Cheapside Holidays from £1,901

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    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.
Wyndham Grand Barbados Sam Lords Castle Resort

Wyndham Grand Barbados Sam Lords Castle Resort

Save 100% on your flight
£1,901
per person
6 Jan - 13 Jan
found 1 day ago
Return flight included
London (LHR) to Bridgetown (BGI)
7.8/10 Good! (813 reviews)
Our stay fell far below expectations for an all-inclusive resort. Most restaurants were closed, food options were extremely limited, and the concierge was unable to secure a required restaurant reservation. Service was inconsistent, and liquor availability varied by location. Housekeeping was a recurring problem. We waited approximately three hours for towels, had to retrieve toilet paper ourselves, and experienced inconsistent room cleaning despite being told there was a $25 cleaning fee. Our original room had a nonfunctioning TV, phone, and toilet, requiring us to move to another room with a broken toilet seat and unpleasant-smelling furniture. The floors and sheets were wet every night due to condensation, and I experienced severe allergy symptoms. Room service never arrived, yet we were charged a $25 fee for an order that was handed to us at the door. We contacted management and made multiple attempts to resolve these issues, but our concerns remain unresolved. These problems occurred throughout our stay, not just one night. The experience did not justify the cost, and we will never return.

Reviewed on 18 Oct 2026

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

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

£2,015
per person
6 Jan - 13 Jan
found 1 day ago
Return flight included
London (LHR) to Bridgetown (BGI)
8/10 Very good! (593 reviews)
A good location and very nice beach adjacent to the property . The hotel itself has a place to swim, but there’s no beach. You have to go down some stairs with a rocky abutment, but the swimming is OK if you don’t mind not having sand. The biggest problem I have with this place is the all inclusive amenities very small portions very limited variety of food unfortunately it is one of the worst all inclusives when it comes to food that I ever went to . If they improve on this aspect, I would give it at least four stars.

Reviewed on 21 Oct 2026

East Resort

East Resort

£2,321
per person
7 Jan - 14 Jan
found 1 day ago
Return flight included
Manchester (MAN) to Bridgetown (BGI)
7.6/10 Good! (4 reviews)
The room was extremely clean on arrival and always cleaned on a daily basis when we left for the day, the staff was very friendly and informative, the breakfast was soo delicious, the pool and view from our room was to die for but all in all the atmosphere was very peaceful. I really enjoyed my stay at East Resort .

Reviewed on 20 Oct 2026

Sugar Bay Barbados - All Inclusive

Sugar Bay Barbados - All Inclusive

Save 100% on your flight
£3,080
per person
6 Jan - 13 Jan
found 1 day ago
Return flight included
London (LHR) to Bridgetown (BGI)
9/10 Wonderful! (1,000 reviews)
Seacruise Villa

Seacruise Villa

Save 100% on your flight
£2,808
per person
23 Dec - 30 Dec
found 1 day ago
Return flight included
London (LHR) to Bridgetown (BGI)
9.8/10 Exceptional! (9 reviews)
Everything was up to Par and they were very accommodating to my Birthday Celebration 🎂 🎈 🎉 🎁 I Thank Everyone For there Hospitality

Reviewed on 17 Aug 2026

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

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 Garrison Savannah and Carlisle Bay.

A person reading in a room with yellow walls, wooden floors, and a large painting of a ship on a stand.

Bayville

While visiting Bayville, you might make a stop by sights like Pebbles Beach and Carlisle Bay.

A sandy beach with clear turquoise water and a white building on a small island in the distance.

Brighton

1 out of top 10 points of interest in this area

While there might not be top attractions in Brighton, you can explore the larger area and discover places like Brighton Beach and Paradise Beach.

A beach with clear turquoise water, a sandy shore, and a few buildings in the distance.

Spring Garden

While visiting Spring Garden, you might make a stop by sights like Brighton Beach and Paradise Beach.

Default Image

Henrys

If you're spending some time in Henrys, Brownes Beach and Independence Arch are top sights worth seeing.

Top hotels in Cheapside

Accra Beach Hotel & Spa

Accra Beach Hotel & Spa

Rockley Rockley Christ Church
Fully refundableReserve now, pay when you stay
£136
24 Oct - 25 Oct
includes taxes & fees
7/10 Good! (1,000 reviews)
"I booked 4 rooms. They were all clean. My room, the bathroom had quarter piece of glass so all the water keeps splashing out soaking the floor. I had to turn the shower toward the wall. There is also no hot water, just warm. My balcony door could not lock. It was broken. The cupboard where the tiny ..."

Reviewed on 22 Oct 2026

Accra Beach Hotel & Spa
Hilton Barbados Resort

Hilton Barbados Resort

Needhams Point Bridgetown
Fully refundableReserve now, pay when you stay
£209
28 Oct - 29 Oct
includes taxes & fees
8.4/10 Very good! (1,008 reviews)
"Everything"

Reviewed on 20 Oct 2026

Hilton Barbados Resort
Hilton Grand Vacations Club The Crane Barbados

Hilton Grand Vacations Club The Crane Barbados

The Crane Resort Diamond Valley
Fully refundableReserve now, pay when you stay
£156
26 Oct - 27 Oct
includes taxes & fees
Hilton Grand Vacations Club The Crane Barbados
See all 3,582 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.

Frequently asked questions

How much does a Cheapside travel package cost?
Perhaps less than you imagined — from a low £1,901, 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

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.
See properties

Cheapside Market

During your trip to Bridgetown, you can enjoy retail therapy at Cheapside Market. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants.
See properties

St. Mary's Church

8.0/10 (6 reviews)
After visiting St. Mary's Church, make a plan to see the other sights and activities in Bridgetown. Make time to visit the area's shops or simply enjoy 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: Island Tour with Animal Flower Cave and Lunch

Barbados: Island Tour with Animal Flower Cave and Lunch

£82
per adult
92% of travellers recommend
Barbados: Island Tour with Animal Flower Cave and Lunch
Breathtaking!!

Atlantis Submarine Day Tour

£90
per adult
94% 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.