Cheapside Vacations

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Find the Best Cheapside Vacation Packages

Cheapside Hotel Deals

Radisson Aquatica Resort Barbados
Radisson Aquatica Resort Barbados
4 out of 5
Aquatic Gap, Carlisle Bay, Bridgetown, St. Michael
Fully refundableReserve now, pay when you stay
The price is AED 549 per night from Apr 30 to May 1
AED 549
AED 695 total
includes taxes & fees
30 Apr - 1 May
7.6/10 Good! (1,004 reviews)
"Lovely"

Reviewed on 18 April 2025

Radisson Aquatica Resort Barbados
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 AED 1,626 per night from May 2 to May 3
AED 1,626
AED 1,804 total
includes taxes & fees
2 May - 3 May
7.6/10 Good! (373 reviews)
"The property was beautiful and the service was great. The food was mediocre, especially the breakfast buffet. The best place to eat was the Grill and the beef patties by the pool. We had an ocean front room in building 5. Our room was perfect, but we never had a hot shower our entire stay. That was ..."

Reviewed on 15 April 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 AED 2,174 per night from Apr 26 to Apr 27
AED 2,174
AED 2,617 total
includes taxes & fees
26 Apr - 27 Apr
8.8/10 Excellent! (1,003 reviews)
"Overall we agreed it hit just right in most areas. Pro’s -Service very friendly. Very helpful setting up taxis. Couldn’t say yes enough. -Balconies nice. We had ocean view. Beds comfortable -Small resort but had just enough space. Never felt crowded. -Food as expected. The main dining area never ..."

Reviewed on 19 April 2025

Sugar Bay Barbados - All Inclusive
See all 3,454 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 vacation 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 vacation 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 vacation packages and you could land some great off-season discounts.
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 vacation package as soon as possible.
Is it cheaper to book a Cheapside vacation as a package?
Expedia vacation 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 vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation 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 vacation package that brings all your bookings together.

Discover the most popular places to visit in Cheapside

George Washington House showing heritage elements, a house and interior views

Carlisle Bay

4.5/5(277 reviews)

Commune with nature and explore the great outdoors at Carlisle Bay during your travels in Bridgetown. Amble around this family-friendly area's beautiful beaches and enjoy its top-notch restaurants.

Carlisle Bay
Even race horses need a spa day! 🇧🇧🐎 #BeachBound

Brownes Beach

4.5/5(126 reviews)

If a restful vacation is part of your travel plans, Brownes Beach might be the perfect place to seek out 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 a sandy beach, tropical scenes and landscape views

Brighton Beach

4.5/5(47 reviews)

Why not spend a carefree afternoon at Brighton Beach during your travels in Black Rock?

Brighton Beach