Top Cheapside Hotels (Bridgetown)

Colorful houses with green and pink exteriors and orange roofs.

Upfront pricing
Our total price for your stay includes taxes and fees
Treat yourself
Save 10% or more on over 100,000 hotels worldwide with Member Prices
Learn about One Key
Be picky
Search almost a million properties worldwide

Where to stay in Cheapside

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

A yellow building with green shutters, surrounded by a well-maintained lawn and trees.

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 Garrison Savannah and Carlisle Bay.

See properties

A beach with clear turquoise water and a sandy shore.

Brighton

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

See properties

A person reading in a room with yellow walls, wooden floors, and a large painting of a ship on a stand.

Bayville

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

See properties

A beach with clear turquoise water, a sandy shore, and a few buildings in the distance.

Spring Garden

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

See properties

Henrys

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

See properties

Top Cheapside Hotel Reviews

Hotel Le Roy

10/10 Excellent

"Every thing was wonderful. The only downside we stayed in the 3rd floor and there wasn’t an elevator. They are only three floors though."

Royalton Vessence Barbados Adult-Oriented, an Autograph Collection All-Inclusive Resort – Now Open

10/10 Excellent

"I really enjoyed my stay at the Royalton and would definitely return. The staff were friendly, and the food was very good overall. The only disappointment was the Hunters Steakhouse. There were long wait times, confusion with orders, the food was served cold, and there was no bread provided at the tables. We also experienced one night without cold water, which meant we couldn’t take showers, and the toilet would not flush. Fortunately, this was only a temporary issue. The guests were also very friendly and inviting, which made the trip joyful. Despite these inconveniences, I had a wonderful stay. The friendly service, good food, and overall experience made it a trip worth repeating. I look forward to returning."

Hilton Barbados Resort

10/10 Excellent

"We had an absolutely fabulous stay! The entire staff was friendly, attentive and made our stay (2 weeks) completely enjoyable. We loved the spa, poolside bar and restaurant. Food was delicious and the atmosphere stunning. The excursions we booked easily, recommended dinner reservations in town were wonderful and we will definitely make a trip back in the future."

Sugar Bay Barbados - All Inclusive

10/10 Excellent

"We had an ocean front room and everything was perfect, from the time we arrived (early) the reception held our luggage and we got our bands to start using all the amenities. The food was just right and unlimited drinks! There was always space to use the cabanas and not overly populated. Definitely will recommend to those who wants a peaceful relaxing time without the hustling of having to leave the hotel."

Frequently asked questions

What is the best area to stay in Cheapside?

The best area to stay in Cheapside is within the Cheapside area itself, specifically around the Cheapside Market and the nearby waterfront.

This central location puts you right at the heart of daily life in Bridgetown. You'll find yourself steps away from the bustling Cheapside Market, an excellent place to experience local culture and find fresh produce, spices, and artisan goods. The area is well-connected by public transport, with the main bus terminal just a short walk away, making it convenient for exploring other parts of the island. The nearby Princess Alice Highway offers easy access to the waterfront and views of the harbor.

Couples looking for an authentic local experience will appreciate staying here. The proximity to the market and local eateries provides ample opportunities to try Bajan cuisine and observe daily routines.

When is the best time to go to Cheapside?

The best time to visit Cheapside, St. Michael, Barbados, is during the dry season, which runs from December to May.

This period offers consistently sunny weather with lower humidity, making it ideal for enjoying outdoor activities and exploring the area comfortably. You'll find pleasant temperatures, typically in the low to mid-80s Fahrenheit, with gentle breezes. This time is particularly well-suited for travelers looking for a relaxing beach vacation without the worry of rain.

While the dry season is popular, couples planning a romantic getaway might find the shoulder months of May and early June or late November to be an excellent choice. During these times, the weather remains pleasant, but there are fewer crowds, and you might find more competitive pricing on accommodations.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Cheapside.

How much is the nightly rate at a Cheapside hotel?

Prices for hotels in Cheapside often vary, but you can find a great deal on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

Explore a world of travel with Expedia

Bridgetown Vacation Rentals

Find hotels in Cheapside, Bridgetown

Upfront pricing

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Cheapside hotels

1. Eden On The Sea

2. Hilton Barbados Resort

3. Sweetfield Manor

4. Malfranza Apartments

5. Courtyard by Marriott Bridgetown, Barbados

6. Accra Beach Hotel & Spa

7. Coconut Court Beach Hotel

8. Blue Orchids Beach Hotel

9. Blue Monkey Hotel & Beach Club

10. Worthing Court Apartment Hotel

11. Pirate's Inn

12. Coral Mist Beach Hotel

13. Adulo Apartments

14. Divi Southwinds Beach Resort

15. Rostrevor Hotel

16. Winchelsea Guesthouse

17. Hotel Le Roy

18. Savannah Beach Club Hotel

19. Plum Tree Club

20. Melrose Beach Apartments

Where to stay in Cheapside

Garrison Historic Area

Brighton

Bayville

Spring Garden

Henrys

Top Cheapside Hotel Reviews

Hotel Le Roy

Frequently asked questions

Explore a world of travel with Expedia