Orange County Holidays

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Photo by Karen Wirtz

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Your Orange County Holiday

With a Orange County holiday 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 holiday. From flights and hotels, to rental cars and more, we're here to help you create a travel experience like no other.

Top destinations in Orange County

Sunrise image of the Arrigoni Bridge in Middletown, CT
FlightsFlightsHotelsHotels

Middletown

Middletown

Top Orange County Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Omni Berkshire Place

Omni Berkshire Place

4 out of 5
Manhattan
Price was £2,440, price is now £1,322 per person
£1,322
per person
5 Jul - 8 Jul
found 18 hours ago
Return flight included
London (LON) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (2,170 reviews)
A very busy location . None friendly staff

Reviewed on 20 May 2026

Casa Francesca 6BR Villa & Heated Pool

Casa Francesca 6BR Villa & Heated Pool

3.5 out of 5
Save 100% on your flight
Price was £6,799, price is now £4,056 per person
£4,056
per person
5 Aug - 12 Aug
found 1 day ago
Return direct flight included
London (LGW) to Newark Liberty Intl. Airport (EWR)
No reviews
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was £4,958, price is now £3,094 per person
£3,094
per person
23 Jul - 2 Aug
found 1 day ago
Return flight included
London (LON) to New York (JFK)
9/10 Wonderful! (1,007 reviews)
Nice property great location

Reviewed on 21 May 2026

Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was £3,386, price is now £2,250 per person
£2,250
per person
23 Jul - 2 Aug
found 1 day ago
Return flight included
London (LON) to New York (JFK)
9/10 Wonderful! (1,000 reviews)
This is the only hotel I stay in when I come to NYC. Everyone there is amazing!

Reviewed on 15 May 2026

Radio Hotel

Radio Hotel

4 out of 5
Manhattan
Price was £2,359, price is now £1,605 per person
£1,605
per person
31 Jul - 12 Aug
found 1 day ago
Return flight included
London (LON) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (2,520 reviews)
Very clean and staff was nice.

Reviewed on 20 May 2026

Orange County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Stewart Intl. Airport (SWF)
Top Sights
Algonquin Park, Lake Tiorati Beach and Hudson River Adventures

Top hotels in Orange County

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 £135 per night from 3 Jun to 4 Jun
£135
3 Jun - 4 Jun
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
"Came here only to sleep 1 night. definitely will be making plans to spend a long weekend here. it's simply beautiful and almost breathtaking and relaxing. My wife will be using it as her writing retreat."

Reviewed on 21 May 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 £96 per night from 17 Jun to 18 Jun
£96
17 Jun - 18 Jun
includes taxes & fees
8.8/10 Excellent! (1,013 reviews)
"Everything was clean, comfortable and in working order."

Reviewed on 19 May 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 £108 per night from 31 May to 1 Jun
£108
31 May - 1 Jun
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
"Very good stay. Friendly staff and clean room. We will be back"

Reviewed on 11 May 2026

La Quinta Inn & Suites by Wyndham Middletown-Goshen
See all 523 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 Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does an Orange County travel package cost?
The cheapest Orange County travel package is £1,322, so your dream getaway can become a reality — without a hefty price tag. Bundle flights, hotels, car rentals and more to custom build a package that matches your travelling style.
If I'm not able to travel, can I cancel my Orange County travel package?
It is possible to cancel your Orange County booking if your travel plans have been upended. Whether you'll incur a penalty or not depends on your hotel, airline or car rental company. You may be able to change or cancel free of charge if you booked in the last 24 hours. Head to our Customer Service Portal to find out more.
How do I get a cheap travel package to Orange County?
Bundle your hotels and flights with Expedia to save big bucks on your next trip. With over 550 air carriers and 1,000,000 hotel options across the globe, your Orange County travel package can be tailored exactly to suit your budget. With all that extra money, why not throw in some fun activities and tours? It's an easy way to unlock even more savings. Your dream holiday in Orange County is closer than you thought!
Does Expedia offer Book Now, Pay Later Orange County holidays?
Yes, we do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your holiday in manageable instalments. Simply pick the payment plan that suits you best during checkout and take the stress out of budgeting for your next trip. Don't forget to bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your buck. Browse our flexible payment options below:

  • Pay monthly holidays: Klarna has convenient monthly payment plans that work for all budgets, so you can jet away on that well-deserved holiday sooner.
  • Pay in instalments holidays: If you'd like to pay off your getaway across multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Hitting the "book now" button is easier with this plan. Just put down a small deposit on your holiday and then start packing your bags.

What are the top hotels in Orange County?
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport and Hampton Inn Harriman Woodbury know how to make their guests feel at home in Newburgh. If you also plan to visit Monroe, have a look at Super 8 by Wyndham Newburgh/West Point Near Stewart Airport and Hampton Inn Harriman Woodbury. Both are top picks with travellers.
How far in advance should I book my Orange County holiday?
Reserving your seat early with Expedia means one less thing to worry about. Many air carriers advertise prices up to 12 months in advance. This is often the cheapest time to book. If circumstances have left you booking late, last-minute deals to Orange County will sometimes occur just a few weeks before departure.
What does an Expedia Orange County travel package include?
That depends on what you want. If you're travelling solo, you might decide to combine flights and hotels. Taking the whole family to Orange County? A travel package that includes flights, hotels and rental cars might suit you better. Expedia gives you the flexibility to tailor your travel package.
What should I know before booking an Orange County travel package?
Bundling your bookings into an Orange County travel package is the easiest way to organise your trip. Not only that, you'll save just for combining your flights, hotels and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with an Orange County Expedia travel package?
Expedia has access to more than 550 partner airlines globally, so you sure can! Just pick your preferred carrier and craft the perfect Orange County holiday.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.