Cheapside Holidays

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Your Cheapside Holiday

Build a custom holiday package to Cheapside and prepare to experience this city on your own terms. Consider spending some time in the neighbourhood of Henrys, which is great for coastal beaches and tons more. You'll want to go sightseeing during your trip to Cheapside. Carve out some time for leading attractions such as Brownes Beach, Barbados Parliament Buildings and Kensington Oval. Whoever you're escaping with and whatever the size of your budget, your dream Cheapside holiday is just a few clicks away with Expedia.

Cheapside Holiday

Cheapside Essential Information

Language
English
Currency
Barbadian dollars
Closest Airport
Grantley Adams Intl. Airport (BGI)
Max Temp Winter
27ºC
Max Temp Summer
27ºC
Top Sights
Brownes Beach, Brighton Beach and Pebbles Beach

Our pick of the best Cheapside Hotel Deals

Hilton Barbados Resort

Hilton Barbados Resort

4.5 out of 5
Needhams Point, Bridgetown
Fully refundableReserve now, pay when you stay
The price is AU$449 per night from 10 Aug to 11 Aug
AU$449
10 Aug - 11 Aug
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
"Beautiful scenery"

Reviewed on 2 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 AU$830 per night from 8 Aug to 9 Aug
AU$830
8 Aug - 9 Aug
includes taxes & fees
7.6/10 Good! (453 reviews)
"Thank yo for the kind stay"

Reviewed on 22 Jul. 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 AU$1,081 per night from 5 Sept to 6 Sept
AU$1,081
5 Sept - 6 Sept
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"nice beach and the staff were very nice."

Reviewed on 30 Jul. 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Discover the most popular places to visit in Cheapside

Brownes Beach

Brownes Beach

If a restful holiday is part of your travel plans, Brownes Beach might be the perfect place to visit during your trip to Bridgetown. Wander the area's seaside or simply enjoy one of its top-notch restaurants.

Brownes Beach
Brighton Beach which includes landscape views, tropical scenes and a beach

Brighton Beach

Locals and day tourists alike flock to this popular beach to relax, unwind and enjoy a delicious rum cocktail.

Brighton Beach
Paradise Beach which includes a beach and landscape views

Paradise Beach

This is one of the best beaches in Barbados for divers of all levels and interests.

Paradise Beach

What to do in Cheapside

Harrison’s Cave Tram and Nature Walk Experience

Harrison’s Cave Tram and Nature Walk Experience

AU$152
per traveller
82% of travellers recommend
Harrison’s Cave Tram and Nature Walk Experience
Barbados- Luxury Sunset Coastline Cruise All Inclusive

Barbados- Luxury Sunset Coastline Cruise All Inclusive

AU$152
per adult
100% of travellers recommend
Barbados- Luxury Sunset Coastline Cruise All Inclusive
Barbados Glass Bottom Boat Cruise and Snorkeling

Barbados Glass Bottom Boat Cruise and Snorkeling

AU$61
per adult
Barbados Glass Bottom Boat Cruise and Snorkeling
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.