 21, 2026

Casa Francesca 6BR Villa & Heated Pool

Casa Francesca 6BR Villa & Heated Pool

3.5 out of 5
Price was CA $12,602, price is now CA $8,286 per person
CA $8,286
per person
Jul 23 - Jul 28
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
No reviews
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Price was CA $2,157, price is now CA $1,420 per person
CA $1,420
per person
Aug 23 - Aug 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.8/10 Exceptional! (1,621 reviews)
Just not worth how expensive it is

Reviewed on Jun 22, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $2,685, price is now CA $1,768 per person
CA $1,768
per person
Aug 11 - Aug 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,000 reviews)
Excellent and well kept hotel. Friendly and helpful staff. Awesome location.

Reviewed on Jun 6, 2026

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 CA $198 per night from Jul 1 to Jul 2
CA $198
CA $243 total
Jul 1 - Jul 2
includes taxes & fees
8.4/10 Very good! (1,012 reviews)
"The room was clean, more than adequate, the surroundings are beautiful, peaceful, and quiet never heard another person for three nights. If you have a car everywhere in the Metropolitan area is easily accessible save yourself the toll on the Cuomo and cross the Bear Mountain Bridge for free."

Reviewed on Jun 22, 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 CA $173 per night from Jun 29 to Jun 30
CA $173
CA $205 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 CA $198 per night from Jul 1 to Jul 2
CA $198
CA $244 total
Jul 1 - Jul 2
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Congrats"

Reviewed on Jun 17, 2026

Holiday Inn Express Hotel & Suites Chester by IHG
See all 520 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Family Vacations
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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 $1,034. 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.