Cheapside Holidays

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    Packages with flights are ATOL protected

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.
  • Outdoor pool, pool umbrellas, pool loungers
    Jul 13 - Jul 24

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

    Holetown
    11 nights
    4.0 star property
    8.0/10 - Very good (520 reviews)
    "1) The rooms were emacently clean and extremely spacious with a real home feel. 2) The friendly staff was super outgoing and very helpful. 3) The beach view was breath taken. 4) Breakfast was very good; however, I wished that there were more meat options."
    Reviewed June 3, 2026
    Return • London (LHR) - Bridgetown (BGI)
    LHR - BGI • Direct BGI - LHR • Direct
    £5,044
    £2,328
    per traveller
    found 1 day ago
    The Club, Barbados Resort & Spa Adults Only - All Inclusive
  • Exterior
    Aug 11 - Aug 21

    Concierge Collection at O2 Beach Club & Spa by Ocean Hotels + Flight

    St. Lawrence Gap
    10 nights
    5.0 star property
    8.8/10 - Excellent (39 reviews)
    "Excellent "
    Reviewed December 14, 2025
    Return • London (LGW) - Bridgetown (BGI)
    LGW - BGI • 1 stop BGI - LGW • 1 stop
    £11,150
    £5,575
    per traveller
    found 1 day ago
    Concierge Collection at O2 Beach Club & Spa by Ocean Hotels
  • Luxury Room, Balcony, Oceanfront | Premium bedding, pillow-top beds, free minibar, in-room safe
    Aug 10 - Aug 17

    Luxury Collection at Sea Breeze Beach House by Ocean Hotels + Flight

    Maxwell
    7 nights
    4.5 star property
    8.6/10 - Excellent (107 reviews)
    Return • London (LHR) - Bridgetown (BGI)
    LHR - BGI • Direct BGI - LHR • Direct
    Save 100% on your flight
    £4,695
    £2,642
    per traveller
    found 1 day ago
    Luxury Collection at Sea Breeze Beach House by Ocean Hotels
  • Outdoor pool, pool umbrellas, pool loungers
    Jul 13 - Jul 24

    Cobblers Cove - Barbados + Flight

    Speightstown
    11 nights
    5.0 star property
    9.4/10 - Exceptional (177 reviews)
    "We have just returned from our first stay at Cobblers Cove, and our first visit to Barbados. The staff are a true credit to the hotel and we heartily thank them for one of our most magical vacations ever. In particular, we appreciated the hospitality and warmth shown to us by Juanne, Alea, Kennedy, and Gregory. We are already plotting our return! The property is stunning. Walk along the shore and hunt for sea glass. The breakwater allows for easy swimming in the gorgeous Caribbean Sea. We saw..."
    Reviewed June 6, 2026
    Return • London (LHR) - Bridgetown (BGI)
    LHR - BGI • Direct BGI - LHR • Direct
    Save 100% on your flight
    £5,070
    £2,870
    per traveller
    found 1 day ago
    Cobblers Cove - Barbados
  • Exterior
    Jul 13 - Jul 24

    Saint Peter's Bay + Flight

    Speightstown
    11 nights
    5.0 star property
    9.6/10 - Exceptional (158 reviews)
    "Just a very enjoyable experience, from the staff, to the cleanliness, to the amenities and beautiful grounds. We will return!"
    Reviewed May 31, 2026
    Return • London (LHR) - Bridgetown (BGI)
    LHR - BGI • Direct BGI - LHR • Direct
    Save 100% on your flight
    £5,559
    £3,355
    per traveller
    found 1 day ago
    Saint Peter's Bay

Where to stay in Cheapside

Find the best Cheapside areas and neighborhoods for the activities you enjoy most. Learn more about Cheapside
Garrison Historic Area

Garrison Historic Area

2 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 Carlisle Bay and George Washington House.

Find hotels in Garrison Historic Area

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 £276 per night from 27 Jun to 28 Jun
£276
27 Jun - 28 Jun
includes taxes & fees
8.4/10 Very Good! (1,015 reviews)
"Very bad food bad room old bathroom sink faucet needs renovation"

Reviewed on 5 Jun 2026

Hilton Barbados Resort
The Crane Resort

The Crane Resort

4.5 out of 5
Crane Diamond Valley St. Philip
Fully refundableReserve now, pay when you stay
The price is £301 per night from 26 Jun to 27 Jun
£301
26 Jun - 27 Jun
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"Reception was terrible they never explained anything about the resort tell us about our VIP check in and the perks. Concierge Chantal was amazing! The other staff were amazing except one at The Village Coffee shop didn’t let me have 1/2 of one flavor and 1/2 of the other flavor was rude.. The bed ..."

Reviewed on 5 Jun 2026

The Crane 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
The price is £362 per night from 1 Jul to 2 Jul
£362
1 Jul - 2 Jul
includes taxes & fees
7.6/10 Good! (690 reviews)
"Everything was wonderful sad we couldn’t use the beach"

Reviewed on 9 Jun 2026

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
See all 3,376 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
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Family Friendly Holidays

Frequently asked questions

How much does a Cheapside travel package cost?
Perhaps less than you imagined — from a low , 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.

Popular places to visit

Old Town Hall

Old Town Hall is just one of the places to see in Bridgetown, so why not enjoy the other things to explore during your travels? Wander the beautiful beaches or discover the area's beautiful sunsets.

Old Town Hall

Things to do

Luxury Evening Voyage - All-Inclusive Coastal Cruise By Oceanluxx

Luxury Evening Voyage - All-Inclusive Coastal Cruise By Oceanluxx

£77
per adult
100% of travellers recommend
Luxury Evening Voyage - All-Inclusive Coastal Cruise By Oceanluxx
Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise

Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise

£84
per adult
96% of travellers recommend
Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise
Cave & Monkey Zipline Experience at Harrison's Cave by Chukka

Cave & Monkey Zipline Experience at Harrison's Cave by Chukka

£99
per adult
90% of travellers recommend
Cave & Monkey Zipline Experience at Harrison's Cave by Chukka
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.