Cheapside Vacation Packages
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Your Cheapside Vacation
Reserve a Cheapside vacation package and get set to experience everything this city has to offer. Consider staying in the neighborhood of Foul Bay, which is great for coastal beaches, watersports and nature. Any trip to Cheapside needs a well-planned itinerary. Fill yours with famous sights like Brownes Beach, Kensington Oval and Barbados Parliament Buildings. Stop dreaming and start traveling. Browse the broad range of options on Expedia today and finally put your Cheapside vacation plans in motion!
Price found within the past 48 hours. Click for updated prices.
- ECO Lifestyle & Lodge
Aug 9 - Aug 20ECO Lifestyle & Lodge + Flight
Bathsheba11 nights9.2/10 - Wonderful (166 reviews)Roundtrip • Hamilton (YHM) - Bridgetown (BGI)YHM - BGI • 1 stop BGI - YHM • 1 stopCA $3,837CA $2,257found 1 day agoper traveller - Concierge Collection at O2 Beach Club & Spa by Ocean Hotels
Aug 15 - Aug 20Concierge Collection at O2 Beach Club & Spa by Ocean Hotels + Flight
St. Lawrence Gap5 nights8.8/10 - Excellent (39 reviews)"Excellent "Reviewed December 14, 2025Roundtrip • Montreal (YUL) - Bridgetown (BGI)YUL - BGI • 1 stop BGI - YUL • 1 stopCA $9,136CA $4,103found 18 hours agoper traveller - The Club, Barbados Resort & Spa Adults Only - All Inclusive
Jul 26 - Jul 31The Club, Barbados Resort & Spa Adults Only - All Inclusive + Flight
Holetown5 nights8.0/10 - Very good (507 reviews)"No beach, beach is on next property, limited amenities. Only a dj playing old songs, karaoke and a old lady singing Cost $15 for room service, no set menu, only what on buffet table. But you never know what’s on it. So guessing game. I was given 4 bottles of water for 7 days. I had to buy bottled water after that."Reviewed May 23, 2026Roundtrip • Montreal (YUL) - Bridgetown (BGI)YUL - BGI • 1 stop BGI - YUL • 1 stopCA $4,676CA $2,442found 1 day agoper traveller - Luxury Collection at Sea Breeze Beach House by Ocean Hotels
Jul 26 - Aug 2Luxury Collection at Sea Breeze Beach House by Ocean Hotels + Flight
Maxwell7 nights8.6/10 - Excellent (106 reviews)Roundtrip • Montreal (YUL) - Bridgetown (BGI)YUL - BGI • 1 stop BGI - YUL • 1 stopCA $7,955CA $4,413found 17 hours agoper traveller - Saint Peter's Bay
Aug 9 - Aug 20Saint Peter's Bay + Flight
Speightstown11 nights9.6/10 - Exceptional (155 reviews)"Upscale resort with roomy beautiful rooms. Nice beach with calm water. Good resort for adults who are not looking for a a party atmosphere."Reviewed May 20, 2026Roundtrip • Hamilton (YHM) - Bridgetown (BGI)YHM - BGI • 1 stop BGI - YHM • 1 stopCA $6,288CA $3,760found 1 day agoper traveller
Where to stay in Cheapside
Find the best Cheapside areas and neighborhoods for the activities you enjoy most. Learn more about Cheapside
Garrison Historic Area
2 out of top 10 points of interest in this area
A noteworthy feature of Garrison Historic Area is its stunning beaches. While you're in town, be sure to stop and check out George Washington House and Garrison Savannah.
Cheapside Hotel Deals
Hilton Barbados Resort
Needhams Point Bridgetown
Fully refundableReserve now, pay when you stay
The price is CA $403 per night from Jun 6 to Jun 7
CA $403
CA $498 total
Jun 6 - Jun 7
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
"I had the pleasure of spending a long weekend at the Hilton Resort in May 2026. The ocean views were amazing and the food at breakfast, lunch, and dinner was great. Very relaxing but with attentive, professional staff."
Reviewed on May 22, 2026
Hilton Grand Vacations Club The Crane Barbados
The Crane Resort Diamond Valley
The price is CA $222 per night from Jun 10 to Jun 11
CA $222
CA $280 total
Jun 10 - Jun 11
includes taxes & fees
8.6/10 Excellent! (545 reviews)
"The room lacked essential amenities for our stay, specifically kitchen items such as a toaster, pots, and pans. We were accommodated in a studio on the ground floor. The staff demonstrated a pleasant demeanor. I left several notes for specific staff members at the front desk, which have not yet been ..."
Reviewed on May 20, 2026
The Crane Resort
Crane Diamond Valley St. Philip
Fully refundableReserve now, pay when you stay
The price is CA $451 per night from May 30 to May 31
CA $451
CA $565 total
May 30 - May 31
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"Staff could of been more helpful and knowledgeable: still awaiting a response to a question and I have since checked out without a response. There was alot of construction work being done and therefore dust and debris was common."
Reviewed on May 22, 2026
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
Discover the most popular places to visit in Cheapside
Cheapside Market
During your trip to Bridgetown, you can do some window-shopping at Cheapside Market. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants.
Things to do
Barbados Catamaran Turtle and Shipwreck Snorkeling Cruise
CA $157
per adult
96% of travellers recommend
Cave & Monkey Zipline Experience at Harrison's Cave by Chukka
CA $185
per adult
90% of travellers recommend
Luxury Evening Voyage - All-Inclusive Coastal Cruise By Oceanluxx
CA $144
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.