Cheapside Trips (flight + hotel)

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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 P27,117 per night from Jun 30 to Jul 1
P27,117
P30,373 total
Jun 30 - Jul 1
includes taxes & fees
7.6/10 Good! (417 reviews)
"This property saved my birthday trip. Everyone was so friendly, it felt like home. I almost didn’t want to leave, and extend my stay instead. When you get there, tell Joséa that Cynthia sent you. Don’t wait book now. I will definitely be back and I’m bringing all my family members with me."

Reviewed on Jun 23, 2025

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
The price is P8,610 per night from Jul 9 to Jul 10
P8,610
P10,877 total
Jul 9 - Jul 10
includes taxes & fees
8.2/10 Very Good! (298 reviews)
"The property is beautiful and well maintained. The staff were friendly and accommodating. The Crane Beach waters were rough probably due to the windy weather. Very beautiful and I did go in but only to my knees😊 We plan to return."

Reviewed on Jun 21, 2025

Hilton Grand Vacations Club The Crane Barbados
The Crane Resort
The Crane Resort
4.5 out of 5
Crane, Diamond Valley, St. Philip
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (1,000 reviews)
"We are already planning our next stay at the crane, this is how good it is! Room: private pool which the kids loved, private elevator to the room"

Reviewed on Jun 22, 2025

The Crane Resort
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 many days is enough for Cheapside?
Usually, a handful of days is enough to visit the major attractions during your Cheapside vacation. 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 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.

What to do in Cheapside

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.