Chester Vacations from $401

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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.
Radio Hotel

Radio Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was $733, price is now $401 per person
$401
per person
Feb 13 - Feb 16
just found
Roundtrip flight included
Dallas (DFW) to New York (NYC)
8.6/10 Excellent! (2,613 reviews)
The location was ideal for our stay. The restaurant food was amazing.

Reviewed on Nov 22, 2025

Aura Hotel Times Square

Aura Hotel Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,015, price is now $576 per person
$576
per person
Feb 5 - Feb 9
found 7 hours ago
Roundtrip flight included
Los Angeles (LAX) to New York (NYC)
8.6/10 Excellent! (2,533 reviews)
Carlos was amazing and knowledgeable. Check in was quick and easy. Check out was even easier. We were 3 families of 10 people traveling together.

Reviewed on Nov 28, 2025

Margaritaville Resort Times Square

Margaritaville Resort Times Square

4 out of 5
Manhattan
Price was $1,023, price is now $585 per person
$585
per person
Feb 19 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to New York (NYC)
9.2/10 Wonderful! (3,941 reviews)
- LOCATION - This hotel is perfect for your stay in Times Square. We enjoyed our stay and from now on this will be our base when we visit. Highly recommend it!

Reviewed on Nov 28, 2025

Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was $1,261, price is now $728 per person
$728
per person
Feb 15 - Feb 18
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (NYC)
9/10 Wonderful! (1,002 reviews)
helpful staff, nice rooms, location

Reviewed on Nov 24, 2025

Eurostars Wall Street

Eurostars Wall Street

4 out of 5
Manhattan
Save 100% on your flight
Price was $819, price is now $483 per person
$483
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New York (NYC)
7.8/10 Good! (1,000 reviews)
When choosing a hotel, some people want The most modern buildouts, amenities they aren't going to use, and status that doesn't matter in the end, and thats not to say Eurostars wallstreet lacks any of that. I choose Comfort and a place where the staff remembers you and strives for service of the highest order. Everytime I book a stay, Facondo and melisa, and their team are their to take care of me and it shows. The rooms are some of the biggest hotel rooms in Manhattan, and at night the area is quiet..for NYC. Spectacular location. Spectacular service. I book here every time Im in NYC, which has been going on 5 years straight. I finally decided not to be dumb and become a member this year in march, and I have stayed at this hotel so many times I am about to be a gold member. If you want feel like a new Yorker and not a traveler, this is your hotel.

Reviewed on Nov 15, 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

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

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

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

Chester Hotel Deals

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
$95 nightly
The price is $109 total per night from Dec 7 to Dec 8
$109 total
Dec 7 - Dec 8
Total with taxes and fees
7.4/10 Good! (1,091 reviews)
The rooms are nice and spacious, the hotel has wonderful amenities. The pool, snack store, and the arcade are all amazing.

Reviewed on Nov 28, 2025

Embassy Suites by Hilton Parsippany
Embassy Suites by Hilton Piscataway Somerset

Embassy Suites by Hilton Piscataway Somerset

3.5 out of 5
121 Centennial Ave Piscataway NJ
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $118 total per night from Dec 7 to Dec 8
$118 total
Dec 7 - Dec 8
Total with taxes and fees
8.6/10 Excellent! (1,009 reviews)
Room was awesome. Jovani at front desk was bery nice!

Reviewed on Nov 24, 2025

Embassy Suites by Hilton Piscataway Somerset
Holiday Inn & Suites Parsippany Fairfield by IHG

Holiday Inn & Suites Parsippany Fairfield by IHG

3 out of 5
707 Route 46 East Parsippany NJ
Fully refundable
$71 nightly
The price is $82 total per night from Dec 7 to Dec 8
$82 total
Dec 7 - Dec 8
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
Staff are super nice. Room clean d ad nd comfortable. Breakfast was awesome !

Reviewed on Nov 19, 2025

Holiday Inn & Suites Parsippany Fairfield by IHG
See all 499 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 $401 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.