Chester Vacations

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Find the Best Chester Vacation Packages

Chester Hotel Deals

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
Fully refundable
The price is AED 371 per night from Feb 11 to Feb 12
AED 371
AED 438 total
11 Feb - 12 Feb
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
Everything was perfect

Reviewed on 6 February 2026

Holiday Inn Express Hotel & Suites Chester by IHG
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

4 out of 5
425 E Route 59 Nanuet NY
Fully refundableReserve now, pay when you stay
The price is AED 373 per night from Feb 22 to Feb 23
AED 373
AED 435 total
22 Feb - 23 Feb
includes taxes & fees
8.8/10 Excellent! (1,058 reviews)
Thank you to the staff at DoubleTree in Nanuet, NY. Excellent service Clean rooms Respectful staff Great breakfast. Thank you again… 😊

Reviewed on 3 February 2026

DoubleTree by Hilton Hotel Nanuet
Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet

2.5 out of 5
20 Overlook Blvd Nanuet NY
Fully refundableReserve now, pay when you stay
The price is AED 328 per night from Feb 10 to Feb 11
AED 328
AED 382 total
10 Feb - 11 Feb
includes taxes & fees
8.2/10 Very Good! (1,075 reviews)
The rooms are pretty clean little bit outdated staff is amazing bad to not the greatest but it was doable I just like the hotel and the people not a bad area

Reviewed on 4 February 2026

Sonesta Simply Suites Nanuet
See all 1,026 properties in Chester
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.

Discover the most popular places to visit in Chester

The Rock Sports Complex

Explore the great outdoors at The Rock Sports Complex, a lovely green space in Chester. While you're in the area, find time to visit its shops.

The Rock Sports Complex

Goosepond Mountain State Park

You can take time to visit Goosepond Mountain State Park during your travels to Chester. Visit the shops in this family-friendly area, or simply enjoy its restaurants.

Goosepond Mountain State Park

Frequently asked questions

How do I find cheap flights to Chester that have flexible change policies?
Search for affordable fares to Chester, then select "No change fee" directly under the "Flexible change policies" subheading. It's as simple as that. We know that plans can change and flexibility is essential, so book with confidence with Expedia.
Which airlines fly to Chester?
Book your seat with any of these leading airlines and look forward to new adventures in Chester:

  • Delta Air Lines - 11,350 flights to or near Chester each month, including 6,249 flights to LaGuardia Airport (LGA) and 4,572 to John F. Kennedy Intl. Airport (JFK) per month.
  • United Airlines - 9,651 flights to or near Chester each month, including 8,705 flights to Liberty Intl. Airport (EWR) and 945 to LaGuardia Airport (LGA) per month.
  • American Airlines - 5,906 flights to or near Chester each month, including 3,280 flights to LaGuardia Airport (LGA) and 1,967 to John F. Kennedy Intl. Airport (JFK) per month.

How can I find cheap tickets to Chester?
You'll always get an awesome deal with Expedia, but our "flexible dates" feature makes it even easier. Enter your preferred flight date, then check the flexible dates box above to see prices for nearby days. was the lowest price for a flight to Chester in the last seven days.
How much is a flight to Chester?
There were plenty of inexpensive fares for the taking in the last seven days, with the cost of a round-trip flight to Chester ranging between and . Many lucky vacationers locked in one-way flights from () for just .
What are the most popular airports to fly into in Chester?
Your departure city, budget and the airline you're traveling with will determine which of these top Chester airports you'll fly into:

  • LaGuardia Airport (LGA) - 12,848 flights per month.
  • Liberty Intl. Airport (EWR) - 11,545 flights per month.
  • John F. Kennedy Intl. Airport (JFK) - 9,751 flights per month.

When is the cheapest time to fly to Chester?
Take off to Chester early on in the week and you'll usually be rewarded with more affordable fares. Tuesday is known for being the cheapest day to jump on a plane, closely followed by Monday. If you're eager to avoid the costliest flights, stay away from Saturdays.
How much is a plane ticket to Chester?
In the last seven days, plane tickets to Chester ranged from to .
What months are the cheapest to book a flight to Chester?
The most cost-effective month to bag an awesome deal to Chester is February, whereas the most expensive is December. Avoid this month if you'd like to save money.
How long is a flight to Chester?
It could take you an hour or two or more — it really depends on which part of the U.S. You're setting off from. The average flight times for these in-demand domestic routes to Chester will give you a better idea of what to expect:

  • Los Angeles, CA (LAX-Los Angeles Intl.) to John F. Kennedy Intl. Airport (JFK) - 5 hours and 6 minutes
  • San Francisco, CA (SFO-San Francisco Intl.) to John F. Kennedy Intl. Airport (JFK) - 5 hours and 27 minutes
  • Boston, MA (BOS-Logan Intl.) to John F. Kennedy Intl. Airport (JFK) - 1 hour and 23 minutes