Chester Vacations from $301

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Your Chester Vacation

When a getaway to the city is calling, answer it with a Chester vacation package. With all your travel needs taken care of before you leave, all you need to do here is focus on making unforgettable memories. Fill your schedule with tours of Hacklebarney State Park, Alstede Farms and Schooleys Mountain County Park, some of the top attractions you just have to see during your trip to Chester. A few clicks is all it takes to build your perfect Chester vacation on Expedia.

The Latest Chester vacation packages

Price found within the past 48 hours. Click for updated prices.
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was $580, price is now $301 per person
$301
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)
Stayed in for one night and the room was beautiful. The bed was beyond comfortable and clean. From the check in to check out, staff was very helpful. 100% will recommend.

Reviewed on Oct 25, 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was $1,052, price is now $447 per person
$447
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (2,030 reviews)
The staff were super welcoming, it was a large hotel room on the top floor. Would definitely stay here again!

Reviewed on Oct 30, 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was $1,223, price is now $646 per person
$646
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (3,359 reviews)
Great room, courteous / helpful staff

Reviewed on Oct 31, 2025

The Mansion at Glen Cove

The Mansion at Glen Cove

4 out of 5
Save 100% on your flight
Price was $595, price is now $323 per person
$323
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
7/10 Good! (1,001 reviews)
What I did not like, bathroom setup. One hook by the shower, no hooks by the sink for hand towels. No shelf in the shower for any bath products, everything has to be put on the floor of the shower. Shower fixtures not easy to switch, overall experience very dissatisfing.

Reviewed on Oct 26, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $1,510, price is now $826 per person
$826
per person
Jan 10 - Jan 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
8.8/10 Excellent! (1,012 reviews)
Nice hotel , needs a bit of tender love and care !

Reviewed on Oct 14, 2025

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Discover the most popular places to visit in Chester

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

4.5/5(2 reviews)

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

Alstede Farms

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.

Hacklebarney Farm Cider Mill

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.

The Streets of Chester Shopping Center

Chester Hotel Deals

Sheraton Parsippany Hotel

Sheraton Parsippany Hotel

4 out of 5
199 Smith Rd, Parsippany, NJ
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $160 total per night from Nov 1 to Nov 2
$160 total
Nov 1 - Nov 2
Total with taxes and fees
8/10 Very Good! (1,000 reviews)
I ABSOLUTELY LOVEEE EVERYTHING ABOUT.MY STAY HERE. THE STAFF WAS AMAZING,.THE FOOD IS EXCELLENT. WE WERE THERE BECAUSE MY FAMILY MEMBER BOOK A GLOW IN THE DARK POOL PARTY FOR HER DAUGHTER THE NIGHT OFF, EVEN THAT WAS A BLAST. I WOULD DEFINITELY COME BACK TO STAY HERE AND WILL BE COMING BACK AS SOON ...

Reviewed on Oct 19, 2025

Sheraton Parsippany Hotel
Embassy Suites by Hilton Parsippany

Embassy Suites by Hilton Parsippany

3.5 out of 5
909 Parsippany Blvd, Parsippany, NJ
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $96 total per night from Nov 9 to Nov 10
$96 total
Nov 9 - Nov 10
Total with taxes and fees
7.4/10 Good! (1,040 reviews)
I wish they would open hot tub back up the poool seems on cold side

Reviewed on Oct 27, 2025

Embassy Suites by Hilton Parsippany
Sonesta Simply Suites Somerset

Sonesta Simply Suites Somerset

3 out of 5
41 Worlds Fair Dr, Somerset, NJ
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $89 total per night from Nov 11 to Nov 12
$89 total
Nov 11 - Nov 12
Total with taxes and fees
8/10 Very Good! (1,022 reviews)
Parking late at night was impossible, there are containers taking up space, we ended up having to park on the grass. The room smelled like someone just cooked in it. It is dated, but the friendliness of the front desk made it worth it!

Reviewed on Oct 27, 2025

Sonesta Simply Suites Somerset
See all 496 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.

Find the Best Chester Vacation Packages

Chester Essential Information

Language
English
Currency
U.S dollars
Population
1,700
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Hopatcong State Park, Hacklebarney State Park and Wild West City

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Frequently asked questions

How much does a Chester vacation package cost?
Offering excellent value package deals from $301 on Expedia, you'll be thrilled with how little a vacation to Chester costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Chester?
December, January and February are great times to search for cheap Chester vacation packages. Opting to travel in quieter months means you can typically find reduced prices on hotels and flights.
How many days is enough for Chester?
With a well-planned schedule, you can easily hit the main Chester attractions in a few days. But if you'd like to discover lesser-known spots or go on day tours, think about booking your Chester vacation for longer.
Is it worth booking a vacation package to Chester?
Whether you want to visit major sights like Alstede Farms and Cooper Gristmill on your Chester vacation, or coming for its excellent hiking, markets and family-friendly attractions, there's something for everyone here. With so many things to do, you'll soon discover why so many visitors think Chester is a good vacation destination.
How to find the best Chester package deals?
Landing a cheap Chester package deal is a breeze with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget, apply a couple of filters and see what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most economical Chester package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Chester vacation as a package?
You can enjoy significant savings on your Chester escape by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to view some great flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Chester?
Land amazing discounts by booking your flights early with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Chester escape.
Does Expedia offer Book Now, Pay Later Chester vacation packages?
If you're anything like us, you love discovering new places but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Chester break across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.