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Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.
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Chester vacation package deals

Chester flight + hotel packages - 2-star hotels

Chester flight + hotel packages - 3 night stay

Chester flight + hotel packages - 4 night stay

Chester Vacations

Chester Vacations

How much are vacation packages to Chester?

With vacation packages on offer from as little as $198, you won't need to wipe out your bank balance for your getaway to Chester. Travelocity can help. Bundle your flights, hotels and experiences into a package and land some excellent discounts. The more you book, the bigger the savings.

Where can I get the best vacation package deals for Chester?

Travelocity has endless ways to score a terrific Chester package deal. Choose from as many as 400 partner airlines and 665,000 properties all over the globe and craft a vacation package that's perfect for you. With this amount of choice, it's time to start booking your next exciting getaway.

Why should I purchase my Chester vacation bundle with Travelocity?

Nothing tops the peace of mind knowing you've just bagged the best price in town — that's our Price Match Guarantee. Add to that our inspiring range of magical destinations and 24/7 team of customer service professionals and you've got the blueprint for an unforgettable vacation.

Can I save on my Chester car rental if I book it with a hotel or flight?

Booking a Chester vacation package with Travelocity is a surefire way to save cold, hard cash. Choose a flight, car and hotel, or any combination of them, and enjoy great discounts. You can also throw in activities and experiences. After you've collected the keys to the rental car, head out of the neighborhood and find out what this place has to offer. Around 43 mi from Chester, Times Square justifies a road trip.

What is the best time of year to go to Chester?

You'll nab the lowest hotel prices around and pay more during . It's generally less busy in , while you'll find more fellow visitors to meet in . It all comes down to what prices you're willing to pay, the climate and how well you handle crowds.

What is there to do in Chester?

Take out your travel schedule and pencil in The Rock Sports Complex and Castle Fun Center. They're just two of the top sights in Chester.

Where should I stay when visiting Chester?

You're bound to have a comfortable night's rest at the Holiday Inn Express Hotel & Suites Chester. Look now to see what's available for your dates.



Top Chester Hotels Deals

$150
The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast

3.5 out of 5.0 50 Old Dominion Road, PO Box 163, Chester, NY
5/5
(1 Reviews)
An outdoor pool, free self parking, and wedding services are featured at this bed & breakfast. WiFi in public areas is free. A terrace, a library, and a computer station are also on offer.
$89
Holiday Inn Express Hotel & Suites Chester

Holiday Inn Express Hotel & Suites Chester

2.5 out of 5.0 2 Bryle Place, Chester, NY
3.6/5
(11 Reviews)
This hotel features an indoor pool and a 24-hour fitness center. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking and express check-out are also offered on site.
Get Rates
Cozy Home Retreat

Cozy Home Retreat

Chester, NY
A garden is available at this vacation home.

Top Flight Deals to Chester

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

^Savings based on all package bookings made with Flight + Hotel on Travelocity.com from January 1, 2019 to December 31, 2019, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.