Deals on vacations and trips to Middletown

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Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

2.5 out of 5
per person
Jul 18 - Jul 21
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Newburgh (SWF)
This motel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. A safe deposit box is provided and the front desk is staffed around-the-clock.
Newburgh Inn

Newburgh Inn

2 out of 5
per person
Jul 5 - Jul 12
found 4 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Newburgh (SWF)
Free WiFi in public areas is available at this hotel. Traveling on business? Take advantage of the conference center and conference space on site. Take advantage of the free self parking.
Howard Johnson by Wyndham Newburgh/West Point

Howard Johnson by Wyndham Newburgh/West Point

2 out of 5
per person
Jul 5 - Jul 12
found 4 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Newburgh (SWF)
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the laundry service. The front desk is staffed around-the-clock and laundry facilities are on offer.
Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport

2.5 out of 5
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip flight included
Portland (PDX) to Newburgh (SWF)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and free airport shuttle. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Homewood Suites Stewart Airport

Homewood Suites Stewart Airport

3 out of 5
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip flight included
Portland (PDX) to Newburgh (SWF)
This hotel features an indoor pool and a 24-hour gym. Enjoy the spa tub and free perks like buffet breakfast and free self parking. A 24-hour business center, free WiFi in public areas, and a free grocery shopping service are also on offer.

Top Middletown hotel deals

La Quinta Inn & Suites by Wyndham Middletown

La Quinta Inn & Suites by Wyndham Middletown

2.5 out of 5
551 Route 211 E, Middletown, NY
Free Cancellation
Reserve now, pay when you stay
The price is $127 per night
$127
per night
Jun 2 - Jun 3
This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and free perks like continental breakfast and free self parking.
Pet friendly
Breakfast included
Tru by Hilton Middletown

Tru by Hilton Middletown

2.5 out of 5
41 Dunning Road, Middletown, NY
Free Cancellation
Reserve now, pay when you stay
The price is $124 per night
$124
per night
Jun 2 - Jun 3
This hotel doesn't skimp on freebies - guests receive free English breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and free newspapers.
Pet friendly
Breakfast included
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6, Middletown, NY
Free Cancellation
Reserve now, pay when you stay
The price is $138 per night
$138
per night
Jun 10 - Jun 11
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.
Breakfast included
Pool
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

2.5 out of 5
20 Crystal Run Crossing, Middletown, NY
Free Cancellation
Reserve now, pay when you stay
The price is $131 per night
$131
per night
Jun 2 - Jun 3
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pet friendly
Breakfast included
Holiday Inn Express & Suites Middletown - Goshen, an IHG Hotel

Holiday Inn Express & Suites Middletown - Goshen, an IHG Hotel

2.5 out of 5
20 MED PARC ROAD, Middletown, NY
Free Cancellation
The price is $134 per night
$134
per night
May 27 - May 28
This hotel features an indoor pool and a 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.
Pet friendly
Breakfast included
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

3 out of 5
24 Crystal Run Xing, Middletown, NY
Free Cancellation
Reserve now, pay when you stay
The price is $118 per night
$118
per night
Jun 2 - Jun 3
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free self parking and free WiFi. A 24-hour business center, express check-out, and luggage storage are also on offer.
Pet friendly
Breakfast available
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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.

Popular places to visit

Image for Orange County Fair Speedway

Orange County Fair Speedway

4/5(5 reviews)

Catch an event at Orange County Fair Speedway during your trip to Mechanicstown. Discover the area's festivals and churches.

Orange County Fair Speedway
Image for Orange County Fairgrounds

Orange County Fairgrounds

4.5/5(4 reviews)

Enjoy an outing to Orange County Fairgrounds during your stay in Mechanicstown. Discover the area's festivals and churches.

Orange County Fairgrounds
Image for Galleria at Crystal Run

Galleria at Crystal Run

4/5(20 reviews)

During your visit to Middletown, you can search for that perfect souvenir at Galleria at Crystal Run. While in this family-friendly area, you can savor the top-notch restaurants.

Galleria at Crystal Run

Photos of local treasures

Photo by Vincent Ramundo
Photo by Vincent Ramundo

Frequently asked questions

How much are vacation packages to Middletown?
You can get an amazing flight and hotel bundle for as little as $313. With one of our Travelocity vacation packages, a getaway in Middletown has never been more tempting! Save some time and money and then get a start on packing those bags.
How long should my Middletown vacation be?
Around 2 nights is the average time frame visitors vacation in Middletown. But the perfect trip length comes down to how many cherished memories you want to create. Why not allow a few extra days and uncover some off-the-beaten-path gems?
Where can I get the best vacation package deals for Middletown?
With as many as 400 airline partners and 1,000,000 hotels across the world, it’s hard to beat Travelocity. Take advantage of our comprehensive range and grab an affordable Middletown package deal. Don’t you just love it when vacation planning is that easy?
Why should I purchase my Middletown vacation package via Travelocity?
From our 24/7 customer care to our range of terrific destinations, we are committed to fulfilling your travel desires. All you have to do is to click and book — our Price Match Guarantee will ensure you score the lowest price.
Can I save on my Middletown car rental if I combine it with hotels and flights?
With a Middletown vacation package, you can bundle your hotel, car and flight bookings and save a whole lot. If you want to explore the best of this wonderful part of the world, why not make tracks to Times Square? This must-see sight is 55 mi from Middletown. With your own wheels, you’ll be there before you know it.
What is the best time of year to go to Middletown?
March, July and August is high season here, while November, December and January are the quietest months. If your budget is your first consideration, try to avoid visiting during as it’s generally the most expensive time. The most affordable month to explore this part of the world is .
Which airport is best for Middletown?
Liberty Intl. Airport (EWR), located around 55 mi south of central Middletown, is most likely where you’ll step off the plane. Your other choices are LaGuardia Airport (LGA) (55 mi away from central Middletown) and Westchester County Airport (HPN) (45 mi away from central Middletown).
What is there to do in Middletown?
Middletown is overflowing with places to explore, such as Orange County Fair Speedway and Orange County Fairgrounds. These two popular attractions are on most travelers’ travel schedules.
Where should I stay when visiting Middletown?
The Holiday Inn Express & Suites Middletown - Goshen, an IHG Hotel is the first choice of many travelers. Book as soon as possible before it’s too late.