Deals on vacations and trips to Orange County

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Middletown

Vacations
Middletown

Orange County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Log Comfort 3

Log Comfort 3

3 out of 5
Lower Vailsburg
Save 100% on your flight
Price was $660, price is now $389 per person
$389
per person
Nov 18 - Nov 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
Free WiFi in public areas is available at this apartment. Take advantage of the self parking.
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $3,548, price is now $2,067 per person
$2,067
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
A full-service spa, a gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the seasonal outdoor pool and visit the 2 bars/lounges and poolside bar for drinks.
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Save 100% on your flight
Price was $1,466, price is now $855 per person
$855
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free train station pick-up. Enjoy the 24-hour gym and perks like free self parking and a free area shuttle.
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $3,456, price is now $2,095 per person
$2,095
per person
Dec 21 - Dec 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Families will appreciate complimentary bicycles and babysitting. Traveling on business? Take advantage of the business center, express check-out, and valet parking.
San Carlos Hotel

San Carlos Hotel

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $1,440, price is now $882 per person
$882
per person
Dec 21 - Dec 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A computer station, dry cleaning, and luggage storage are also on offer.

Top Orange County hotels deals

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $116 total per night
$116 total
Nov 9 - Nov 10
Total with taxes and fees
A full-service spa and a restaurant are featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. There's a bar/lounge on site, and concierge services and barbecue grills are also provided.
Pool
Spa
Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

2 out of 5
1289 Route 300 Newburgh NY
Free Cancellation
Reserve now, pay when you stay
$63 nightly
The price is $74 total per night
$74 total
Oct 13 - Oct 14
Total with taxes and fees
A nightclub and a gym are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a lobby fireplace, and a computer station are also offered.
Parking included
Free WiFi
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
Free Cancellation
$101 nightly
The price is $119 total per night
$119 total
Nov 8 - Nov 9
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
The Thayer Hotel at West Point

The Thayer Hotel at West Point

3.5 out of 5
674 Thayer Road West Point NY
Free Cancellation
Reserve now, pay when you stay
$179 nightly
The price is $211 total per night
$211 total
Oct 25 - Oct 26
Total with taxes and fees
Free WiFi in public areas, a terrace, and a computer station are available at this hotel. Traveling on business? Take advantage of the 6 onsite conference rooms. Luggage storage and wedding services are also provided.
Free WiFi
Air conditioning
Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

2.5 out of 5
1 Sleep Way Monroe NY
Free Cancellation
$113 nightly
The price is $127 total per night
$127 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the 24-hour business center, laundry service, and conference space. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Parking included
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

2 out of 5
915 Union Ave New Windsor NY
Free Cancellation
Reserve now, pay when you stay
$99 nightly
The price is $117 total per night
$117 total
Oct 18 - Oct 19
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Free self parking, a computer station, and luggage storage are also offered.
Pool
Pet friendly
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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.

Stay near popular Orange County attractions

Storm King Art Center

8.8/10 (121 reviews)
Enjoy an outing to Storm King Art Center during your stay in Cornwall. Wander the riverfront or discover the area's mountain views.
See properties

Photos of local treasures

Browse Orange County vacation photos for more inspiration

A dog sitting on a bench by a calm lake surrounded by trees.
A river valley with dense forest and a bridge.
A person sitting on a concrete bench overlooking a river and hills.
A hilly landscape with dense green forests and a clear sky.
A stone tower with a green roof and antenna, surrounded by rocky terrain and sparse trees.

Frequently asked questions

How much are vacation packages to Orange County?
You can find a great hotel + flight bundle for an affordable $389. With one of our Travelocity vacation packages, a getaway to Orange County has never looked so enticing! Save your time and money and then get a head start on packing those bags.
Where can I get the best vacation package deals for Orange County?
You'll find fantastic Orange County package deals with Travelocity. Pick and choose from 400 air carriers and 1,000,000 worldwide properties and turn those travel dreams into reality.
Why should I purchase my Orange County vacation package via Travelocity?
Because we believe in creating unforgettable vacation experiences. From flights and hotels to car rentals and activities, our packages make it a breeze to save. Our support team is on hand 24/7 to make sure you'll never wander alone. We also offer a Price Match Guarantee, so you can book your trip knowing you've scored the best deal possible. Find a lower price and we'll match it!
Can I save money on my Orange County car rental if I bundle it with a hotel or flight?
Combining your bookings into an Orange County vacation package will save you some serious money. Book a flight and car; a car, hotel and flight; or a hotel and car. You won't find a better way to discover the greater Orange County region than with your own set of wheels. You can also add activities and experiences to your Travelocity package.
Which airport is best for Orange County?
John F. Kennedy Intl. Airport (JFK) is an excellent option for visitors jetting into Orange County. Liberty Intl. Airport (EWR) and LaGuardia Airport (LGA) also welcome many of the flights into the region.
What is there to do in Orange County?
A diverse and attractive destination, Orange County boasts some fantastic tourist attractions. Orange County Fair Speedway and Warwick Valley Winery and Distillery are just a couple of the most popular.

Where to stay in Orange County: Best areas for travelers

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