Sterling Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

Top Sterling vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Jan 17 - Jan 23

    East Resort + Flight

    St. Phillips
    6 nights
    3.5 star property
    8.6/10 - Excellent (7 reviews)
    "We loved the property. We have been to Barbados before and therefore understood the geography of where the East Resort is located. We stayed in a one bedroom villa. I’m not sure that the listing is comprehensive enough. The villa is beautiful, spacious, with lots of amenities in the room. The kitchen has a microwave, washing machine, tumble dryer, hot plate and fridge freezer. They leave you sugar, tea, coffee, milk, washing up liquid. The bathroom is beautiful. Shower no bath. Double sinks,..."
    Reviewed November 7, 2026
    Roundtrip • Halifax (YHZ) - Bridgetown (BGI)
    YHZ - BGI • 1 stop BGI - YHZ • 1 stop
    CA $3,153
    CA $2,025
    per traveller
    found 8 hours ago
    East Resort
  • Dec 11 - Dec 14

    The Club, Barbados Resort & Spa Adults Only - All Inclusive + Flight

    Holetown
    3 nights
    4.0 star property
    8.0/10 - Very good (604 reviews)
    "Awesome"
    Reviewed November 6, 2026
    Roundtrip • Halifax (YHZ) - Bridgetown (BGI)
    YHZ - BGI • 1 stop BGI - YHZ • 1 stop
    CA $3,574
    CA $2,127
    per traveller
    found 7 hours ago
    The Club, Barbados Resort & Spa Adults Only - All Inclusive
  • Dec 25 - Dec 31

    Seacruise Villa + Flight

    Fryers Well
    6 nights
    3.5 star property
    9.8/10 - Exceptional (9 reviews)
    "Everything was up to Par and they were very accommodating to my Birthday Celebration 🎂 🎈 🎉 🎁 I Thank Everyone For there Hospitality"
    Reviewed August 17, 2026
    Roundtrip • Montreal (YMQ) - Bridgetown (BGI)
    YUL - BGI • 1 stop BGI - YUL • 1 stop
    CA $6,330
    CA $3,993
    per traveller
    found 1 day ago
    Seacruise Villa
  • Jan 17 - Jan 23

    Wyndham Grand Barbados Sam Lords Castle Resort + Flight

    Harrismith
    6 nights
    5.0 star property
    7.8/10 - Good (832 reviews)
    Roundtrip • Halifax (YHZ) - Bridgetown (BGI)
    YHZ - BGI • 1 stop BGI - YHZ • 1 stop
    CA $4,904
    CA $3,298
    per traveller
    found 8 hours ago
    Wyndham Grand Barbados Sam Lords Castle Resort
  • Jan 17 - Jan 23

    The Crane Resort + Flight

    Diamond Valley
    6 nights
    4.5 star property
    8.6/10 - Excellent (1,004 reviews)
    Roundtrip • Halifax (YHZ) - Bridgetown (BGI)
    YHZ - BGI • 1 stop BGI - YHZ • 1 stop
    CA $4,454
    CA $3,208
    per traveller
    found 8 hours ago
    The Crane Resort

Sterling Hotel Deals

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 vacation package cost?

You can grab a vacation package to this top destination from CA $2,025 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.