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The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
Price was $295, price is now $236 per person
$236
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Newburgh (SWF)
A gym is featured at this hotel, along with free self parking. WiFi in public areas is free. A fireplace in the lobby is provided and the front desk is staffed around-the-clock.
Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport

3 out of 5
Save 100% on your flight
Price was $624, price is now $502 per person
$502
per person
Feb 18 - Feb 24
found 4 hours ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy the 24-hour gym and perks like free self parking.
The Lagrange Inn & Extended Stay

The Lagrange Inn & Extended Stay

2 out of 5
Price was $343, price is now $283 per person
$283
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Newburgh (SWF)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities and a virtual front desk are also provided.
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3 out of 5
Price was $549, price is now $453 per person
$453
per person
Mar 4 - Mar 8
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
This hotel features an indoor pool and a gym. 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.
Newburgh Inn

Newburgh Inn

2 out of 5
Price was $300, price is now $252 per person
$252
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
San Juan (SJU) 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.

Top Middletown hotels deals

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
Free Cancellation
$104 nightly
The price is $123 total per night
$123 total
Jan 25 - Jan 26, 2026
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
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
$78 nightly
The price is $92 total per night
$92 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
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.
Pool
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
$97 nightly
The price is $114 total per night
$114 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
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.
Pool
Pet friendly
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
$122 nightly
The price is $144 total per night
$144 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This hotel features an indoor pool and a gym. 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.
Pool
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
$89 nightly
The price is $106 total per night
$106 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
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.
Breakfast included
Pet friendly
Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown

3 out of 5
600 Route 211 East Middletown NY
Free Cancellation
Reserve now, pay when you stay
$165 nightly
The price is $198 total per night
$198 total
Jan 3 - Jan 4, 2026
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
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.

Popular places to visit

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

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

Paramount Theatre

3.5/5(28 reviews)

You can enjoy a show at Paramount Theatre on your trip to Middletown. While in this family-friendly area, find time to visit its shops.

Paramount Theatre

Frequently asked questions

How much are vacation packages to Middletown?
Vacation packages, which include hotels and flights in Middletown, are priced from as little as $236. Turn your travel dreams into reality and lock in your trip with Travelocity today.
How long should my Middletown vacation be?
Around 2 nights is what many visitors book for their Middletown vacation. That's a great guide, but there's plenty more to explore if you allow yourself a few extra days.
Where can I get the best vacation package deals for Middletown?
It's difficult to beat Travelocity when it comes to piecing together your Middletown package deal. There are at least 400 airlines and 1,000,000 properties around the world to select from. Plan your escape now and get ready to cross another exciting destination off your must-visit list.
Why should I book my Middletown vacation package with Travelocity?
Savings, support and a stress-free booking are just the beginning. Collect lifelong memories and enjoy a fulfilling travel experience knowing you have access to round-the-clock support. With the Travelocity Price Match Guarantee, you know you'll always get the best deal available.
Will I save money on my Middletown car rental if I book it with a hotel or flight?
With a Middletown vacation package, you can bundle your flight, car and hotel bookings and save loads. If you're in the mood to uncover the best of this fantastic destination, why not make a beeline for Times Square? This top sight is 55 mi from Middletown. With a rental car, you'll be there in no time.
Which airport is best for Middletown?
Liberty Intl. Airport (EWR) is 55 mi from the downtown area and is the starting point for many unforgettable experiences. Alternatively, LaGuardia Airport (LGA) is 55 mi away from central Middletown and Stewart Intl. Airport (SWF) is 18 mi away from central Middletown.
What is there to do in Middletown?
While veering off the tourist trail is no doubt rewarding, you shouldn't ignore the popular sights that make a place famous. Orange County Fair Speedway and Orange County Fairgrounds are just two of them in Middletown.
Where should I stay when visiting Middletown?
If you're looking for someplace comfortable to lay your head, take a look at the Holiday Inn Express & Suites Middletown - Goshen, an IHG Hotel. It's the top pick for many travelers.

Photos of local treasures

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Photo by Vincent Ramundo
Photo by Vincent Ramundo

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