Cheapside Hotels from S$125

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Our top choices for Cheapside hotels

The Crane Resort

The Crane Resort
4.5 star property
Diamond Valley
8.6 out of 10, Excellent, (1004)
"Courteous staff, clean room, beautiful view with a private pool"
United States
Krishna
The price is S$845
includes taxes & fees
23 Jan - 24 Jan, 2026
The Crane Resort

Sea Breeze Beach House by Ocean Hotels - All Inclusive

Sea Breeze Beach House by Ocean Hotels - All Inclusive
4.0 star property
Oistins
8.4 out of 10, Very good, (379)
"Everything about this boutique hotel was amazing. The staff was wonderful. Would absolutely go back."
United States
Marta
The price is S$1,023
includes taxes & fees
7 Jan - 8 Jan, 2026
Sea Breeze Beach House by Ocean Hotels - All Inclusive

Rostrevor Hotel

Rostrevor Hotel
3.0 star property
St. Lawrence Gap
8.8 out of 10, Excellent, (1000)
"The hotel has excellent rooms and spacious "
United Kingdom
Stephen
The price is S$245
includes taxes & fees
19 Jan - 20 Jan, 2026
Rostrevor Hotel

Hilton Barbados Resort

Hilton Barbados Resort
4.5 star property
Garrison Historic Area
8.4 out of 10, Very good, (1003)
"Staff, service, food, and ocean views were excellent. "
United States
Nikki
The price is S$709
includes taxes & fees
15 Jan - 16 Jan, 2026
Hilton Barbados Resort

The Abidah by Accra - Adults Only

The Abidah by Accra - Adults Only
3.5 star property
Oistins
8.2 out of 10, Very good, (328)
"Excellent amenities and location "
United States
Nicholas
The Abidah by Accra - Adults Only

South Point Hotel

South Point Hotel
4.5 star property
Green Garden
9.2 out of 10, Wonderful, (98)
"The rooms were decorated very tastefully — the staff was attentive and friendly—and food was great!"
United States
Donna
South Point Hotel

Blue Haven Holiday Apartments

Blue Haven Holiday Apartments
3.0 star property
St. Lawrence Gap
9.6 out of 10, Exceptional, (269)
"The room was spotless and the staff were very nice "
Canada
Danielle
The price is S$262
includes taxes & fees
6 Jan - 7 Jan, 2026
Blue Haven Holiday Apartments

The Sands Barbados All Inclusive

The Sands Barbados All Inclusive
4.0 star property
Worthing
7.8 out of 10, Good, (115)
"Great spacious and clean room. Lovely beach and excellent food"
Canada
Dooness
The price is S$762
includes taxes & fees
21 Jan - 22 Jan, 2026
The Sands Barbados All Inclusive

Coconut Court Beach Hotel

Coconut Court Beach Hotel
3.0 star property
Hastings
8.2 out of 10, Very good, (1000)
"Great place to stay!"
Canada
Alexander
Coconut Court Beach Hotel

Little Arches Boutique Hotel Barbados - Adults only

Little Arches Boutique Hotel Barbados - Adults only
4.0 star property
Oistins
9.8 out of 10, Exceptional, (249)
"Very nice place "
United States
Cherie
Little Arches Boutique Hotel Barbados - Adults only

O2 Beach Club & Spa by Ocean Hotels - All Inclusive

O2 Beach Club & Spa by Ocean Hotels - All Inclusive
5.0 star property
St. Lawrence Gap
8.8 out of 10, Excellent, (197)
"Room is really clean, staffs are friendly, helpful"
Canada
Lei
The price is S$1,252
includes taxes & fees
12 Jan - 13 Jan, 2026
O2 Beach Club & Spa by Ocean Hotels - All Inclusive

Courtyard by Marriott Bridgetown, Barbados

Courtyard by Marriott Bridgetown, Barbados
3.5 star property
Hastings
8.6 out of 10, Excellent, (479)
"Staff was very friendly. Rooms were clean and well put together"
United States
Henrique Charles
The price is S$379
includes taxes & fees
13 Jan - 14 Jan, 2026
Courtyard by Marriott Bridgetown, Barbados

South Gap Hotel

South Gap Hotel
3.5 star property
St. Lawrence Gap
9.0 out of 10, Wonderful, (884)
"The room was clean and the food excellent. Will definitely be back for a longer stay"
United States
Colin
The price is S$447
includes taxes & fees
13 Jan - 14 Jan, 2026
South Gap Hotel

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
5.0 star property
Long Bay
7.8 out of 10, Good, (551)
"Balcony and ocean view was amazing. Would visit again! For an all-inclusive, maybe a few more activities can be added for guests to have a good time on the property."
United States
Devon
The price is S$1,051
includes taxes & fees
6 Jan - 7 Jan, 2026
Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort

Hidden Gem Barbados

Hidden Gem Barbados
3.5 star property
Inch Marlowe
9.6 out of 10, Exceptional, (58)
"It was a perfect stay "
United States
Stephen
The price is S$435
includes taxes & fees
25 Dec - 26 Dec
Hidden Gem Barbados

Hotel Indigo Bridgetown Barbados by IHG

Hotel Indigo Bridgetown Barbados by IHG
5.0 star property
Hastings
The price is S$638
includes taxes & fees
20 Jan - 21 Jan, 2026
Hotel Indigo Bridgetown Barbados by IHG

Sugar Bay Barbados - All Inclusive

Sugar Bay Barbados - All Inclusive
4.0 star property
Hastings
9.0 out of 10, Wonderful, (999)
"Helpful staff, good dining options, great spa experience!"
Canada
Ingrid
The price is S$1,201
includes taxes & fees
7 Jan - 8 Jan, 2026
Sugar Bay Barbados - All Inclusive

Atlantis Historic Inn

Atlantis Historic Inn
3.5 star property
Bathsheba
9.0 out of 10, Wonderful, (190)
"Loved our stay at the Atlantis Inn! The staff was fantastic - friendly and attentive. Room was clean and spacious, great AC, comfortable bed and very quiet. The Bathsheba area is excellent for a quiet vacation with incredible views and great local food. Will definitely be returning. "
United States
Katherine
The price is S$403
includes taxes & fees
8 Jan - 9 Jan, 2026
Atlantis Historic Inn

The Terraces at Mangrove

The Terraces at Mangrove
2.0 star property
Mangrove
9.6 out of 10, Exceptional, (5)
"Clean, comfortable and close ro the airport"
Canada
Alison
The price is S$135
includes taxes & fees
31 Dec - 1 Jan, 2026
The Terraces at Mangrove

Colony Club, a Luxury Collection Resort, Barbados

Colony Club, a Luxury Collection Resort, Barbados
4.5 star property
Holetown
8.8 out of 10, Excellent, (415)
"Everything was splendid. The ony reservation is that the new set-up for the breakfast is too crowded."
Canada
Denis
The price is S$1,367
includes taxes & fees
6 Jan - 7 Jan, 2026
Colony Club, a Luxury Collection Resort, Barbados
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.
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Stay near popular Cheapside attractions

Learn more about Cheapside

Venture to sights like Carlisle Bay and Cheapside Market as you discover Cheapside.

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Frequently asked questions

Where is the best place to stay in Cheapside?
Located 12 mi (19.2 km) from the heart of Cheapside, The Crane Resort is a top choice for your stay, based on our traveller data. Two other choices for your trip to the area are Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort and Hilton Barbados Resort. See all available top hotels, or vacation rentals in Cheapside.
If I need to cancel my hotel reservation in Cheapside, will I receive a refund?
Yes, the majority of hotel room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which is usually within 24-48 hours of check in. If you booked a non-refundable reservation, it might still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Cheapside.
What's it like to stay in Cheapside?
Visitors will definitely enjoy all that Cheapside has to offer. There are 3620 hotels and other accommodation options in the surrounding area. Find out more about Cheapside.
What are the top places to visit in Cheapside?
Landmarks like Old Town Hall and St. Mary's Church might be worth a visit. A couple of additional sights to add to your itinerary are Carlisle Bay and Cheapside Market. Take a look at what more there is to see and do in Expedia's Cheapside guide.
What's the weather like in Cheapside?
The hottest months are usually September and October, with an average temperature of 28°C, while the coldest months are February and March, with an average of 26°C. Average annual precipitation for Cheapside is 1145 mm.