Orange County Vacation Packages

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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

Soldiers standing at attention, Westpoint Military Academy
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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.
Hotel St. James

Hotel St. James

2.5 out of 5
Manhattan
Price was CA $1,289, price is now CA $836 per person
CA $836
per person
Mar 12 - Mar 16
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
8.8/10 Excellent! (6,546 reviews)
The best place to stay on a budget if you’re planning to see Broadway shows. I’ve already reserved The St. James for my trip in April.

Reviewed on Feb 6, 2026

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Price was CA $3,267, price is now CA $2,010 per person
CA $2,010
per person
Apr 25 - Apr 29
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,001 reviews)
Excellent stay! Friendly staff, comfortable, beautiful rooms & lobby.

Reviewed on Feb 2, 2026

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Price was CA $3,505, price is now CA $2,194 per person
CA $2,194
per person
Apr 25 - Apr 29
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.6/10 Exceptional! (159 reviews)
Staff were lovely, helpful and pleasant. Turndown service way too late, though—9:45 might catch some guests sleeping.

Reviewed on Jan 3, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $2,254, price is now CA $1,469 per person
CA $1,469
per person
Apr 25 - Apr 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
The entire stay was exceptional! From the point of entry to departure 10/10

Reviewed on Jan 29, 2026

The Pierre, A Taj Hotel, New York

The Pierre, A Taj Hotel, New York

5 out of 5
Manhattan
Price was CA $2,804, price is now CA $1,883 per person
CA $1,883
per person
Apr 25 - Apr 29
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (1,007 reviews)
Staff warm, & welcoming, bar, great breakfast, & restaurant lovely, don’t miss coffee at the bar in the morning & Friday with the Martinis piano singers.

Reviewed on Feb 5, 2026

Orange County Hotel Deals

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

2.5 out of 5
60 Centre Dr Central Valley NY
Fully refundableReserve now, pay when you stay
The price is CA $145 per night from Feb 19 to Feb 20
CA $145
per night
Feb 19 - Feb 20
9.2/10 Wonderful! (1,046 reviews)
Room was clean-

Reviewed on Feb 1, 2026

Hampton Inn Harriman Woodbury
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 $128 per night from Mar 2 to Mar 3
CA $128
per night
Mar 2 - Mar 3
8.6/10 Excellent! (1,000 reviews)
Yes

Reviewed on Jan 20, 2026

Sleep Inn & Suites Middletown - Goshen
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3 out of 5
551 Route 211 E Middletown NY
Fully refundableReserve now, pay when you stay
The price is CA $141 per night from Feb 16 to Feb 17
CA $141
per night
Feb 16 - Feb 17
9.2/10 Wonderful! (967 reviews)
We stayed during the recent snow service was great

Reviewed on Jan 27, 2026

La Quinta Inn & Suites by Wyndham Middletown-Goshen
See all 507 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
Beach Vacations
Family Vacations
Family Vacations

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 $836. 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.