Cheapside Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

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    Save up to ฿4,531 when you book a flight and hotel together*
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Top hotels in Cheapside

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 ฿15,554 per night from 26 Jul to 27 Jul
฿15,554
฿17,422 total
26 Jul - 27 Jul
includes taxes & fees
7.6/10 Good! (435 reviews)
"Great overall"

Reviewed on 12 Jul 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 ฿5,683 per night from 12 Aug to 13 Aug
฿5,683
฿7,132 total
12 Aug - 13 Aug
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 10 Jul 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 ฿8,629 per night from 5 Aug to 6 Aug
฿8,629
฿10,668 total
5 Aug - 6 Aug
includes taxes & fees
8.2/10 Very Good! (1,007 reviews)
"The property is nice and clean. They serviced your room as requested."

Reviewed on 10 Jul 2025

Hilton Barbados Resort
See all 3,427 properties in Cheapside
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.

Popular places to visit

George Washington House featuring heritage architecture and a house

George Washington House

Visit the same house and surroundings where the first U.S. president stayed over 250 years ago on his visit to Barbados.

George Washington House

What to do in Cheapside

Snorkeling

Barbados Turtle and Shipwreck Snorkel Adventure

฿1,077
per adult
92% of travellers recommend
Barbados Turtle and Shipwreck Snorkel Adventure
Barbados: Island Tour with Animal Flower Cave and Lunch

Barbados: Island Tour with Animal Flower Cave and Lunch

฿3,427
per adult
94% of travellers recommend
Barbados: Island Tour with Animal Flower Cave and Lunch
Harrison’s Cave Tram and Nature Walk Experience

Harrison’s Cave Tram and Nature Walk Experience

฿3,264
per traveller
82% of travellers recommend
Harrison’s Cave Tram and Nature Walk Experience
See all activities in Cheapside

Frequently asked questions

How much does a Cheapside holiday package cost?
You'll find cheap prices on Expedia for your Cheapside break. However, factors like the length of stay, the season and your choice of hotel will influence how much your holiday to Cheapside costs.
What are the cheapest months to go to Cheapside?
You can generally find lower prices and better availability in May, September and October. Take a look at our cheap Cheapside holiday packages and you could land some great off-season discounts.
How many days is enough for Cheapside?
Usually, a handful of days is enough to visit the major attractions during your Cheapside holiday. But if you'd like to have time to rest or go on day trips, consider extending your itinerary.
How to find the best Cheapside package deals?
Use Expedia's filter tool to find some tempting Cheapside 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 adventure for midweek, or look for Cheapside package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your holiday package as soon as possible.
Is it cheaper to book a Cheapside holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component separately. And you'll still enjoy the flexibility to create a tailored Cheapside holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to Cheapside?
Enjoy amazing discounts by booking your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Cheapside adventure.
How to plan a trip to Cheapside?

  1. Pick your dates: What you plan to do in Cheapside and your preferred season will help you decide when to go.
  2. Set your budget: Consider expenses such as flights, food and transportation when working out how much to set aside for your trip to Cheapside. Then, pick a property that suits your budget, whether that's an economical option or a lavish retreat.
  3. Determine how many days away: Start by compiling a list of the activities and sights you'd like to get to in Cheapside. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to pick a Cheapside holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.