Weston Vacations from $1,255

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

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

4 out of 5
Price was $2,702, price is now $1,255 per person
$1,255
per person
Nov 12 - Nov 17
found 15 hours ago
Roundtrip flight included
New York (JFK) to Bridgetown (BGI)
8/10 Very Good! (414 reviews)
I had read a lot of reviews about this property and was a little apprehensive. But rest assured staff were great, decor and rooms are a little older but that is caribbean style and what the islands were about. food was tasty and freshly made with some good choices, drinks were heavily pourer and some great cocktails. overall great experience, i had a car so i would suggest you rent one as it is needed. i will be back again at the end of the year

Reviewed on Aug 15, 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 $3,842, price is now $1,810 per person
$1,810
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
8.8/10 Excellent! (178 reviews)
The room was really old and smelt of mold. It took more than 24 hours to sort it out. I was downgraded to a smaller and newer room, but had to pay extra. The rest of the staff by pool and resteraunts were really helpful and kind.

Reviewed on Aug 14, 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 $3,899, price is now $1,863 per person
$1,863
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
8.8/10 Excellent! (35 reviews)
Oceanfront room decor was great! Wristband double as room key. Turndown service inconsistent & liquor in room could be tailored to guess preference. Beach should be clean more frequently. Needs entertainment. Snacks are readily available. Ice cream shop would've been nice.

Reviewed on Jul 30, 2025

Sea Breeze Beach House by Ocean Hotels - All Inclusive

Sea Breeze Beach House by Ocean Hotels - All Inclusive

4 out of 5
Price was $2,571, price is now $1,280 per person
$1,280
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Bridgetown (BGI)
8.4/10 Very Good! (347 reviews)
This hotel is one if not the best in Barbados. The staff are there to help at a moments notice and our ambassador Fabian was outstanding. If we needed anything he was right there to help even on his day off. This was auch a great experience, i would definitely recommend Sea Breeze to everyone. We will definitely be going back

Reviewed on Aug 26, 2025

The Sands Barbados All Inclusive

The Sands Barbados All Inclusive

4 out of 5
Save 100% on your flight
Price was $2,936, price is now $1,638 per person
$1,638
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Bridgetown (BGI)
8/10 Very Good! (101 reviews)
Check-in was awful! Chec-in at the hotel starts at 4, so why was our room not ready until 6PM? We waited at the reception for 2 hours, very ridiculous! When we did get given the room it was awful so they swapped us to a lovely room. However, check-in was particularly appaling, a lot of waiting and faffing

Reviewed on Aug 9, 2025

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Weston Hotel Deals

Lantana Resort by Island Villas

Lantana Resort by Island Villas

3.5 out of 5
Weston, Weston, St. James
8.4/10 Very Good! (93 reviews)
"The property was gated and close to the beaches and restaurants. The pool was clean and nice to use. Our condo was very comfortable with great views."

Reviewed on Aug 7, 2025

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Lantana Resort by Island Villas
Hilton Barbados Resort

Hilton Barbados Resort

4.5 out of 5
Needhams Point, Bridgetown
Fully refundableReserve now, pay when you stay
$264 nightly
The price is $298 total per night from Sep 14 to Sep 15
$298 total
Sep 14 - Sep 15
Total with taxes and fees
8.2/10 Very Good! (1,002 reviews)
"Overall a great property. The amenities were really good and the overall experience was very good. I would have given them 5 stars but there were several cases with being miss charged at restaurants or strange issues with not getting what was ordered."

Reviewed on Aug 22, 2025

Hilton Barbados Resort
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
$453 nightly
The price is $508 total per night from Aug 28 to Aug 29
$508 total
Aug 28 - Aug 29
Total with taxes and fees
7.6/10 Good! (476 reviews)
"Pros: Amazing hotel, room cleanliness and spacious, food delicious, staff extremely helpful and nice. Cons: Only one real restaurant to pick from outside of the buffet, transportation is costly to get around, hotel is fairly far from the attractions."

Reviewed on Aug 20, 2025

Wyndham Grand Barbados Sam Lords Castle All Inclusive Resort
See all 3,449 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.

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Frequently asked questions

How much does a Weston vacation package cost?
You'll find cheap prices from $1,255 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.