Cheapside Holidays from £959

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Your Cheapside Holiday

Reserve a Cheapside holiday package and get set to experience everything this city has to offer. Consider staying in the neighbourhood of Foul Bay, which is great for coastal beaches, watersports and nature. Any trip to Cheapside needs a well-planned itinerary. Fill yours with famous sights like Brownes Beach, Kensington Oval and Barbados Parliament Buildings. Stop dreaming and start travelling. Browse the broad range of options on Expedia today and finally put your Cheapside holiday plans in motion!

Price found within the past 48 hours. Click for updated prices.
Lantana Resort

Lantana Resort

3.5 out of 5
Price was £1,327, price is now £959 per person
£959
per person
25 Sept - 2 Oct
found 1 day ago
Return flight included
London (LHR) to Bridgetown (BGI)
8.4/10 Very good! (97 reviews)

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

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

4 out of 5
Save 100% on your flight
Price was £3,159, price is now £1,541 per person
£1,541
per person
23 Sept - 30 Sept
found 1 day ago
Return flight included
London (LHR) to Bridgetown (BGI)
8/10 Very good! (542 reviews)

Sea Symphony Villa

Sea Symphony Villa

3.5 out of 5
Save 100% on your flight
Price was £1,893, price is now £1,198 per person
£1,198
per person
23 Sept - 30 Sept
found 1 day ago
Return flight included
London (LHR) to Bridgetown (BGI)
8.6/10 Excellent! (11 reviews)

Saint Peter's Bay

Saint Peter's Bay

5 out of 5
Price was £2,373, price is now £1,635 per person
£1,635
per person
1 Sept - 6 Sept
found 1 day ago
Return direct flight included
Glasgow (GLA) to Bridgetown (BGI)
9.6/10 Exceptional! (168 reviews)
Our unit was amazing & very clean. The staff was extreamly friendly. Great place to enjoy a peaceful vacation!

Reviewed on 12 Jul 2026

Seabliss Villa

Seabliss Villa

3 out of 5
Price was £1,802, price is now £1,320 per person
£1,320
per person
2 Oct - 9 Oct
found 1 day ago
Return flight included
London (LHR) to Bridgetown (BGI)
8.8/10 Excellent! (8 reviews)
Dorothy and Mel were absolutely wonderful! Apon arrival we were greeted with ice cold wash cloths, beers, water, 6 eggs, butter, bread and waters! We onlybstayed one night but the communication was super speedy and we had everything we needed!

Reviewed on 21 Jun 2025

Where to stay in Cheapside

Find the best Cheapside areas and neighborhoods for the activities you enjoy most. Learn more about Cheapside
A narrow pathway flanked by lush greenery and a small building with a red door.

Garrison Historic Area

1 out of top 10 points of interest in this area

Travellers to Garrison Historic Area praise its stunning beaches. If you've got some more time to explore, be sure to stop by Garrison Savannah and Carlisle Bay.

Find hotels in Garrison Historic Area

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 £388 per night from 1 Aug to 2 Aug
£388
1 Aug - 2 Aug
includes taxes & fees
7.8/10 Good! (738 reviews)
"Wyndham Sam Lord’s has the potential to be a great hotel. The staff is excellent and the rooms are nice but there are some maintenance issues that you would not expect at a newer 5-star resort, the biggest of which is we NEVER had any hot water our entire stay. The entire hotel was without hot water ..."

Reviewed on 24 Jul 2026

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
Fully refundable
The price is £144 per night from 21 Aug to 22 Aug
£144
21 Aug - 22 Aug
includes taxes & fees
8.6/10 Excellent! (617 reviews)
"I didn’t like the fact that there were roaches in our room."

Reviewed on 22 Jul 2026

Hilton Grand Vacations Club The Crane Barbados
Divi Southwinds Beach Resort

Divi Southwinds Beach Resort

3 out of 5
St Lawrence Main Road St. Lawrence Gap Christ Church
Fully refundableReserve now, pay when you stay
The price is £117 per night from 8 Aug to 9 Aug
£117
8 Aug - 9 Aug
includes taxes & fees
Divi Southwinds Beach Resort
See all 3,552 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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Cheapside travel package cost?
Perhaps less than you imagined — from a low £959, as a matter of fact! By bundling flights, hotels and car rentals into a tailor-made travel package, your Cheapside escape is only clicks away.
If I'm not able to travel, can I cancel my Cheapside travel package?
Don't worry if you're rethinking your Cheapside travel package — it's possible to change or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We get that life can throw the occasional spanner in the works, so make your way to our Customer Service Portal if that occurs. When you're ready to make changes, we'll be here to help.
How do I get a cheap travel package to Cheapside?
Our Cheapside travel packages promise plenty of savings for the savvy traveller. For the best deals, simply bundle your flights, hotels and tours into a neat and tidy package. But impressive bargains are just the beginning of your next epic adventure. When you book with Expedia, and you'll have over 550 airlines and 1,000,000 hotels all over the world to pick from. Whatever your style or budget, there's a travel package with your name on it.
Does Expedia offer Book Now, Pay Later Cheapside holidays?
We sure do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your trip in instalments. Simply click on the payment plan that works for you during checkout and take the stress out of budgeting for your next trip. Make sure you bundle your accommodation, car hire and flights with Expedia to get the biggest bang for your buck. Consider these flexible payment options below:

  • Pay monthly holidays: Klarna offers convenient monthly payment plans that fit all budgets, so you can jet away on that well-earned holiday sooner.
  • Pay in instalments holidays: If you'd prefer to pay for your escape across multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Pressing the "book now" button is much easier with this option. Put down a small deposit on your escape and then start working on your travel plans.

Where should I stay in Cheapside?
Make sightseeing easy by staying someplace just around the corner from Cheapside's main attractions. Kensington Oval and Brownes Beach are two of the most popular.
What are the top hotels in Cheapside?
If this will be your first time in Cheapside, reserve a room at Radisson Aquatica Resort Barbados or Hilton Barbados Resort. Both have good amenities and are favourites with lots of travellers.
How far in advance should I book my Cheapside holiday?
While not all airlines release tickets early, it's usually possible to look up international airfares on Expedia up to 12 months in advance. This is the time you can bag some fantastic deals. If you're purchasing tickets last minute, you might still be in luck. Sometimes the cheapest prices emerge only weeks before departure.
What does an Expedia Cheapside travel package include?
That's up to you. You can pick from a range of Cheapside bundles, such as a hotel, rental car and flight. You can also book a hotel with a flight, or a rental car and a flight. Once you've made your booking, you can add the fun stuff like activities and experiences. Whatever your dream Cheapside trip looks like, you'll save!
What should I know before booking a Cheapside travel package?
A travel package can be easier on the bank balance than individually booking all you need for your trip. For example, combine your flights, hotels and rental cars and save a packet. Whatever type of holiday you have in mind, you're bound to find a package within your budget.
Can I choose my airline with a Cheapside Expedia travel package?
Expedia offers access to more than 550 airline partners worldwide, so you sure can! Simply choose your preferred carrier and craft the perfect Cheapside getaway.

Stay near popular Cheapside attractions

Pelican Craft Centre

During your visit to Bridgetown, you can browse for the perfect souvenirs at Pelican Craft Centre. Stroll along the area's beautiful beaches or simply savour its seafood restaurants.
See properties

Things to do

Luxury Evening Voyage - All-Inclusive Coastal Cruise By Oceanluxx

Luxury Evening Voyage - All-Inclusive Coastal Cruise By Oceanluxx

£79
per adult
100% of travellers recommend
Luxury Evening Voyage - All-Inclusive Coastal Cruise By Oceanluxx
Barbados Glass Bottom Boat Cruise and Snorkeling

Barbados Glass Bottom Boat Cruise and Snorkeling

£30
per adult
88% of travellers recommend
Barbados Glass Bottom Boat Cruise and Snorkeling
Atlantis Submarine Day Tour

Atlantis Submarine Day Tour

£91
per adult
92% of travellers recommend
Atlantis Submarine Day Tour
See all activities in Bridgetown

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.