Chester Vacation Packages 2026 from $357

Chester flight + hotel vacation packages

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

Hotel St. James

Manhattan

Save 100% on your flight

$357

per person

Jan 7 - Jan 11

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

Free WiFi in public areas, a library, and luggage storage are available at this hotel. Multilingual staff at the 24-hour front desk can provide around-the-clock assistance.

JW Marriott Essex House New York

Manhattan

$1,070

per person

Jan 7 - Jan 11

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A library, a computer station, and dry cleaning are also on offer.

The Langham, New York, Fifth Avenue

Manhattan

$711

per person

Jan 8 - Jan 11

found 3 hours ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Families will appreciate the onsite laundry facilities and in-room childcare. WiFi in public areas is free.

Bay Ridge ApartHotel

$721

per person

Dec 28 - Jan 1

found 1 day ago

Roundtrip flight included

Dallas (DFW) to New York (JFK)

A gym is featured at this hotel, along with free WiFi in public areas and a garden.

Hotel Riu Plaza New York Times Square

Manhattan

$1,163

per person

Dec 11 - Dec 14

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

This hotel features a restaurant, a gym, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the free buffet breakfast each morning.

Top Chester hotels deals

Dolce by Wyndham Parsippany

199 Smith Rd Parsippany NJ

Free Cancellation

Reserve now, pay when you stay

$116 nightly

$133 total

Nov 22 - Nov 23

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 WiFi in public areas. Enjoy the indoor pool and perks like free self parking.

Pool

Hot Tub

Hotel Troy, Trademark Collection by Wyndham

8 WOOD HOLLOW RD Parsippany NJ

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$126 total

Nov 22 - Nov 23

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A library, dry cleaning, and luggage storage are also on offer.

Pet friendly

Parking included

Madison Hotel

1 Convent Rd Morristown NJ

Free Cancellation

Reserve now, pay when you stay

$183 nightly

$210 total

Nov 1 - Nov 2

Total with taxes and fees

This smoke-free hotel features 2 restaurants, a bar/lounge, 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 continental breakfast and free self parking.

Breakfast included

Pet friendly

Sonesta Select Whippany Hanover

157 Route 10 East Whippany NJ

$88 nightly

$101 total

Nov 15 - Nov 16

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

$78 nightly

$89 total

Nov 12 - Nov 13

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

Hilton Parsippany

1 Hilton Ct Parsippany NJ

Free Cancellation

Reserve now, pay when you stay

$127 nightly

$145 total

Nov 22 - Nov 23

Total with taxes and fees

This hotel features an outdoor pool, an indoor pool, 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 unwind at the bar/lounge and poolside bar.

Pool

Pet friendly

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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.

Stay near popular Chester attractions

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.

See properties

Frequently asked questions

How much are vacation packages to Chester?

Travelocity offers hotel and flight packages from as low as $357. 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.