Cheapside Packages (Flight + Hotel)

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Top hotels in Cheapside

Hilton Barbados Resort

Hilton Barbados Resort

4.5 out of 5
Needhams Point, Bridgetown
Fully refundableReserve now, pay when you stay
The price is ฿7,824 per night from 14 Sept to 15 Sept
฿7,824
฿9,702 total
14 Sept - 15 Sept
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
"Overall a great property. The amenities were really good and the overall experience was very good. I would have given them 5 stars but there were several cases with being miss charged at restaurants or strange issues with not getting what was ordered."

Reviewed on 22 Aug 2025

Hilton Barbados Resort
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 ฿14,701 per night from 9 Sept to 10 Sept
฿14,701
฿16,484 total
9 Sept - 10 Sept
includes taxes & fees
7.6/10 Good! (476 reviews)
"Pros: Amazing hotel, room cleanliness and spacious, food delicious, staff extremely helpful and nice. Cons: Only one real restaurant to pick from outside of the buffet, transportation is costly to get around, hotel is fairly far from the attractions."

Reviewed on 20 Aug 2025

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
Sugar Bay Barbados - All Inclusive

Sugar Bay Barbados - All Inclusive

4 out of 5
Garrison Historic Area, Hastings
The price is ฿21,850 per night from 9 Sept to 10 Sept
฿21,850
฿25,767 total
9 Sept - 10 Sept
includes taxes & fees
8.8/10 Excellent! (1,010 reviews)
"Very nice property needs upgrade with elevators since steps only option to get to 400 rooms and definitely needs room upgrades with AC in rooms . We made it work while there that week . Overall enjoyed the property ."

Reviewed on 25 Aug 2025

Sugar Bay Barbados - All Inclusive
See all 3,450 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

Barbados- Luxury Sunset Coastline Cruise All Inclusive

Barbados- Luxury Sunset Coastline Cruise All Inclusive

฿3,246
per adult
100% of travellers recommend
Barbados- Luxury Sunset Coastline Cruise All Inclusive
Harrison’s Cave Tram and Nature Walk Experience

Harrison’s Cave Tram and Nature Walk Experience

฿3,246
per traveller
82% of travellers recommend
Harrison’s Cave Tram and Nature Walk Experience
Barbados: Beach Day and Turtle Swim Experience

Barbados: Carlisle Bay Beach Day and Turtle Swim Experience

฿1,623
per adult
74% of travellers recommend
Barbados: Carlisle Bay Beach Day and Turtle Swim 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.