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

FlightsFlightsHotelsHotels

West Point

West Point
FlightsFlightsHotelsHotels

Cornwall

Cornwall

Top Orange County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was CA $1,235, price is now CA $757 per person
CA $757
per person
Oct 20 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
The hotel itself was nice. There is truly nothing but senior citizens that stay here. We walked in and thought it was a nursing home. I’m not joking there must have been at least 60 70year olds when we walked in. They just take over the entire hotel. Again, the hotel itself is nice, but I think we would stay somewhere else knowing what we know now especially with two teenage boys with us.

Reviewed on Aug. 28, 2025

Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Price was CA $3,854, price is now CA $2,086 per person
CA $2,086
per person
Nov 14 - Nov 20
found 11 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,595 reviews)
Dated rooms at a historic property. Know that before booking and you will enjoy.

Reviewed on Aug. 27, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $3,866, price is now CA $2,139 per person
CA $2,139
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,005 reviews)
The views from the king room were amazing and the overall services were top notch!!

Reviewed on Aug. 29, 2025

The Plaza - A Fairmont Managed Hotel

The Plaza - A Fairmont Managed Hotel

5 out of 5
Manhattan
Price was CA $7,344, price is now CA $4,498 per person
CA $4,498
per person
Nov 14 - Nov 20
found 11 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,000 reviews)
June checked us in for The Plaza and was excellent. He was friendly and offered us a room upgrade. We ended up moving to a family suite with 2 queen beds, a sitting area and bar area with a sink and microwave. The room was spectacular. Doormen were also super friendly and bellman was helpful too. The service here is exceptional and the rooms and common areas are beautiful. Highly recommend the hotel for a luxury experience.

Reviewed on Aug. 25, 2025

EVEN Hotel New York - Midtown East by IHG

EVEN Hotel New York - Midtown East by IHG

4 out of 5
Manhattan
Price was CA $1,727, price is now CA $1,070 per person
CA $1,070
per person
Oct 4 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
8.8/10 Excellent! (1,482 reviews)
Room is very clean,

Reviewed on Aug. 27, 2025

Orange County Hotel Deals

The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
5 Lakeside Rd, Newburgh, NY
The price is CA $127 per night from Sep 4 to Sep 5
CA $127
CA $150 total
Sep 4 - Sep 5
includes taxes & fees
The Crossroads Hotel, Newburgh
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6, Middletown, NY
Fully refundableReserve now, pay when you stay
The price is CA $141 per night from Sep 28 to Sep 29
CA $141
CA $166 total
Sep 28 - Sep 29
includes taxes & fees
Sleep Inn & Suites Middletown - Goshen
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
Fully refundableReserve now, pay when you stay
The price is CA $204 per night from Sep 1 to Sep 2
CA $204
CA $231 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (1,013 reviews)
"Stayed at the Overlook Lodge in Bear Mountain and it was a really nice experience. The lodge has a cozy, rustic feel with beautiful views of the lake and surrounding mountains. The rooms are simple but comfortable, and it’s very peaceful compared to the busier parts of Bear Mountain. It feels like ..."

Reviewed on Aug. 27, 2025

Overlook Lodge at Bear Mountain
See all 474 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 $757. 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.