Orange County Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Karen Wirtz

Top destinations in Orange County

Sunrise image of the Arrigoni Bridge in Middletown, CT
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Middletown

Middletown

Top hotels in Orange County

The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
5 Lakeside Rd Newburgh NY
The price is 3.529.914 ₫ per night from 16 Jul to 17 Jul
3.529.914 ₫
4.169.712 ₫ total
16 Jul - 17 Jul
includes taxes & fees
7.2/10 Good! (783 reviews)
"Worst hotel stay ever … you can skip this one. A few bright notes: evening receptionist was accommodating and a pleasure to work with; external grounds were immaculate with plenty of parking; entrance lobby was clean and inviting. The three rooms I looked at were clean but smelled funky. All had ..."

Reviewed on 14 Jun 2026

The Crossroads Hotel, Newburgh
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
The price is 4.448.587 ₫ per night from 21 Jun to 22 Jun
4.448.587 ₫
5.477.290 ₫ total
21 Jun - 22 Jun
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
"Clean room parking"

Reviewed on 18 Jun 2026

Overlook Lodge at Bear Mountain
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 3.411.461 ₫ per night from 21 Jun to 22 Jun
3.411.461 ₫
4.029.788 ₫ total
21 Jun - 22 Jun
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
"La Quinta exceeded my expectations."

Reviewed on 17 Jun 2026

La Quinta Inn & Suites by Wyndham Middletown-Goshen
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.

Frequently asked questions

How much does an Orange County holiday 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 holiday 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 holiday 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 holiday your way. We offer more than 550 airlines and 1null000null000 hotels around the world, so that everyone has a chance to travel and live out those holiday 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 travellers 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 holiday?
Smart travellers 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 holiday 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 holiday package?
Certainly, and we'll help you every step of the way. You may be able to change or cancel your Orange County holiday 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

LEGOLAND® New York

9.0/5 (279 reviews)
Enjoy the exciting rides at LEGOLAND® New York and see why this is a popular theme park in Goshen. Make some time to visit the cathedral while you're in the area.
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