Chappaqua Holidays

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  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Plan, book, and manage your trip all in one place

Chappaqua Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was S$8,725, price is now S$5,480 per person
S$5,480
per person
15 Dec - 22 Dec
found 7 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9/10 Wonderful! (1,004 reviews)

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was S$9,735, price is now S$6,186 per person
S$6,186
per person
15 Dec - 22 Dec
found 7 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9/10 Wonderful! (1,002 reviews)

The Langham, New York, Fifth Avenue

The Langham, New York, Fifth Avenue

5 out of 5
Manhattan
Save 100% on your flight
Price was S$14,177, price is now S$9,397 per person
S$9,397
per person
15 Dec - 22 Dec
found 7 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9.6/10 Exceptional! (1,006 reviews)

Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
Manhattan
Price was S$7,918, price is now S$5,630 per person
S$5,630
per person
15 Dec - 22 Dec
found 7 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)

Pendry Manhattan West

Pendry Manhattan West

5 out of 5
Manhattan
Save 100% on your flight
Price was S$9,928, price is now S$7,149 per person
S$7,149
per person
15 Dec - 22 Dec
found 7 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9.8/10 Exceptional! (566 reviews)

Top hotels in Chappaqua

LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built

3 out of 5
3530 Webster Ave Bronx NY
Fully refundableReserve now, pay when you stay
The price is S$172 per night from 15 Nov to 16 Nov
S$172
15 Nov - 16 Nov
includes taxes & fees
LIV Hotel Bronx - Newly Built
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
The price is S$324 per night from 11 Nov to 12 Nov
S$324
11 Nov - 12 Nov
includes taxes & fees
8.2/10 Very good! (1,423 reviews)
"It wasn’t worth 400$ a night plus 130$ dog fee. More like a 220$ a night room with a 50$ dog fee. The venue was nice but the room was just a holiday inn room. Older carpet , metal spring bed , no microwave , tiny fridge. The front desk was helpful but the staff working barely spoke English and weren’t ..."

Reviewed on 6 Nov, 2026

Tarrytown House Estate
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
165 Tuckahoe Rd Yonkers NY
Fully refundableReserve now, pay when you stay
The price is S$184 per night from 9 Nov to 10 Nov
S$184
9 Nov - 10 Nov
includes taxes & fees
8.6/10 Excellent! (2,897 reviews)
"1 star truly doesn't do it justice. This was by far the worst hotel experience I've ever had and that's saying something! There is so much I don't know where to start...1st the front desk staff (excluding the one female with braids who works wknds) either doesn't know they work in hospitality or ..."

Reviewed on 7 Nov, 2026

Royal Regency Hotel
See all 1,195 properties in Chappaqua
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.

Stay near popular Chappaqua attractions

Chappaqua Performing Arts Center

Enjoy an outing to Chappaqua Performing Arts Center during your stay in Chappaqua. You can enjoy the restaurants while in the area.
See properties

Frequently asked questions

How much does a Chappaqua holiday package cost?
You'll find cheap prices from S$5,480 on Expedia for your Chappaqua getaway. However, factors like the hotel choice, length of stay and season will determine how much your holiday to Chappaqua costs.
What are the cheapest months to go to Chappaqua?
January, February and November are the best times to search for cheap Chappaqua holiday packages. Travelling in less busy periods means you can usually find reduced prices on accommodation and flights.
How many days is enough for Chappaqua?
Typically, a handful of days is enough to visit the top sights during your Chappaqua holiday. But if you want to have some time to kick back or go on day trips, think about extending your itinerary.
How to find the best Chappaqua package deals?
Bagging a cheap Chappaqua package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget, apply some filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Chappaqua package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Chappaqua holiday as a package?
An Expedia holiday package could land you significant savings when compared to arranging hotels and flights individually. Better still, you can customise your Chappaqua escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a holiday package to Chappaqua?
Secure amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Chappaqua escape.
How to plan a trip to Chappaqua?

  1. Pick your dates: What you want to do in Chappaqua and your preferred season will help you decide when to go.
  2. Figure out your budget: Ensure you have enough money to cover everything from food and transportation to flights and experiences. Your accommodation will likely be the largest expense during your trip to Chappaqua.
  3. Set the duration of your trip: Start by listing all the activities and sights you want to experience in Chappaqua. Then, estimate how long you'll need for each, including any travel time.
  4. Combine your airfare and accommodation: After you've nailed down your trip dates and duration, lock in the right Chappaqua 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.