Cheapside Vacations from $1,210

Book a Hotel + Flight or Car together to unlock savings

Choose one or more items to build your trip:
    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to $580 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

Your Cheapside Vacation

When you book a vacation package to Cheapside, you can relax and enjoy your escape knowing that all your travel plans have been made in advance. Uncover the wonders of this city from your base in a neighborhood like Henrys, which is good for coastal beaches. Ready to explore your new surroundings? Brownes Beach, Kensington Oval and Barbados Parliament Buildings are among the most popular places to visit during your trip to Cheapside. Whoever you're going away with and whatever your budget, your ultimate Cheapside vacation is just a few clicks away with Expedia.

The Latest Cheapside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Club, Barbados Resort & Spa Adults Only - All Inclusive

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

4 out of 5
Save 100% on your flight
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Bridgetown (BGI)
7.8/10 Good! (298 reviews)
Lovely location right on the beach

Reviewed on May 16, 2024

O2 Beach Club & Spa by Ocean Hotels - All Inclusive

O2 Beach Club & Spa by Ocean Hotels - All Inclusive

5 out of 5
Save 100% on your flight
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Bridgetown (BGI)
9/10 Wonderful! (99 reviews)
Amazing stay at O2. Here I became a fiancée. Can’t wait to return

Reviewed on May 20, 2024

Sea Breeze Beach House by Ocean Hotels - All Inclusive

Sea Breeze Beach House by Ocean Hotels - All Inclusive

4 out of 5
Save 100% on your flight
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Bridgetown (BGI)
8.4/10 Very Good! (245 reviews)
overall the place is good. unfortunately we the breakfast is disappointing, since it’s the same old breakfast everyday with maybe one new thing. great for someone who wants an english breakfast everyday. The three bedroom was amazing best room i’ve had. the staff was either amazing or not so much. Some were so happy and overall nice and some seemed like it was kinda a burden helping you. despite tipping them regularly. that and breakfast was slightly disappointing. the area however is beautiful. and the ocean is clear as day. pools aren’t big so if you expect like a dominican feel resort this isn’t it.

Reviewed on May 17, 2024

Sugar Bay Barbados - All Inclusive

Sugar Bay Barbados - All Inclusive

4 out of 5
Save 100% on your flight
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Bridgetown (BGI)
9/10 Wonderful! (934 reviews)
This was a family trip. There could have been more activities for the 2 year old. Suggestions!!! please provide some kind of slide into a kiddie pool and amenities. That would be nice.

Reviewed on May 24, 2024

Cobblers Cove - Barbados

Cobblers Cove - Barbados

5 out of 5
per person
Jul 15 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Bridgetown (BGI)
9.4/10 Exceptional! (116 reviews)
Decor was superb. Hospitality on-point. Thank you!

Reviewed on Apr 25, 2024

Cheapside Essential Information

Language
English
Currency
Barbadian dollars
Closest Airport
Grantley Adams Intl. Airport (BGI)
Top Sights
Brownes Beach, Brighton Beach and Paradise Beach

Cheapside Hotel Deals

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, Harrismith
Fully refundableReserve now, pay when you stay
The price is $333 per night from May 29 to May 30
$333
$413 total
includes taxes & fees
May 29 - May 30
7.6/10 Good! (140 reviews)
"Beautiful property with delicious food options and great customer service."

Reviewed on May 19, 2024

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
Turtle Beach by Elegant Hotels – All-Inclusive
Turtle Beach by Elegant Hotels – All-Inclusive
4 out of 5
Dover, St. Lawrence Gap, Maxwell, Christ Church
Fully refundableReserve now, pay when you stay
The price is $339 per night from Jun 8 to Jun 9
$339
$377 total
includes taxes & fees
Jun 8 - Jun 9
8/10 Very Good! (615 reviews)
"Staff was so friendly. Food was great. And beautiful beach and blue blue water!"

Reviewed on May 25, 2024

Turtle Beach by Elegant Hotels – All-Inclusive
Hilton Barbados Resort
Hilton Barbados Resort
4.5 out of 5
Needhams Point, Bridgetown
Fully refundableReserve now, pay when you stay
The price is $239 per night from May 30 to May 31
$239
$291 total
includes taxes & fees
May 30 - May 31
8.2/10 Very Good! (1,002 reviews)
"I really enjoyed that the rooms were sound proof so we were able to get a good rest every evening. The location was breathtaking an absolute paradise and the perfect place to relax and reset oneself."

Reviewed on May 25, 2024

Hilton Barbados Resort
See all 3,581 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Cheapside vacation package cost?
From as low as $1,210. Yes, you read that right. Our Cheapside vacation packages are a simple way to stretch your budget. Bundle your preferred hotels, flights and car rentals and get out and explore this lively destination.
How do I get a cheap travel package to Cheapside?
Imagine all the amazing things you could do in Cheapside with extra cash in your pocket. Watch your savings stack up when you bundle your travel bookings into a Cheapside vacation package. You have plenty of choice when you book your trip with Expedia too. In fact, you can take your pick of over 550 airlines and 1,000,000 hotel options around the globe. Whether you’re enjoying a break with the whole family or going it alone, organizing a getaway to Cheapside is better with a package.
Where should I stay in Cheapside?
Visitors come from all over to experience Brownes Beach and Kensington Oval in Cheapside. Book a hotel within walking distance of these popular attractions and visit them whenever you want.
How far in advance should I book my Cheapside vacation?
To land cheap prices, book early. Air carriers typically begin selling tickets, along with some of the lowest fares, nearly a year prior to departure. Hotels, car rental and experiences should also be booked early to avoid disappointment. If you’re in need of a last-minute getaway in Cheapside, there are always plenty of great deals to be had on Expedia. Book your escape today!
What does an Expedia Cheapside travel package include?
That depends entirely on you. You can pick from a range of Cheapside packages, such as a rental car, hotel and flight. You can also book a hotel with a flight, or a rental car with a flight. Once you’ve made your booking, you can add the fun stuff like experiences and activities. Whatever your dream Cheapside escape looks like, you’ll save!
What should I know before booking a Cheapside travel package?
You’ll pick up amazing savings when you combine your hotels, flights and rental cars into a travel package. Not just that, booking everything in one spot just makes things easier. So why waste your money or time? Whether you’re putting together a fancy romantic getaway or a low-cost family road trip, browse our package deals today.
Can I choose my airline with a Cheapside Expedia vacation package?
Yes, definitely. Expedia has more than 550 airline partners to select from globally. With all that choice at your fingertips, finding the right carrier to whisk you off to Cheapside won’t be hard.
If I'm not able to travel, can I cancel my Cheapside vacation package?
Because we understand life can be unpredictable, the answer is yes. To find out more, visit our Customer Service Portal. But generally speaking, if you’ve booked your package in the last 24 hours, you may be able to change or cancel it for no charge. Your hotel, airline or car rental company may charge a fee if your booking is older than that.

Discover the most popular places to visit in Cheapside

Image for Carlisle Bay

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
Image for Brownes Beach

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
Image for Brighton Beach

Brighton Beach

4.5/5(47 reviews)

One of the best-known beaches for short-term visitors, a popular spot for locals, and a must visit for rum drinkers.

Brighton Beach

What to do in Cheapside

Image for Harrison's Cave Tour from Bridgetown

Harrison's Cave Tour from Bridgetown

$125
Per adult
Harrison's Cave Tour from Bridgetown
Image for Historic Walking Tour of Bridgetown Barbados

Historic Walking Tour of Bridgetown Barbados

$22
Per adult
100% of travellers recommend
Historic Walking Tour of Bridgetown Barbados
See all activities in Cheapside

Other vacations you might like

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