Howells Vacations from $307

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Your Howells Vacation

Take the stress out of planning your next exciting adventure with a Howells vacation package. Whether you're lured here by its history, food or something else, you'll find countless exciting experiences to delve into. A trip to Howells is a terrific opportunity to do a bit of sightseeing. Make sure you visit renowned attractions like Orange County Fair Speedway, Galleria at Crystal Run and Orange County Fairgrounds. A few quick clicks is all it takes to create the ultimate Howells vacation on Expedia.

The Latest Howells vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Middletown - Goshen by IHG

Holiday Inn Express & Suites Middletown - Goshen by IHG

2.5 out of 5
Price was $363, price is now $307 per person
$307
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Miami (MIA) to Newburgh (SWF)
8.8/10 Excellent! (695 reviews)
Great property right off the highway. Clean comfortable rooms, free breakfast that was pretty good. Nice staff at check-in. Tons of parking and a great basic hotel

Reviewed on Oct 13, 2025

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3 out of 5
Save 100% on your flight
Price was $428, price is now $344 per person
$344
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip flight included
Miami (MIA) to Newburgh (SWF)
9.4/10 Exceptional! (906 reviews)
The room is very spacious and clean, plus the young woman that checked me in was personable and professional.

Reviewed on Dec 25, 2025

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 out of 5
Price was $464, price is now $374 per person
$374
per person
Mar 5 - Mar 8
found 20 hours ago
Roundtrip flight included
Dallas (DFW) to Newburgh (SWF)
8.4/10 Very Good! (1,003 reviews)
Clean Clean Clean!!!

Reviewed on Dec 19, 2025

Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport

3 out of 5
Price was $617, price is now $515 per person
$515
per person
Mar 5 - Mar 9
found 20 hours ago
Roundtrip flight included
Dallas (DFW) to Newburgh (SWF)
8.2/10 Very Good! (691 reviews)
Great location and it felt pretty safe overall. The only downside was that the room didn’t have proper humidity ventilation, and the hallway AC made it cold, so we had to use the heater to balance the temperature. Other than that, the staff was super friendly, and the property was very well maintained.

Reviewed on Oct 30, 2025

Candlewood Suites Middletown Goshen by IHG

Candlewood Suites Middletown Goshen by IHG

2.5 out of 5
Price was $418, price is now $351 per person
$351
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Miami (MIA) to Newburgh (SWF)
8.8/10 Excellent! (31 reviews)
Staff was. Excellent

Reviewed on Oct 14, 2025

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Discover the most popular places to visit in Howells

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

Howells Hotel Deals

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4 out of 5
555 Resorts World Drive Monticello NY
$216 nightly
The price is $244 total per night from Jan 8 to Jan 9
$244 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
8/10 Very Good! (1,874 reviews)
I love it

Reviewed on Dec 21, 2025

The Kartrite Resort & Indoor Waterpark
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 out of 5
888 Resorts World Drive Monticello NY
Fully refundableReserve now, pay when you stay
$204 nightly
The price is $227 total per night from Dec 29 to Dec 30
$227 total
Dec 29 - Dec 30
Total with taxes and fees
8.6/10 Excellent! (1,114 reviews)
Great

Reviewed on Dec 21, 2025

Resorts World Catskills Casino
Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

3 out of 5
120 Rtes 6 & 209 Matamoras PA
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $99 total per night from Jan 4 to Jan 5
$99 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
breakfast was excellent, good variety, hot, very clean - great staff member she deserves a kudo!

Reviewed on Dec 23, 2025

Best Western Hunt's Landing Hotel Matamoras/Milford
See all 652 properties in Howells
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.

Find the Best Howells Vacation Packages

Howells Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Stewart Intl. Airport (SWF)
Top Sights
Paramount Theatre, Highland Lakes State Park and Orange County Fair Speedway

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Frequently asked questions

How much does a Howells vacation package cost?
Offering excellent value package deals from $307 on Expedia, you'll be surprised at how little a vacation to Howells costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Howells?
November, December and January are the best times to look for cheap Howells vacation packages. Choosing to travel in quieter months means you can usually find lower prices on flights and accommodations.
How many days is enough for Howells?
The ideal duration of your Howells vacation depends on what you'd like to do and see. Usually, a few days to a week will give you time to go to all the main attractions and explore some hidden gems along the way.
How to find the best Howells package deals?
Use Expedia's filters to help you find some fabulous Howells package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Howells package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Howells vacation as a package?
You can enjoy significant savings on your next Howells escape by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to browse the best airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Howells?
Secure fantastic discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Howells escape.
Does Expedia offer Book Now, Pay Later Howells vacation packages?
If you're anything like us, you love discovering new places but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the overall cost of your Howells trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.