Chester Vacations from $272

Cooper Gristmill

This historic water-powered mill from 1826 showcases 19th-century grain grinding with working machinery. Watch costumed interpreters demonstrate the milling process, then explore scenic Black River trails.

See properties

Alstede Farms

Rating: 9.0/10 (2 reviews)

This working farm offers an immersive agricultural experience with seasonal pick-your-own produce and family activities. Arrive early for freshly made cider donuts and popular hayrides and corn mazes.

See properties

Hacklebarney Farm Cider Mill

This charming farm delights visitors with fresh-pressed apple cider and famous homemade donuts. Explore the seasonal corn maze, pick apples, or select the perfect pumpkin during fall's colorful splendor.

See properties

Chubb Park

This 85-acre community park features sports facilities, a scenic pond, and a paved walking path. Catch one of the annual events like the 4H Fair or Oktoberfest for an authentic local experience.

See properties

The Streets of Chester Shopping Center

Rating: 8.0/10 (1 review)

The Streets of Chester offers upscale boutiques and specialty shops in a charming open-air setting. Explore unique artisan stores and enjoy a leisurely meal at one of the center's inviting restaurants.

See properties

Find out more about Chester

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.

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.

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.

Frequently Asked Questions

What are the top things to do in Chester?

Chester, United States of America, is an outdoor and nature destination known for its family-friendly attractions. A Chester vacation offers a variety of activities:


Browse and book things to do in Chester on Expedia.

How can I save money on a Chester vacation package?

When you bundle, you can save up to 30%*. To save money on a Chester package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

Do you need to rent a car in Chester, or is public transport enough?

For a Chester vacation package, renting a car is highly recommended to fully explore this outdoor and nature destination. While Chester is known for family-friendly attractions, many points of interest are spread out, and a car offers the most flexibility to reach them. Public bus service in Chester was discontinued in June 2010, meaning there are no local bus routes available.


If you're flying into the area, you'll arrive at airports such as John F. Kennedy International Airport (JFK), Newark Liberty International Airport (EWR), LaGuardia Airport (LGA), Philadelphia International Airport (PHL), or Westchester County Airport (HPN), all of which require ground transportation to reach Chester. A rental car allows you to easily visit attractions like Alstede Farms or Hacklebarney State Park, making your Chester vacation packages with flights more convenient.

Can I change or cancel my Chester vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Chester vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Does Expedia offer Book Now, Pay Later Chester vacation packages?

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Chester vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to Chester?

To find last-minute vacation packages to Chester, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Chester vacation packages?

Free cancellation on a Chester vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a Chester vacation as a package or separately?

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Chester getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Chester vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.