Weston Vacations from $1,172

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Your Weston Vacation

Prepare to experience Weston on your own terms with a custom Weston vacation package! Discovering the charms of this interesting city is simpler with a base in a neighborhood such as Upper Carlton, which is good for walking, among many other things. You'll want to go sightseeing during your trip to Weston. Make time for top attractions such as Sandy Lane Beach, Paynes Bay Beach and Holetown Beach. A couple of quick clicks is all it takes to put together the ideal Weston vacation on Expedia.

The Latest Weston vacation packages

Price found within the past 48 hours. Click for updated prices.
Sea Symphony Villa

Sea Symphony Villa

3.5 out of 5
Save 100% on your flight
Price was $2,026, price is now $1,172 per person
$1,172
per person
Jun 20 - Jun 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Bridgetown (BGI)
8.6/10 Excellent! (11 reviews)
The staff was wonderful, chef made delicious Bajan meals, very accommodating and pleasant stay…will definitely be back- thank you for a relaxing stress free birthday vacation!

Reviewed on Aug 6, 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 $7,792, price is now $3,609 per person
$3,609
per person
Jul 2 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
8.8/10 Excellent! (39 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

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

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

4 out of 5
Price was $3,631, price is now $1,773 per person
$1,773
per person
Jul 29 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
8/10 Very Good! (499 reviews)
Nice, clean and quiet resort. Perfect for relaxing. Beautiful views and great options for activities.

Reviewed on May 11, 2026

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
Price was $4,386, price is now $2,277 per person
$2,277
per person
Jul 2 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
8.6/10 Excellent! (106 reviews)
Clean and amazing Staff

Reviewed on Dec 31, 2025

Saint Peter's Bay

Saint Peter's Bay

5 out of 5
Save 100% on your flight
Price was $3,816, price is now $2,243 per person
$2,243
per person
Jul 2 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
9.4/10 Exceptional! (151 reviews)
Our stay in the Hawksbill Penthouse was an absolute dream vacation. The suite was incredibly spacious and beautifully appointed, and the photos simply could not capture the breathtaking beauty of the outdoor dining area overlooking the ocean. The pool was peaceful and relaxing, the restaurant offered fantastic food and exceptional service, and the beach was absolutely perfect. Every aspect of our stay exceeded expectations, and we can’t wait to return.

Reviewed on May 8, 2026

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Weston Hotel Deals

Hilton Barbados Resort

Hilton Barbados Resort

4.5 out of 5
Needhams Point Bridgetown
Fully refundableReserve now, pay when you stay
$275 nightly
The price is $310 total per night from Jun 5 to Jun 6
$310 total
Jun 5 - Jun 6
Total with taxes and fees
8.4/10 Very Good! (1,014 reviews)
On the positive side, the location is gorgeous, the staff very polite and friendly, the rooms and balconies good size, there is ample free parking, and the Cuppa Cafe "grab and go" was quite good. On the not-so-positive side, the furnishings are "tired" and could really use an update, the bathroom ...

Reviewed on May 11, 2026

Hilton Barbados Resort
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 May 20 to May 21
$202 total
May 20 - May 21
Total with taxes and fees
8.6/10 Excellent! (537 reviews)
We had a room with our own pool and ocean views. We really enjoyed our large patio. As one of us is vegan it was great to have our own kitchen. The yoga class was excellent. Zen restaurant has very good sushi and Thai food. We will definitely come again.

Reviewed on May 11, 2026

Hilton Grand Vacations Club The Crane Barbados
The Crane Resort

The Crane Resort

4.5 out of 5
Crane Diamond Valley St. Philip
Fully refundableReserve now, pay when you stay
$366 nightly
The price is $412 total per night from May 14 to May 15
$412 total
May 14 - May 15
Total with taxes and fees
8.6/10 Excellent! (1,000 reviews)
I loved the property

Reviewed on May 10, 2026

The Crane Resort
See all 3,494 properties in Weston
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.

Find the Best Weston Vacation Packages

Weston Essential Information

Language
English
Currency
Barbadian dollars
Closest Airport
Grantley Adams Intl. Airport (BGI)
Max Temp Winter
80ºF
Max Temp Summer
80ºF
Top Sights
Sandy Lane Beach, Paynes Bay Beach and Holetown Beach

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Frequently asked questions

How much does a Weston vacation package cost?
You'll find cheap prices from $1,172 on Expedia for your Weston escape. However, a range of factors like the season, choice of hotel and length of stay will influence how much your vacation to Weston costs.
What are the cheapest months to go to Weston?
If you're hoping to book a cheap Weston vacation package, consider visiting in April, October and November. You're likely to find lower prices on flights and accommodations during these months — ideal for budget-conscious travelers.
How many days is enough for Weston?
Generally, a handful of days is enough to see the main attractions during your Weston vacation. However, if you prefer to have time to rest or go on day trips, consider extending your itinerary.
How to find the best Weston package deals?
Finding a cheap Weston package deal is a breeze with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, add some filters and see what's available. You can customize your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most economical Weston package deals. Want a simple trick to get 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 Weston vacation as a package?
You can enjoy significant savings on your Weston retreat by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to browse the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Weston?
If you're planning a spur-of-the-moment Weston trip, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Weston?

  1. Choose when to go: Check your schedule and get packing. Your preferred season and the type of activities on offer will also help you decide when to visit Weston.
  2. Figure out your budget: Make sure you have enough money to pay for everything from transportation and food to activities and airfares. Your hotel will likely be the largest expense during your trip to Weston.
  3. Explore Weston using Expedia's trip planning tool: Gain insights into the most popular attractions and best properties for your trip to Weston. You can also save your favorite places, collaborate with family and friends and manage your plans in one place.
  4. Decide how long to go for: Now that you're more familiar with Weston, you can work out the right length of your vacation. Put together a rough plan and allocate enough time for all the things you want to do.
  5. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to find a Weston vacation package that brings all your bookings together.
  6. Add on experiences and excursions: Take a look at our travel guide to find some incredible things to do in Weston. Book tickets or make reservations as soon as you can to save time and skip the hassle of trying to find activities when you arrive.

Does Expedia offer Book Now, Pay Later Weston vacation packages?
If you're anything like us, you love going away but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Weston vacation over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.