Cheapside

Bridgetown

Colorful houses with green and pink exteriors and orange roofs.

Stay near popular Cheapside attractions

Things to do


Cheapside Hotel Deals

Hilton Grand Vacations Club The Crane Barbados

Hilton Grand Vacations Club The Crane Barbados

4.5 out of 5
The Crane Resort Diamond Valley
$177 nightly
The price is $202 total per night from Aug 29 to Aug 30
$202 total
Aug 29 - Aug 30
Total with taxes and fees
Book a stay at this luxury resort in Diamond Valley. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
Hilton Grand Vacations Club The Crane Barbados
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
$461 nightly
The price is $517 total per night from Aug 24 to Aug 25
$517 total
Aug 24 - Aug 25
Total with taxes and fees
Book a stay at this luxury property in Long Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the helpful staff and the clean rooms ...
Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
The Crane Resort

The Crane Resort

4.5 out of 5
Crane Diamond Valley St. Philip
$355 nightly
The price is $401 total per night from Sep 7 to Sep 8
$401 total
Sep 7 - Sep 8
Total with taxes and fees
Book a stay at this luxury resort in Diamond Valley. Enjoy free WiFi, free parking, and 5 outdoor pools. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (1,014 reviews)
"Friendly, helpful staff and regular communication via email."

Reviewed on Aug 21, 2026

The Crane Resort
Divi Southwinds Beach Resort

Divi Southwinds Beach Resort

3 out of 5
St Lawrence Main Road St. Lawrence Gap Christ Church
$156 nightly
The price is $171 total per night from Aug 24 to Aug 25
$171 total
Aug 24 - Aug 25
Total with taxes and fees
Book a stay at this beach resort in St. Lawrence Gap. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. ...
Divi Southwinds Beach Resort
Hilton Barbados Resort

Hilton Barbados Resort

4.5 out of 5
Needhams Point Bridgetown
$290 nightly
The price is $326 total per night from Aug 29 to Aug 30
$326 total
Aug 29 - Aug 30
Total with taxes and fees
Book a stay at this luxury resort in Bridgetown. Enjoy free parking, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff ...
Hilton Barbados Resort
Hotel Le Roy

Hotel Le Roy

4 out of 5
St. Lawrence Gap St. Lawrence Gap Christ Church
$197 nightly
The price is $224 total per night from Aug 25 to Aug 26
$224 total
Aug 25 - Aug 26
Total with taxes and fees
Book a stay at this beach hotel in St. Lawrence Gap. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Dover Beach and Rockley Beach are ...
9/10 Wonderful! (311 reviews)
"Our stay at Hotel Le Roy was wonderful! The location could not be better—centrally situated so everything is within easy reach, yet right on the water with direct access to both the pool and the beach. What truly sets this hotel apart is the incredible team. Everyone was so warm, welcoming, and genuinely ..."

Reviewed on Aug 22, 2026

Hotel Le Roy
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.

Where to stay in Cheapside

Find the best Cheapside areas and neighborhoods for the activities you enjoy most.

Garrison Historic Area

A noteworthy feature of Garrison Historic Area is its stunning beaches. While you're in town, be sure to stop and check out Carlisle Bay and George Washington House.

Brighton

When in Brighton, you can plan a visit to Brighton Beach and Paradise Beach, some noteworthy sights in the nearby area.

Bayville

While visiting Bayville, you might make a stop by sights like Pebbles Beach and Carlisle Bay.

Spring Garden

While visiting Spring Garden, you might make a stop by sights like Brighton Beach and Paradise Beach.

Henrys

If you're spending some time in Henrys, Brownes Beach and Independence Arch are top sights worth seeing.



Cheapside

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