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Middletown

Vacations
Middletown

Orange County flight + hotel packages

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
Save 100% on your flight
Price was CA $2,255, price is now CA $1,406 per person
CA $1,406
per person
Dec 22 - Dec 27
found 4 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
Book a stay at this golf hotel in Woodbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Oyster Bay Golf Course and Crest Hollow Country Club are located nearby.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was CA $4,935, price is now CA $2,877 per person
CA $2,877
per person
Dec 5 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Broadway and Rockefeller Center are located nearby.
The William Hotel Midtown, New York

The William Hotel Midtown, New York

3.5 out of 5
Manhattan
Save 100% on your flight
Price was CA $4,425, price is now CA $2,594 per person
CA $2,594
per person
Dec 5 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to New York (JFK)
Stay at this hotel in New York. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Popular attractions Bryant Park and Grand Central Terminal are located nearby.
Ink 48 Hotel

Ink 48 Hotel

4.5 out of 5
Manhattan
Save 100% on your flight
Price was CA $3,839, price is now CA $2,450 per person
CA $2,450
per person
Dec 5 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Manhattan Cruise Terminal and Broadway are located nearby.
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Save 100% on your flight
Price was CA $2,880, price is now CA $1,855 per person
CA $1,855
per person
Dec 27 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to New York (JFK)
Book a stay at this luxury hotel in New York. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grand Central Terminal and 5th Avenue are located nearby.

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
The price is CA $149 per night
CA $149
CA $176 total
Nov 2 - Nov 3
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
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 $90 per night
CA $90
CA $106 total
Oct 13 - Oct 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 Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
Free cancellation
The price is CA $144 per night
CA $144
CA $170 total
Nov 1 - Nov 2
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
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
The price is CA $233 per night
CA $233
CA $313 total
Oct 25 - Oct 26
includes taxes & fees
Book a stay at this business-friendly hotel in West Point. Enjoy free WiFi, room service, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Bear Mountain State Park and West Point Museum are located nearby.
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
The price is CA $158 per night
CA $158
CA $179 total
Nov 1 - Nov 2
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
LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York

3 out of 5
1 LEGOLAND BLVD Goshen NY
The price is CA $182 per night
CA $182
CA $401 total
Oct 18 - Oct 19
includes taxes & fees
Book a stay at this family-friendly hotel in Goshen. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions LEGOLAND® New York and Triangle Park 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

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 CA $1,406. 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.