Sterling Holidays

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    Save up to S$134 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

Top hotels in Sterling

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
5 out of 5
End of Belair Road, Long Bay, St. Philip
Fully refundableReserve now, pay when you stay
The price is S$690 per night from 25 Jun to 26 Jun
S$690
25 Jun - 26 Jun
includes taxes & fees
7.6/10 Good! (404 reviews)
"A calm stay"

Reviewed on 12 Jun, 2025

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
Hilton Grand Vacations Club The Crane Barbados
Hilton Grand Vacations Club The Crane Barbados
4.5 out of 5
The Crane Resort, Diamond Valley
The price is S$284 per night from 5 Jul to 6 Jul
S$284
5 Jul - 6 Jul
includes taxes & fees
8.2/10 Very Good! (295 reviews)
"This place is a magical retreat perfect for couples of any age or families. The grounds are gorgeous, the views are breathtaking and the staff and so accommodating"

Reviewed on 18 Jun, 2025

Hilton Grand Vacations Club The Crane Barbados
The Crane Resort
The Crane Resort
4.5 out of 5
Crane, Diamond Valley, St. Philip
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (1,003 reviews)
"Absolutely stunning property! My kids and enjoyed everything about it."

Reviewed on 17 Jun, 2025

Get rates
The Crane Resort
See all 3,402 properties in Sterling
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 Sterling holiday package cost?
You can grab a holiday package to this destination on Expedia. However, how much your holiday to Sterling costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Sterling?
September, October and November are the best times to search for cheap Sterling holiday packages. Opting to travel in less busy months means you'll typically find better prices on hotels and flights.
How many days is enough for Sterling?
With a well-planned itinerary, you can easily tick off the top Sterling sights in a few days. But if you prefer to discover hidden gems or take day trips, think about booking your Sterling holiday for longer.
How to find the best Sterling package deals?
Use Expedia's filters to find some of the best Sterling package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Sterling package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your holiday package as soon as possible.
Is it cheaper to book a Sterling holiday as a package?
An Expedia holiday package could land you significant savings when compared to arranging hotels and flights separately. Better still, you can tailor your Sterling getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Sterling?
Land amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Sterling getaway.
How to plan a trip to Sterling?

  1. Choose your dates: The things you'd like to do in Sterling and your preferred season will help you decide when to travel.
  2. Plan your budget wisely: As well as the cost of your stay, you'll need to factor in other expenses too. These include food, flights and transportation. Also, put aside a little extra for unexpected expenses that may arise during your trip to Sterling.
  3. Decide how long to go away for: Now that you're up to speed on Sterling, you can figure out the perfect length of your break. Create a rough itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a customised Sterling holiday package.

* 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.