Chester Vacations from $520

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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.
Hotel St. James
1 Hotel Brooklyn Bridge
The Langham, New York, Fifth Avenue
OYO Times Square
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Chester Hotel Deals

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
$110 nightly
The price is $126 total per night from Jan 26 to Jan 27
$126 total
Jan 26 - Jan 27
Total with taxes and fees
8.8/10 Excellent! (1,078 reviews)
Was happy with my stay.

Reviewed on Jan 19, 2026

Embassy Suites by Hilton Piscataway Somerset
Hilton Short Hills

Hilton Short Hills

4 out of 5
41 Jfk Pkwy Short Hills NJ
Fully refundableReserve now, pay when you stay
$173 nightly
The price is $199 total per night from Jan 30 to Jan 31
$199 total
Jan 30 - Jan 31
Total with taxes and fees
8.2/10 Very Good! (1,000 reviews)
Very clean and comfy bed

Reviewed on Jan 20, 2026

Hilton Short Hills
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
$88 nightly
The price is $101 total per night from Jan 31 to Feb 1
$101 total
Jan 31 - Feb 1
Total with taxes and fees
8/10 Very Good! (1,000 reviews)
The room was spotless and to my my standards. The front desk lady Angela was professional and so warm, friendly as well as relatable. She truly made me feel welcomed. I really appreciate her.

Reviewed on Jan 19, 2026

Sonesta Simply Suites Somerset
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

Things to do in and around Chester

Chester, New Jersey, is perfect for family-friendly vacations and outdoor adventures. Visitors can enjoy a variety of activities, including shopping at local centers and exploring entertainment facilities. Outdoor games and day trips offer excellent opportunities for adventure, while Chester's vibrant atmosphere makes it an ideal spot for a beach vacation. Experience the charm of this quaint town and create lasting memories with family and friends.

Shopping

For great shopping in Chester, explore The Streets of Chester Shopping Center right in town, offering a variety of shops with a family-friendly vibe. If you're up for a drive, check out Roxbury Mall, 6 miles away, or Rockaway Townsquare, located 11 miles from Chester, both featuring diverse shopping options.

Recreation

Experience the enchanting performances at Pax Amicus Castle Theatre, just 6 miles from Chester, where culture and romance blend beautifully. Enjoy sports activities and events at Mennen Sports Arena, located 12 miles away. For relaxation, visit Hedden Park, 9 miles away, offering a serene atmosphere perfect for unwinding.

Adventure

Stryker Airsoft offers an exhilarating arcade adventure experience, perfect for families seeking excitement just 8 miles from Chester. For water fun, Tomahawk Lake Water Park features thrilling slides and attractions, located 15 miles away. The Funplex, another arcade adventure zone, promises family-friendly entertainment and is 17 miles from Chester.

Nightlife

Chester, New Jersey, offers a charming nightlife with cozy bars and local eateries. Enjoy craft brews at the Chester Depot or savor cocktails at the Black River Barn. For a laid-back vibe, unwind at the historic Red Mill, where you can enjoy live music and great company.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Chester

Chester, New Jersey, is perfect for family-friendly and outdoor vacations, offering a blend of urban parks, state parks, and nature reserves. Visitors can enjoy a variety of attractions that cater to outdoor enthusiasts and those seeking cultural and family experiences. Whether you're hiking in a state park or exploring local urban spaces, Chester's charm and diverse activities make it an ideal destination for all types of travelers.

  • Alstede Farms: Experience the charm of rural life at Alstede Farms, where you can pick fresh fruits, enjoy seasonal festivals, and interact with farm animals. This family-friendly farm offers a variety of activities, making it an ideal spot for a fun-filled day.
  • Hacklebarney State Park: Just 3 miles from Chester, Hacklebarney State Park is perfect for outdoor enthusiasts. Hike through scenic trails, explore beautiful waterfalls, and enjoy a picnic surrounded by nature. This park offers adventure and tranquility in a picturesque setting.
  • Willowwood Arboretum: Located 4 miles from Chester, Willowwood Arboretum invites visitors to stroll through its diverse plant collections and beautifully landscaped gardens. Ideal for families, this serene space offers educational opportunities and a chance to connect with nature.

Best time to go to Chester

The best time to visit Chester can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Chester falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Chester falls in January, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January27.7°F (-2.4°C)Light RainMostly SunnySlightly LowSlightly Low
February29.7°F (-1.3°C)Light RainMostly SunnySlightly LowSlightly Low
March37.2°F (2.9°C)Light RainMostly SunnyAverageSlightly Low
April48.4°F (9.1°C)Light RainMostly SunnySlightly HighAverage
May58.6°F (14.8°C)Light RainMostly SunnyAverageSlightly High
June66.9°F (19.4°C)Light RainMostly SunnyAverageSlightly High
July73.2°F (22.9°C)Light RainMostly SunnySlightly HighSlightly High
August71.1°F (21.7°C)Light RainMostly SunnyAverageAverage
September64.4°F (18.0°C)Light RainMostly SunnySlightly HighAverage
October53.2°F (11.8°C)Light RainMostly SunnyAverageAverage
November41.4°F (5.2°C)Light RainMostly SunnyAverageAverage
December33.8°F (1.0°C)Light RainMostly SunnySlightly LowAverage

Tips to save on your trip to Chester

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Chester during the low season (January to March) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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 $520 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.