Darien Holidays

  • Plan, book, travel with confidence

  • Better together

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

  • Find the right fit

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

  • Rest easy

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

Darien Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
Northwest Yonkers
Price was S$1,758, price is now S$1,690 per person
S$1,690
per person
28 Aug - 30 Aug
just found
Return direct flight included
Singapore (SIN) to White Plains (HPN)
8.6/10 Excellent! (2,704 reviews)
We didn’t get to eat breakfast

Reviewed on 14 Jul, 2026

Hotel NoMa, Trademark Collection by Wyndham

Hotel NoMa, Trademark Collection by Wyndham

3 out of 5
Downtown Rochelle
Price was S$2,016, price is now S$1,892 per person
S$1,892
per person
28 Aug - 30 Aug
just found
Return direct flight included
Singapore (SIN) to White Plains (HPN)
8.2/10 Very good! (1,030 reviews)
Clean room. Nice location.

Reviewed on 10 Jul, 2026

Westchester Marriott

Westchester Marriott

4.5 out of 5
Price was S$1,859, price is now S$1,755 per person
S$1,755
per person
28 Aug - 30 Aug
just found
Return direct flight included
Singapore (SIN) to White Plains (HPN)
8.8/10 Excellent! (567 reviews)
Great hotel

Reviewed on 13 Jul, 2026

Hampton Inn & Suites Yonkers - Westchester

Hampton Inn & Suites Yonkers - Westchester

2.5 out of 5
Northeast Yonkers
Price was S$1,805, price is now S$1,735 per person
S$1,735
per person
28 Aug - 30 Aug
just found
Return direct flight included
Singapore (SIN) to White Plains (HPN)
9/10 Wonderful! (1,083 reviews)
Room was definitely dated. The bathroom was OK. Pool closes at seven, which seemed fairly early parking was easy.

Reviewed on 13 Jul, 2026

Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
Price was S$1,903, price is now S$1,842 per person
S$1,842
per person
28 Aug - 30 Aug
just found
Return direct flight included
Singapore (SIN) to White Plains (HPN)
8.8/10 Excellent! (1,324 reviews)
Overall great stay. Food, bar, staff, room all nice

Reviewed on 13 Jul, 2026

Top hotels in Darien

Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
The price is S$317 per night from 16 Jul to 17 Jul
S$317
16 Jul - 17 Jul
includes taxes & fees
8.8/10 Excellent! (1,333 reviews)
"Overall great stay. Food, bar, staff, room all nice"

Reviewed on 13 Jul, 2026

Sonesta White Plains Downtown
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
The price is S$310 per night from 13 Aug to 14 Aug
S$310
13 Aug - 14 Aug
includes taxes & fees
8.6/10 Excellent! (1,085 reviews)
"good food good service enjoyed our stay"

Reviewed on 13 Jul, 2026

Hyatt Regency Greenwich
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$247 per night from 23 Jul to 24 Jul
S$247
23 Jul - 24 Jul
includes taxes & fees
8.2/10 Very good! (1,172 reviews)
"Room was very clean. Refrigerator was noisy. Price was great."

Reviewed on 13 Jul, 2026

Tarrytown House Estate
See all 1,172 properties in Darien
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 Darien attractions

Woodland Park

This 64.7-acre sanctuary offers serene trails winding through diverse ecosystems and past two tranquil ponds. Bring binoculars to spot turtles, frogs, and waterfowl while exploring historic stone walls and footbridges.
See properties

Frequently asked questions

How much does a Darien holiday package cost?
Offering excellent value package deals from S$1,690 on Expedia, you'll be surprised at how little a holiday to Darien costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Darien?
The off-season is the best time to head to Darien if you're trying to keep costs down. Another tip for scoring cheap Darien holiday packages? Try to avoid visiting during public holidays and any major events.
How many days is enough for Darien?
The ideal duration for your Darien holiday depends on what you'd like to see. Generally, a handful of days to a week will give you plenty of time to hit all the top attractions and explore some hidden treasures along the way.
Is it worth booking a holiday package to Darien?
Popular for its views, coastal beaches and golfing, a Darien holiday offers something for everyone. Be sure to check out major sights like Sleepy Hollow Park and Sapelo Island Visitors Centre, and consider renting a set of wheels for day trips to experience even more.
How to find the best Darien package deals?
Landing a cheap Darien package deal is a breeze with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, apply a couple of filters and browse what's available. You can personalise your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Darien package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Darien holiday as a package?
You can enjoy significant savings on your next Darien getaway by booking a customised holiday package. Check the "Package" heading, then select your travel dates and destination to browse some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Darien?
Land incredible discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Darien getaway.
How to plan a trip to Darien?

  1. Pick your dates: The things you'd like to do in Darien and your favourite season can help you decide when to go.
  2. Set a budget: Factor in costs like food, flights and transportation when working out how much to set aside for your trip to Darien. Then, pick a property that suits your budget, whether that's a low-cost option or a swankier retreat.
  3. Decide how long to go away for: Now that you're up to speed on Darien, you can figure out the ideal length of your holiday. Pull together a rough plan and give yourself enough time to cover everything you want to do.
  4. Combine your airfare and accommodation: Once you've settled on your dates and duration, lock in the right Darien holiday package for you.

Explore a world of travel with Expedia

* 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.