Chester Holidays
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Top Chester flight & hotel packages
- 33 Hotel, New York City, Seaport
24 Dec - 27 Dec33 Hotel, New York City, Seaport + Flight
Manhattan2 nights5.0 star property9.0/10 - Wonderful (1,001 reviews)Return • San Francisco (SFO) - New York (JFK)SFO - JFK • Direct LGA - SFO • 1 stopS$1,980S$1,495found 2 days agoper traveller - Hotel Riu Plaza Manhattan Times Square
24 Dec - 27 DecHotel Riu Plaza Manhattan Times Square + Flight
Manhattan2 nights4.0 star property9.2/10 - Wonderful (4,164 reviews)"The bar cafe in the lobby was amazing! Quick check in, clean property and very spacious rooms for this price point in NYC"Reviewed November 13, 2026Return • San Francisco (SFO) - New York (JFK)SFO - JFK • Direct LGA - SFO • 1 stop - Eurostars Wall Street
24 Dec - 27 DecEurostars Wall Street + Flight
Manhattan2 nights4.0 star property8.0/10 - Very good (1,000 reviews)"Completely caught off guard by this property: The Expedia photos looked great, the lobby was fine but the actual room was shabby and sub-par. The room and bathroom had the bare minimum amenities, smelled of stale cigarette smoke and was generally below expectations. Probably ok for a budget vacationer but I’m making a note to avoid this for a work stay."Reviewed November 11, 2026Return • San Francisco (SFO) - New York (JFK)SFO - JFK • Direct LGA - SFO • 1 stopS$1,994S$1,496found 2 days agoper traveller - Candlewood Suites New York City-Times Square by IHG
24 Dec - 27 DecCandlewood Suites New York City-Times Square by IHG + Flight
Manhattan2 nights2.5 star property8.6/10 - Excellent (2,327 reviews)Return • San Francisco (SFO) - New York (JFK)SFO - JFK • Direct LGA - SFO • 1 stopS$2,164S$1,701found 2 days agoper traveller - Residence Inn by Marriott New York Manhattan/Central Park
24 Dec - 27 DecResidence Inn by Marriott New York Manhattan/Central Park + Flight
Manhattan2 nights3.5 star property9.0/10 - Wonderful (1,004 reviews)"The person checking me in was not friendly at all. Then we got to our room and there was a sink leak with water all over the counters in bathroom. Maintenance was quick, but used our towels to clean up and then didn’t replace."Reviewed November 14, 2026Return • San Francisco (SFO) - New York (JFK)SFO - JFK • Direct LGA - SFO • 1 stopS$1,965S$1,607found 2 days agoper traveller
Discover the most popular places to visit in Chester
Chester Hotel Deals
"This was a beautiful gem to have found. It is a very historic hotel with a great restaurant downstairs in a charming town."
"nice and clean"
Holiday Inn Budd Lake - Rockaway Area by IHG
Holiday Inn Budd Lake - Rockaway Area by IHG"I’m"
Holiday Inn Express Hotel & Stes Mt. Arlington Rockaway Area by IHG
Holiday Inn Express Hotel & Stes Mt. Arlington Rockaway Area by IHG"The desk clerk was very considerate and gave me a room handicap accessible. The equipment in the bathroom, tub, toilet,sink very clean. Checked the bed and bedding very comfortable, I slept like a baby. The breakfast was ok here, But will recommend to friends and the handicap community as well."
Extended Stay America Suites Mt Olive Budd Lake
Extended Stay America Suites Mt Olive Budd Lake
"Clean room, excellent ubication."
Frequently Asked Questions
How much does a Chester holiday package cost?
Offering excellent value package deals from S$1,495 on Expedia, you'll be thrilled with how little a holiday to Chester costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Chester?
January, February and November are the best times to look for cheap Chester holiday packages. Opting to travel in less busy months means you can typically find reduced prices on flights and hotels.
How many days is enough for Chester?
With a well-planned schedule, you can easily hit the top Chester attractions in a handful of days. But if you want to venture off the beaten track or go on day tours, consider booking your Chester holiday for longer.
Is it worth booking a holiday package to Chester?
Popular for its hiking, markets and family-friendly attractions, a Chester holiday is a hit with all kinds of travellers. Be sure to check out leading sights like Alstede Farms and Hacklebarney Farm Cider Mill, and consider renting a set of wheels for day trips to discover even more.
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," "Traveller 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 holiday as a package?
You can enjoy significant savings on your Chester escape by booking a customised holiday package. Click on the "Package" heading, then select your destination and travel dates to view some great flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday 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.
How to plan a trip to Chester?
- Choose the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit Chester.
- Budget wisely: In addition to the price of your accommodation, you'll need to factor in other expenses. These include flights, transportation and food. Also, set aside a little extra for unexpected expenses that may come up during your trip to Chester.
- Decide your trip length: Consider how long you want to spend exploring Chester. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
- Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a personalised Chester holiday package.