Chelsea Holidays from NZ$3,757
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The Latest Chelsea Holiday Deals
Price found within the past 48 hours. Click for updated prices.
NobleDEN Hotel
Manhattan
NZ$4,595
per person
19 Oct - 26 Oct
found 1 day ago
Return direct flight included
Christchurch (CHC) to New York (JFK)
9.8/10 Exceptional! (1,662 reviews)
Loved this hotel! Would definitely come back. Staff was very welcoming and room was super cute. Good location close to little Italy and Chinatown. Loved the access to the rooftop.
Reviewed on 29 Aug 2026
Hotel Riu Plaza Manhattan Times Square
Manhattan
NZ$5,344
per person
5 Oct - 11 Oct
found 1 day ago
Return flight included
Auckland (AKL) to New York (JFK)
9.2/10 Wonderful! (3,936 reviews)
The hotel is very well situated, and we got great service (shoutout to Manuel at reception!). The public areas and the room were all very clean and well maintained. The room doors slam very loudly, and so when other guests leave or arrive early morning or late at night we hear doors slamming. It would be accommodating if complimentary water bottles were replenished daily and not just upon arrival. We would stay there again!
Reviewed on 30 Aug 2026
Chelsea Holiday
Our pick of the best Chelsea Hotel Deals
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
NZ$272
8 Sept - 9 Sept
includes taxes & fees
8.4/10 Very good! (1,007 reviews)
"The beds were comfy! The a/c was great! The view was overgrown and half dead trees. There is NO ELEVATOR! On Sunday, brunch at 1915 restaurant was a Princess Barbie brunch even though it was a big weekend for West Point. I prefer to stay anywhere but Overlook lodge. What a terrible stay! I should ..."
Reviewed on 31 Aug 2026
Holiday Inn Express Poughkeepsie by IHG
2750 South Road Poughkeepsie NY
Fully refundable
NZ$192
28 Sept - 29 Sept
includes taxes & fees
8.8/10 Excellent! (1,008 reviews)
"Friendly staff."
Reviewed on 31 Aug 2026
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
NZ$198
23 Sept - 24 Sept
includes taxes & fees
9/10 Wonderful! (1,052 reviews)
"The breakfast was really good! The staff were very kind and accommodating. The room was clean but not impeccable. It was, however, dark. No random flashing lights or blinking alarms. And that's pretty wonderful."
Reviewed on 30 Aug 2026
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.
Frequently asked questions
How much does a Chelsea holiday package cost?
You'll find cheap prices from NZ$3,757 on Expedia for your Chelsea escape. However, factors like the season, choice of hotel and length of stay will determine how much your holiday to Chelsea costs.
What are the cheapest months to go to Chelsea?
You can usually find lower rates and greater availability in January, February and March. Explore our cheap Chelsea holiday packages and you could get some great off-season discounts.
How many days is enough for Chelsea?
With a well-organised itinerary, you can easily hit the most popular Chelsea attractions in a handful of days. But if you'd like to discover hidden gems or go on day tours, think about booking your Chelsea holiday for longer.
How to find the best Chelsea package deals?
Use Expedia's handy filters to help you find some terrific Chelsea package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Chelsea package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your holiday package well in advance.
Is it cheaper to book a Chelsea holiday as a package?
You can enjoy significant savings on your next Chelsea break by booking a personalised holiday package. Check the "Package" heading, then enter your destination and travel dates to view the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Chelsea?
If you're considering an impromptu Chelsea getaway, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score amazing deals on your hotels and flights by booking well in advance.
How to plan a trip to Chelsea?
- Choose your travel dates: What you want to do in Chelsea and your preferred season will help you decide when to travel.
- Budget wisely: As well as the price of your accommodation, you should factor in other expenses. These include transportation, flights and food. Also, set aside some extra funds for unexpected expenses that may arise during your trip to Chelsea.
- Set the duration of your trip: Start by listing all the activities and attractions you'd like to experience in Chelsea. Then, estimate how long you'll need for each, including any travel time.
- Combine your airfare and accommodation: After you've settled on your trip dates and duration, lock in the perfect Chelsea holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
