Sterling Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Sterling Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Club, Barbados Resort & Spa Adults Only - All Inclusive
CA $2,828
per person
Nov 15 - Nov 22
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Bridgetown (BGI)
8/10 Very good! (575 reviews)
Room was very clean and resturants and food was good. Breakfast could use improvement w variety. Staff was amazing.... spa was nice and tranquil.
Area for improvement would be day/ night entertainment and too many nasty slugs all over property.
Overall stay was great and I would recommend it to older crowd or couples.
Reviewed on Sep 12, 2026
Ready to book your vacation to Sterling?
Sterling Hotel Deals
Hilton Grand Vacations Club The Crane Barbados
The Crane Resort Diamond Valley
Fully refundableReserve now, pay when you stay
CA $223
CA $281 total
Sep 14 - Sep 15
includes taxes & fees
Hilton Barbados Resort
Needhams Point Bridgetown
Fully refundableReserve now, pay when you stay
CA $364
CA $450 total
Sep 24 - Sep 25
includes taxes & fees
Divi Southwinds Beach Resort
St Lawrence Main Road St. Lawrence Gap Christ Church
Fully refundableReserve now, pay when you stay
CA $167
CA $235 total
Sep 15 - Sep 16
includes taxes & fees
8/10 Very good! (946 reviews)
"Pleased first time guest."
Reviewed on Sep 13, 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.
What to do in Sterling
Harrison's Cave Tour & Monkey Zipline, Barbados
CA $187
per adult
90% of travellers recommend
Barbados: Signature Park Pass & Monkey Zip Experience
CA $187
per adult
100% of travellers recommend
Hotel Beach Day at Savvy with Shuttle Transfer
CA $35
per adult
Frequently asked questions
How much does a Sterling vacation package cost?
You can grab a vacation package to this top destination from CA $1,005 on Expedia. However, how much your vacation to Sterling costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Sterling?
September, October and November are the best times to search for cheap Sterling vacation packages. Opting to travel in quieter months means you can generally find better prices on accommodations and flights.
How many days is enough for Sterling?
The ideal duration of your Sterling vacation depends on what you'd like to do. Typically, a handful of days to a week will give you time to check out all the major attractions and discover some hidden gems along the way.
How to find the best Sterling package deals?
Use Expedia's filter tool to help you find some of the best Sterling package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Sterling package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Sterling vacation as a package?
You can enjoy significant savings on your next Sterling retreat by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to view some great flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Sterling?
If you have your Sterling travel dates finalized, book as soon as you can to bag some unbeatable deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for quick escapes.
How to plan a trip to Sterling?
- Choose when to get away: Check your diary and get packing. Your preferred time of year and the activities on offer will also help you decide when to vacation in Sterling.
- Calculate your budget: Make sure you have enough money to cover everything from meals and transportation to flights and activities. Your hotel will probably be the largest expense during your trip to Sterling.
- Work out your trip length: Consider how much time you'd like to spend exploring Sterling. Plan your itinerary 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 order, you can combine your hotels, flights, car rental and more into a customized Sterling vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
