
Cheapside Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ¥45,448 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Find the Best Cheapside Vacation Packages
Cheapside Hotel Deals

The Crane Resort
Crane Diamond Valley St. Philip
Fully refundableReserve now, pay when you stay
The price is ¥67,781 per night from Dec 13 to Dec 14
¥67,781
¥84,025 total
Dec 13 - Dec 14
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
No beach access and too far from great restaurants
Reviewed on Dec 7, 2025

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
End of Belair Road Long Bay St. Philip
The price is ¥104,346 per night from Dec 15 to Dec 16
¥104,346
¥116,281 total
Dec 15 - Dec 16
includes taxes & fees
7.6/10 Good! (546 reviews)
The balcony view was scenic. The hotel was clean. Constant activities. The food was amazing. Just fabulous all around experience. One that I can’t forget
Reviewed on Dec 9, 2025

Hilton Barbados Resort
Needhams Point Bridgetown
Fully refundableReserve now, pay when you stay
The price is ¥59,181 per night from Dec 17 to Dec 18
¥59,181
¥72,517 total
Dec 17 - Dec 18
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
Room was good and staff was respectful and nice.
Reviewed on Dec 8, 2025
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

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.

Paradise Beach
4/5(43 reviews)
One of the most popular starting off points for serious divers. Several wrecks offer beginning to advanced depth exploration.
Cheapside Market
During your trip to Cheapside, you can do some window-shopping at Cheapside Market. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants.
What to do in Cheapside

Luxury Evening Voyage - All-Inclusive Coastal Cruise By Oceanluxx
¥15,741
per adult
100% of travellers recommend

Harrison’s Cave Tram and Nature Walk Experience
¥15,741
per traveler
82% of travellers recommend

Barbados -Luxury Cruise with Lunch and Open Bar By Oceanluxx
¥19,676
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.