Book Exclusive Orange County Vacation Packages

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A large steel bridge spanning a river, surrounded by trees and buildings.

Middletown

Vacations
Middletown

Orange County flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Pestana CR7 Times Square

Pestana CR7 Times Square

4 out of 5
Manhattan
Price was CA $1,791, price is now CA $1,130 per person
CA $1,130
per person
Aug 19 - Aug 25
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
Stay at this hotel in New York. Enjoy a fitness center, a 24-hour front desk, and a business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Madison Square Garden and Times Square are located nearby.
The Lex NYC

The Lex NYC

3.5 out of 5
Manhattan
Price was CA $2,706, price is now CA $1,595 per person
CA $1,595
per person
Sep 21 - Sep 25
found 16 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to New York (JFK)
Stay at this hotel in New York. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Madison Square Garden and Bryant Park are located nearby.
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Price was CA $4,622, price is now CA $2,864 per person
CA $2,864
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions 5th Avenue and Columbus Circle are located nearby.
The Evelyn Hotel

The Evelyn Hotel

4.5 out of 5
Manhattan
Price was CA $4,285, price is now CA $2,794 per person
CA $2,794
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy free WiFi, a fitness center, and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Madison Square Garden and Bryant Park are located nearby.
The Plaza, A Fairmont Hotel

The Plaza, A Fairmont Hotel

5 out of 5
Manhattan
Price was CA $5,844, price is now CA $3,825 per person
CA $3,825
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions 5th Avenue and Columbus Circle are located nearby.

Top Orange County hotels deals

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
Free cancellation
The price is CA $155 per night
CA $155
CA $183 total
Aug 2 - Aug 3
includes taxes & fees
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Orange County Community College and Paramount Theatre are located nearby.
Pool
Breakfast included
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
The price is CA $199 per night
CA $199
CA $244 total
Jul 19 - Jul 20
includes taxes & fees
Book a stay at this spa hotel in Bear Mountain. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Bear Mountain State Park and Monteverde at Oldstone are located nearby.
Pool
Spa
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
Free cancellation
Reserve now, pay when you stay
The price is CA $176 per night
CA $176
CA $208 total
Jul 26 - Jul 27
includes taxes & fees
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Galleria at Crystal Run and Orange County Fairgrounds are located nearby.
Pool
Breakfast included
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
The price is CA $115 per night
CA $115
CA $135 total
Jul 13 - Jul 14
includes taxes & fees
Book a stay at this business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and a nightclub. Popular attractions Hamilton Fish Bridge and Resorts World Hudson Valley are located nearby.
Parking included
Free WiFi
Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

2.5 out of 5
1 Sleep Way Monroe NY
Free cancellation
The price is CA $156 per night
CA $156
CA $176 total
Aug 3 - Aug 4
includes taxes & fees
Book a stay at this business-friendly hotel in Monroe. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woodbury Common Premium Outlets and Museum Village are located nearby.
Breakfast included
Parking included
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 out of 5
2 Bryle Place Chester NY
Free cancellation
The price is CA $144 per night
CA $144
CA $177 total
Jul 26 - Jul 27
includes taxes & fees
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions LEGOLAND® New York and Castle Fun Center are located nearby.
Pool
Breakfast included
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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

LEGOLAND® New York

9.0/10 (279 reviews)
Have a fun-filled day at LEGOLAND® New York and see why everyone loves this theme park in Goshen. Make some time to visit the cathedral while you're in the area.
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 CA $1,130. 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.