Cheapside Vacations from NT$56,841

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to NT$5,067 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

The Latest Cheapside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Crane Resort
O2 Beach Club & Spa by Ocean Hotels - All Inclusive
Concierge Collection at O2 Beach Club & Spa by Ocean Hotels
Luxury Collection at Sea Breeze Beach House by Ocean Hotels
Sea Breeze Beach House by Ocean Hotels - All Inclusive

Find the Best Cheapside Vacation Packages

Cheapside Hotel Deals

Hilton Barbados Resort

Hilton Barbados Resort

4.5 out of 5
Needhams Point, Bridgetown
Fully refundableReserve now, pay when you stay
The price is NT$7,335 per night from Sep 14 to Sep 15
NT$7,335
NT$9,096 total
Sep 14 - Sep 15
includes taxes & fees
8.2/10 Very Good! (1,007 reviews)
"Very helpful and pleasant staff"

Reviewed on 2025/8/26

Hilton Barbados 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
Fully refundableReserve now, pay when you stay
The price is NT$13,787 per night from Sep 6 to Sep 7
NT$13,787
NT$15,459 total
Sep 6 - Sep 7
includes taxes & fees
7.6/10 Good! (476 reviews)
"Pros: Amazing hotel, room cleanliness and spacious, food delicious, staff extremely helpful and nice. Cons: Only one real restaurant to pick from outside of the buffet, transportation is costly to get around, hotel is fairly far from the attractions."

Reviewed on 2025/8/20

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 NT$20,491 per night from Sep 5 to Sep 6
NT$20,491
NT$24,165 total
Sep 5 - Sep 6
includes taxes & fees
Sugar Bay Barbados - All Inclusive
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.

Discover the most popular places to visit in Cheapside

Frequently asked questions

How much does a Cheapside vacation package cost?
You'll find cheap prices from NT$56,841 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.

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