Checker Hall Vacations from $1,401

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The Latest Checker Hall vacation packages

Price found within the past 48 hours. Click for updated prices.
The Crane Resort

The Crane Resort

4.5 out of 5
Save 100% on your flight
Price was $2,352, price is now $1,401 per person
$1,401
per person
Nov 27 - Dec 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
8.6/10 Excellent! (1,003 reviews)
we did not receive any VIP access. I didn't realize this was something we had to request!! I believe we should have received a daily food credit which was not offered! we ate at the restaurants / ice cream shop daily and received no credit or discount. We were changed for a meal on 9/18/25 when we didn't even check in until 9/21, still waiting for that credit.

Reviewed on Sep 30, 2025

The Club, Barbados Resort & Spa Adults Only - All Inclusive

The Club, Barbados Resort & Spa Adults Only - All Inclusive

4 out of 5
Price was $3,681, price is now $1,796 per person
$1,796
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
8/10 Very Good! (427 reviews)
Such a great amenities, good views and nice activities, I fully recommend it

Reviewed on Oct 13, 2025

O2 Beach Club & Spa by Ocean Hotels - All Inclusive

O2 Beach Club & Spa by Ocean Hotels - All Inclusive

5 out of 5
Price was $7,182, price is now $3,506 per person
$3,506
per person
Nov 27 - Dec 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
8.8/10 Excellent! (182 reviews)
The month of September is their off season. So the resort was not crowded. The staff was very friendly and the food was very good. The adult rooftop pool and Oasis were closed for renovations. I received a letter from the resort advising me of these closures well after my trip was booked and about a week before the trip. That left only two pools, both of which are small and only one swim up bar. Our first full day the pool on the adult side with the swim up bar was closed until about 3 due to staff power washing the pavers on the walkway around the pool. The next day the pool was being cleaned so we were told we couldn’t sit around the bar area for a while. Give one pool was already closed for renovations, cleaning of the pool and pavers around the pool should have occurred before or after hours. Also, the beach and beach furniture was not kept up at all during our stay. It would have taken very little to clean the beach to make it more appealing for use. We had spa treatments which we really enjoyed. The views from the spa are wonderful and the staff is great. Dining at Oro (the only restaurant for which you have to make a reservation) was a real treat. And, breakfast every morning was really good and again the staff was very friendly. We went to the fish fry at Oistin’s but didn’t eat because the lines were long. But, there was a band and entertainment - it was a good vibe. Overall, besides the issues with the pools and the beach, I would recommend the O2 Beach Club and Spa

Reviewed on Sep 23, 2025

Concierge Collection at O2 Beach Club & Spa by Ocean Hotels

Concierge Collection at O2 Beach Club & Spa by Ocean Hotels

5 out of 5
Price was $7,769, price is now $3,884 per person
$3,884
per person
Nov 27 - Dec 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
9/10 Wonderful! (36 reviews)
The staff was exceptionally friendly and professional. Location is great if you want peace and quiet; it’s not near too many other resorts. There are clubs nearby, outdoor which allows you to enjoy the outdoor air and environment. You have to take a taxi to go from the resort to downtown or walk maybe quarter a mile to bus transportation, which was easy to use.

Reviewed on Sep 15, 2025

Luxury Collection at Sea Breeze Beach House by Ocean Hotels

Luxury Collection at Sea Breeze Beach House by Ocean Hotels

4.5 out of 5
Save 100% on your flight
Price was $7,889, price is now $4,780 per person
$4,780
per person
Nov 27 - Dec 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
8.6/10 Excellent! (92 reviews)
My room looked exactly like the pics advertised

Reviewed on Oct 6, 2025

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Checker Hall Hotel Deals

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
Fully refundableReserve now, pay when you stay
$575 nightly
The price is $642 total per night from Oct 15 to Oct 16
$642 total
Oct 15 - Oct 16
Total with taxes and fees
7.6/10 Good! (509 reviews)
"Loved it"

Reviewed on Oct 3, 2025

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
Hilton Barbados Resort

Hilton Barbados Resort

4.5 out of 5
Needhams Point, Bridgetown
Fully refundableReserve now, pay when you stay
$263 nightly
The price is $296 total per night from Oct 15 to Oct 16
$296 total
Oct 15 - Oct 16
Total with taxes and fees
8.2/10 Very Good! (1,006 reviews)
"Staff was courteous"

Reviewed on Oct 8, 2025

Hilton Barbados Resort
The Crane Resort

The Crane Resort

4.5 out of 5
Crane, Diamond Valley, St. Philip
Fully refundableReserve now, pay when you stay
$374 nightly
The price is $420 total per night from Nov 12 to Nov 13
$420 total
Nov 12 - Nov 13
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
"we did not receive any VIP access. I didn't realize this was something we had to request!! I believe we should have received a daily food credit which was not offered! we ate at the restaurants / ice cream shop daily and received no credit or discount. We were changed for a meal on 9/18/25 when we ..."

Reviewed on Sep 30, 2025

The Crane Resort
See all 3,495 properties in Checker Hall
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.

Checker Hall Essential Information

Language
English
Currency
Barbadian dollars
Closest Airport
Grantley Adams Intl. Airport (BGI)
Max Temp Winter
80ºF
Max Temp Summer
80ºF

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Frequently asked questions

How much does a Checker Hall vacation package cost?
Offering great value package deals from $1,401 on Expedia, you'll be thrilled with how little a vacation to Checker Hall costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Checker Hall?
September, November and December are the best times to look for cheap Checker Hall vacation packages. Traveling in quieter periods means you'll typically find reduced prices on flights and hotels.
How many days is enough for Checker Hall?
Usually, a handful of days is enough to visit the major attractions during your Checker Hall vacation. However, if you want to have more time to relax or go on day trips, consider extending your itinerary.
How to find the best Checker Hall package deals?
Bagging a cheap Checker Hall package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, add a few filters and browse what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most economical Checker Hall package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Checker Hall vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and hotels individually. Better still, you can customize your Checker Hall getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Checker Hall?
If you have your Checker Hall vacation dates confirmed, book as early as you can to grab some outstanding deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Checker Hall?

  1. Choose your travel dates: The things you'd like to do in Checker Hall and your preferred season will help you decide when to go.
  2. Budget wisely: As well as the price of your hotel, you'll need to factor in other expenses too. These include flights, food and transportation. Also, put aside a little extra for unexpected costs that could crop up during your trip to Checker Hall.
  3. Discover Checker Hall with Expedia's trip planning tool: Gain insights into the top attractions and best stays for your trip to Checker Hall. You can also save your must-visit places, collaborate with family and friends and manage your plans in one place.
  4. Determine how many days away: Start by making a list of all the attractions you want to experience in Checker Hall. Then, estimate how long you'll need at each, along with any travel time.
  5. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to find a Checker Hall vacation package that brings all your bookings together.
  6. Add on excursions and experiences: Have a look at our travel guide to find some awesome things to do in Checker Hall. Book tickets or make reservations in advance to save time and avoid the stress of looking for activities once you arrive.

Does Expedia offer Book Now, Pay Later Checker Hall vacation packages?
Jet off on your perfect trip to Checker Hall with help from Expedia's Book Now, Pay Later vacations. No need to save like crazy or wait until your next paycheck — we've teamed up with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans allow you to split the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to budget for your trip and snap up bargains while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.