Chester Vacation Packages 2026 from $380

Chester flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Delta Hotels by Marriott Woodbridge

$380

per person

Jun 5 - Jun 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)

This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and perks like free self parking and a free area shuttle.

2 bedroom luxury Empire State VIEW

Manhattan

$2,320

per person

Jul 9 - Jul 13

found 7 hours ago

Roundtrip flight included

Dallas (DFW) to Newark Liberty Intl. Airport (EWR)

Seven Beach Lane

Save 100% on your flight

$902

per person

May 18 - May 22

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

This hotel features a restaurant and 2 bars/lounges. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A garden, luggage storage, and concierge services are also on offer.

The Kartrite Resort & Indoor Waterpark

Save 100% on your flight

$810

per person

Jun 18 - Jun 24

found 17 hours ago

Roundtrip flight included

Chicago (ORD) to New York (JFK)

A water park, 5 restaurants, and an outdoor pool are all featured at this smoke-free hotel. There's fun for all ages with a lazy river and a bowling alley, and families will appreciate the onsite laundry facilities. Make the most of the indoor pool and 24-hour gym, and relax with drinks at one of the 2 bars/lounges.

1 Hotel Brooklyn Bridge

Save 100% on your flight

$2,524

per person

Jul 10 - Jul 14

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)

A full-service spa, a gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the seasonal outdoor pool and visit the 2 bars/lounges and poolside bar for drinks.

Top Chester hotels deals

Sonesta Select Whippany Hanover

157 Route 10 East Whippany NJ

Free Cancellation

Reserve now, pay when you stay

$92 nightly

$106 total

Apr 27 - Apr 28

Total with taxes and fees

This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a terrace, and a garden are also offered.

Pet friendly

Free WiFi

The Garden Executive Hotel

101 New World Way South Plainfield NJ

Free Cancellation

Reserve now, pay when you stay

$76 nightly

$88 total

Apr 22 - Apr 23

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. Express check-out, dry cleaning, and luggage storage are also on offer.

Parking included

Free WiFi

Sheraton Parsippany Hotel

199 Smith Rd Parsippany NJ

$147 nightly

$169 total

Apr 23 - Apr 24

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the indoor pool and perks like free self parking.

Pool

Hot Tub

Embassy Suites by Hilton Parsippany

909 Parsippany Blvd Parsippany NJ

Free Cancellation

Reserve now, pay when you stay

$97 nightly

$111 total

Apr 26 - Apr 27

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and WiFi in public areas. Enjoy the 24-hour gym and free buffet breakfast each morning.

Pool

Breakfast included

Doubletree by Hilton Somerset Hotel and Conference Center

200 Atrium Dr Somerset NJ

Free Cancellation

Reserve now, pay when you stay

$114 nightly

$130 total

Apr 22 - Apr 23

Total with taxes and fees

This hotel features an indoor pool, an outdoor tennis court, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.

Pool

Parking included

Embassy Suites by Hilton Piscataway Somerset

121 Centennial Ave Piscataway NJ

Free Cancellation

Reserve now, pay when you stay

$114 nightly

$131 total

May 17 - May 18

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like full 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

Cooper Gristmill

Find out about the history of Chester when you spend time at Cooper Gristmill. While you're in the area, stroll along the lakeside.

Alstede Farms

You can learn about the history of Chester with a stop at Alstede Farms. While you're in the area, stroll along the lakeside.

Hacklebarney Farm Cider Mill

You can browse for the perfect souvenirs at Hacklebarney Farm Cider Mill during your stay in Chester. Stroll along the lakeside or experience the area's festivals.

Frequently asked questions

How much are vacation packages to Chester?

Travelocity offers hotel and flight packages from as low as $380. With these kinds of deals, you'll be saying hello to Chester before long.

How long should my Chester vacation be?

The majority of people lock in a hotel for 3 nights in Chester. But that doesn't necessarily mean you have to follow in their footsteps. How long you stay really boils down to what sorts of things you want to do during your vacation. If you want to see every corner of this remarkable place, consider staying another night or two (or even an extra week!).

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

Snapping up an unbeatable package deal to Chester couldn't be easier with Travelocity. With as many as 400 partner airlines and 1,000,000 properties all over the world, you'll have loads of choice when it comes to picking your flights and hotels.

Why should I book my Chester vacation bundle with Travelocity?

Savings, support and a stress-free booking are just the tip of the iceberg. Enjoy a fulfilling travel experience knowing you can rely on our expert team of customer support professionals 24/7. With the Travelocity Price Match Guarantee, you know you're getting the best deal available.

Will I save money on my Chester car rental if I bundle it with my hotel or flight?

Bundling your hotel, car and flight into a Chester vacation package is a surefire way to land the best prices. Plus, having your own rental car gives you freedom to get to all those landmarks you're eager to check out. Sitting 35 mi away from Chester, Times Square is one place that should be on your itinerary. Load up the car and make a day trip of it.

Which airport is best for Chester?

For many visitors, a stay in Chester means hopping off the plane at John F. Kennedy Intl. Airport (JFK). This bustling airport is 50 mi east of the downtown area. You could also choose to fly into Liberty Intl. Airport (EWR) (30 mi away from central Chester) or LaGuardia Airport (LGA) (45 mi away from central Chester).

What is there to do in Chester?

While getting off the beaten track is no doubt rewarding, you really shouldn't miss the popular attractions that make a destination famous. Alstede Farms and Hacklebarney Farm Cider Mill are a couple of them in Chester.