Chester Vacation Packages 2025/2026 from $361

Chester flight + hotel vacation packages

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

Somerset Hills Hotel, Tapestry Collection by Hilton

Save 100% on your flight

$361

per person

Nov 15 - Nov 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (NYC)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A terrace, a garden, and a snack bar/deli are also on offer.

1 Hotel Brooklyn Bridge

$1,568

per person

Nov 17 - Nov 22

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

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.

The Inn At Fox Hollow Hotel

Save 100% on your flight

$497

per person

Dec 14 - Dec 18

found 2 days ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free train station pick-up. Enjoy the 24-hour gym and perks like free self parking and a free area shuttle.

1 Hotel Central Park

Manhattan

$1,933

per person

Nov 13 - Nov 18

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 coffee shop, limo/town car service, and a snack bar/deli are also on offer.

Pocono Mountain Villas by Exploria Resorts

Save 100% on your flight

$399

per person

Dec 7 - Dec 14

found 1 day ago

Roundtrip flight included

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

This smoke-free vacation home features a golf course, 2 outdoor pools, and a restaurant. Enjoy the indoor pool and perks like free self parking. You'll appreciate the gym, bar/lounge, and barbecue grills.

Top Chester hotels deals

Sheraton Parsippany Hotel

199 Smith Rd, Parsippany, NJ

Free Cancellation

Reserve now, pay when you stay

$152 nightly

$174 total

Oct 9 - Oct 10

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

Doubletree by Hilton Somerset Hotel and Conference Center

200 Atrium Dr, Somerset, NJ

Free Cancellation

Reserve now, pay when you stay

$111 nightly

$127 total

Oct 12 - Oct 13

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 Parsippany

909 Parsippany Blvd, Parsippany, NJ

Free Cancellation

Reserve now, pay when you stay

$84 nightly

$96 total

Nov 2 - Nov 3

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

Sonesta Simply Suites Somerset

41 Worlds Fair Dr, Somerset, NJ

Free Cancellation

Reserve now, pay when you stay

$79 nightly

$91 total

Oct 26 - Oct 27

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 laundry service. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.

Pet friendly

Parking included

Hilton Short Hills

41 Jfk Pkwy, Short Hills, NJ

Free Cancellation

Reserve now, pay when you stay

$178 nightly

$205 total

Oct 24 - Oct 25

Total with taxes and fees

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

Pool

Hot Tub

Holiday Inn & Suites Parsippany Fairfield by IHG

707 Route 46 East, Parsippany, NJ

Free Cancellation

$97 nightly

$111 total

Nov 2 - Nov 3

Total with taxes and fees

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

Pool

Parking 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

Acres and acres of farmland show that NJ is not always what people think. This long standing farm has tons of fun activities for kids - from pony rides to petting stations. Wine tasting for adults, pick your own fruit and vegetables over acres and acres, hayrides, homemade ice cream. All right in Chester NJ. August 2013.
#localgem
#green
#blue

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.

The Streets of Chester Shopping Center

You can search for that perfect souvenir at The Streets of Chester Shopping Center during your visit to Chester. While you're in the area, stroll along the lakeside.

Frequently asked questions

How much are vacation packages to Chester?

Travelocity offers hotel and flight packages from as low as $361. 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.