Sterling Vacation Packages

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Top Sterling Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Luxury Collection at Sea Breeze Beach House by Ocean Hotels

Luxury Collection at Sea Breeze Beach House by Ocean Hotels

4.5 out of 5
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Bridgetown (BGI)
8.6/10 Excellent! (86 reviews)
Great food and service. Beach isn't as nice as West coast but hotel offered 10 min transfer to Carlisle Bay for crystal clear waters and snorkeling.

Reviewed on Jun. 6, 2025

Concierge Collection at O2 Beach Club & Spa by Ocean Hotels

Concierge Collection at O2 Beach Club & Spa by Ocean Hotels

5 out of 5
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Bridgetown (BGI)
9/10 Wonderful! (33 reviews)
Very nice, clean property with friendly staff who went above and beyond to make our stay enjoyable. Meals and drinks were all good at the restaurants and bars. Always ample seating at the pools, beach, and bars. Children at the resort were so well-behaved. We liked the beach, but we were very disappointed that it wasn't a particularly swimmable area. Sargassum seaweed, rough surf, broken coral, and rocks prevented us from going in the water. We went over to the Caribbean side, and it was absolutely beautiful, and we were able to swim in the calm, clear water.

Reviewed on Apr. 28, 2025

O2 Beach Club & Spa by Ocean Hotels

O2 Beach Club & Spa by Ocean Hotels

5 out of 5
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Bridgetown (BGI)
9/10 Wonderful! (167 reviews)
The best resort ever! The staff made my solo trip one for the books! Food was amazing , the room was amazing! Over amazing resort

Reviewed on Jul. 15, 2025

Sea Breeze Beach House by Ocean Hotels - All Inclusive

Sea Breeze Beach House by Ocean Hotels - All Inclusive

4 out of 5
Save 100% on your flight
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Bridgetown (BGI)
8.4/10 Very Good! (332 reviews)
The beach access was amazing

Reviewed on Jul. 14, 2025

Wild Cane Ridge 2 by Island Villas

Wild Cane Ridge 2 by Island Villas

4.5 out of 5
Save 100% on your flight
per person
Sep 29 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Bridgetown (BGI)
No reviews

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Sterling Hotel Deals

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 CA $657 per night from Jul 17 to Jul 18
CA $657
CA $736 total
Jul 17 - Jul 18
includes taxes & fees
7.6/10 Good! (440 reviews)
"Excellent customer service, dining and check in were all very professional and cordial. We enjoyed our stay and would definitely visit again."

Reviewed on Jul. 13, 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 CA $240 per night from Aug 12 to Aug 13
CA $240
CA $302 total
Aug 12 - Aug 13
includes taxes & fees
8.2/10 Very Good! (319 reviews)
"Property is kind of far from all the areas you probably want to see and go to but the property is nice and worth the money.You will most definitely need a car to get around but the rooms are spacious clean and nice"

Reviewed on Jul. 10, 2025

Hilton Grand Vacations Club The Crane Barbados
Hilton Barbados Resort

Hilton Barbados Resort

4.5 out of 5
Needhams Point, Bridgetown
Fully refundableReserve now, pay when you stay
The price is CA $333 per night from Aug 5 to Aug 6
CA $333
CA $413 total
Aug 5 - Aug 6
includes taxes & fees
8.2/10 Very Good! (1,009 reviews)
"It's a Hilton hotel so there is the usual level of Hilton standard but the little extras are missing. No shower caps, razors etc which are usually provided. And when we got our bill, room cleaning was charged as an extra"

Reviewed on Jul. 13, 2025

Hilton Barbados Resort
See all 3,445 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.

All Inclusive Vacations

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Frequently asked questions

How much does a Sterling vacation package cost?
You can grab a vacation package to this top destination from CA $2,746 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.