Cheapside Holidays

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Price found within the past 48 hours. Click for updated prices.
ECO Lifestyle & Lodge

ECO Lifestyle & Lodge

€1,288
per person
21 Nov - 28 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Bridgetown (BGI)
9.2/10 Wonderful! (170 reviews)
Enjoyed every bit of my stay at Ecolifestyle lodge. WiIshed we stayed a little longer. Staff was extremely accommodating. It was peaceful and safe. The views from our room (soup bowl) was breath taking. And listening to the ocean waves and breeze in the morning was everything. If you like low key and chill vibes. This is the place to stay.

Reviewed on 1 Jul 2026

Fairmont Royal Pavilion

Fairmont Royal Pavilion

Save 100% on your flight
€3,648
per person
21 Nov - 28 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Bridgetown (BGI)
9/10 Wonderful! (268 reviews)
We visited Barbados mainly for the beautiful beaches, and two days before the end of our trip, we decided to switch hotels. We are beyond happy that we made that decision! From the moment we arrived, the staff was wonderful—friendly, welcoming, and attentive. The food was amazing, the beach was absolutely beautiful, and our room was incredible with breathtaking views. We only wish we had stayed here from the beginning! It was the perfect way to end our Barbados vacation, and we would definitely stay here again. Highly recommend! 🌴☀️🌊❤️

Reviewed on 7 Sept 2026

The Crane Resort

The Crane Resort

Save 100% on your flight
€1,668
per person
21 Nov - 28 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Bridgetown (BGI)
8.6/10 Excellent! (1,008 reviews)
I have been to the crane about 5 times and everytime I visit I fall deeper in love with this resort. It’s clean, beautiful and the people are amazing they go above and beyond to ensure that your stay is great. I appreciate that there’s always a kitchen in the rooms. My only complaint is the lighting as a woman who does her makeup every night on vacation, better lighting would be phenomenal. I can’t wait to come back the food, pools and beach are all 10 out of 10.

Reviewed on 6 Sept 2026

South Point Hotel

South Point Hotel

Green Garden
€1,500
per person
21 Nov - 28 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Bridgetown (BGI)
8.8/10 Excellent! (224 reviews)
I had a really enjoyable stay at this hotel! From the moment I arrived, the staff were absolutely amazing—friendly, welcoming, and incredibly helpful. The property is very nice, well maintained, and has a comfortable atmosphere. The food and drinks were also great and definitely added to the overall experience. There were a couple of areas that could use improvement. Unfortunately, the hot water in the shower was not working during my stay, and the floors could have been cleaned a little better. However, overall, the hotel was clean and well cared for. Despite those minor issues, I had a great experience and would definitely recommend this hotel. The wonderful staff, nice property, and great food and drinks made my stay a pleasant one. I would happily consider staying here again

Reviewed on 4 Sept 2026

Sugar Bay Barbados - All Inclusive

Sugar Bay Barbados - All Inclusive

Save 100% on your flight
€2,811
per person
21 Nov - 28 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Bridgetown (BGI)
9.2/10 Wonderful! (1,002 reviews)
Staff never smiled. No warm greetings, no good mornings. would be nice if after paying lots of money to stay there you'd at least get a smile. Cristina at the cafeteria was exceptionally rude. Also, had to hunt down someone on the beach for towels. Only to receive attitude when you'd ask. Someone really needs to have an urgent meeting about the overall mood of the employees. I will not stay there again based on our treatment.

Reviewed on 8 Sept 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 Carlisle Bay and George Washington House.

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.

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Henrys

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

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.

Top hotels in Cheapside

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
€174
9 Sept - 10 Sept
includes taxes & fees
8.6/10 Excellent! (710 reviews)
"The staff was very helpful they went out of their way to accommodate our needs The food was ok"

Reviewed on 8 Sept 2026

Hilton Grand Vacations Club The Crane Barbados
Hilton Barbados Resort

Hilton Barbados Resort

Needhams Point Bridgetown
Fully refundableReserve now, pay when you stay
€290
24 Sept - 25 Sept
includes taxes & fees
Hilton Barbados Resort
The Crane Resort

The Crane Resort

Crane Diamond Valley St. Philip
Fully refundableReserve now, pay when you stay
€383
9 Sept - 10 Sept
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"I have been to the crane about 5 times and everytime I visit I fall deeper in love with this resort. It’s clean, beautiful and the people are amazing they go above and beyond to ensure that your stay is great. I appreciate that there’s always a kitchen in the rooms. My only complaint is the lighting ..."

Reviewed on 6 Sept 2026

The Crane Resort
See all 3,613 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 holiday package cost?
You'll find cheap prices from €1,288 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.

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.
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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.
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Things to do

Fast Track Arrival Service at Barbados Airport

Fast Track Arrival Service at Barbados Airport

€56
per adult
100% of travellers recommend
Fast Track Arrival Service at Barbados Airport
Barbados: Island Tour with Animal Flower Cave and Lunch

Barbados: Island Tour with Animal Flower Cave and Lunch

€95
per adult
94% of travellers recommend
Barbados: Island Tour with Animal Flower Cave and Lunch
Atlantis Submarine Day Tour

Atlantis Submarine Day Tour

€104
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.