Chester Vacation Packages

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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.

Top Chester Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
per person
Aug. 27 - Aug. 30
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (3,604 reviews)
Lovely clean modern hotel.

Reviewed on Jun. 24, 2024

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
Sep. 10 - Sep. 13
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
8.6/10 Excellent! (1,007 reviews)
Amazing property with the best amenities!

Reviewed on Jun. 22, 2024

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Save 100% on your flight
per person
Aug. 15 - Aug. 18
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (550 reviews)
Smart hotel superbly located

Reviewed on Jun. 12, 2024

Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Sep. 12 - Sep. 16
found 7 hours ago
Roundtrip flight included
Ottawa (YOW) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)
Very nice place! Enjoyed our stay

Reviewed on Jun. 23, 2024

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
per person
Aug. 25 - Aug. 31
found 22 hours ago
Roundtrip flight included
Ottawa (YOW) to New York (JFK)
9.8/10 Exceptional! (1,007 reviews)
The front desk was very nice and helpful. The hotel is simple but VERY clean I walked around in my room barefoot and no dirt etc. I love there was no carpet! There is no breakfast etc, but directly across the street is a fantastic Italian bakery with coffee etc.

Reviewed on Jun. 24, 2024

Chester Hotel Deals

Westminster Hotel
Westminster Hotel
4 out of 5
550 W Mount Pleasant Ave, Livingston, NJ
Fully refundableReserve now, pay when you stay
The price is CA $143 per night from Jul. 10 to Jul. 11
CA $143
CA $164 total
includes taxes & fees
Jul 10 - Jul 11
7.6/10 Good! (1,011 reviews)
"…"

Reviewed on Jun. 24, 2024

Westminster Hotel
Sheraton Parsippany Hotel
Sheraton Parsippany Hotel
4 out of 5
199 Smith Rd, Parsippany, NJ
Fully refundable
The price is CA $185 per night from Jul. 1 to Jul. 2
CA $185
CA $212 total
includes taxes & fees
Jul 1 - Jul 2
8/10 Very Good! (1,001 reviews)
"Very clean and spacious room , front desk was nice also"

Reviewed on Jun. 9, 2024

Sheraton Parsippany Hotel
Madison Hotel
Madison Hotel
4 out of 5
1 Convent Rd, Morristown, NJ
Fully refundableReserve now, pay when you stay
The price is CA $195 per night from Jul. 14 to Jul. 15
CA $195
CA $251 total
includes taxes & fees
Jul 14 - Jul 15
8.8/10 Excellent! (1,006 reviews)
"Always had wanted to stay there and it didn’t disappoint. Lovely."

Reviewed on Jun. 22, 2024

Madison Hotel
See all 457 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Chester vacation package cost?
We make it simple for everyone to travel, with Chester vacation packages starting from as low as CA $932. You’ll have the flexibility to combine your favorite hotels, airlines and car rental. For the ultimate escape, why not add a couple of tours and activities to your travel itinerary?
How do I get a cheap travel package to Chester?
Booking a Chester vacation package with Expedia is one of the easiest ways to save. We have more than 550 airlines and 1,000,000 hotel options throughout the world. With such a huge range to select from, you’ll have no issues pulling together your next dream vacation.
Where should I stay in Chester?
With lots to explore in Chester, it makes sense to secure a room in a hotel close to its attractions. Alstede Farms, Hacklebarney State Park and Hacklebarney Farm Cider Mill are some interesting ones to put on your to-do list.
How far in advance should I book my Chester vacation?
While not all airlines release ticket prices early, you can normally compare international flights on Expedia up to 12 months in advance. This is the time when you can score some fantastic deals. If you’re booking last minute, you could still be in luck. Low prices sometimes become available just weeks prior to departure.
What does an Expedia Chester travel package include?
Hotels, flights and rental cars, or any combination of them — it’s your pick! Whether you’re exploring Chester with the whole family or adventuring solo, there’s a bundle to fit your style and budget. Once you’ve made your booking, why not add on a few tours and experiences?
What should I know before booking a Chester travel package?
Find deals to match your budget with an Expedia package. Flights, hotels, rental cars — we’re a one-stop shop for all of them. You’ll save a packet just by combining your bookings. Whether you’re heading away on a snow and ski adventure or kicking back on a warm beach, your perfect vacation is just a few clicks away.
Can I choose my airline with a Chester Expedia vacation package?
With a vacation package, you’re the one in charge. Whether you’re hoping to fly to Chester in coach or first class, simply choose from the available airline options. Expedia has access to more than 550 airline partners worldwide.
If I'm not able to travel, can I cancel my Chester vacation package?
You sure can, and we’re here to help. You may be able to cancel or amend your Chester vacation package for free within 24 hours of booking. But you may incur a fee from your airline, hotel or car rental company if you booked more than 24 hours ago. If your circumstances unexpectedly change, look up our Customer Service Portal for further information.

Discover the most popular places to visit in Chester

Image for Alstede Farms

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
Image for The Streets of Chester Shopping Center

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
Image for Hacklebarney Farm Cider Mill

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

Other vacations you might like

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