Westmoreland Vacation Packages

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Your Westmoreland Vacation

Take the hassle out of travel planning by booking a Westmoreland vacation package. A great neighborhood to stay in this amazing city is Upper Carlton, which is great for walking and much more. If your trip to Westmoreland includes some sightseeing, hit up popular attractions like Sandy Lane Beach, Paynes Bay Beach and Holetown Beach. No matter your travel plans or the size of your budget, organizing a tailored Westmoreland vacation is a cinch with Expedia.

Top Westmoreland Vacation Deals

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
per person
Aug. 23 - Aug. 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Bridgetown (BGI)
8.6/10 Excellent! (1,002 reviews)
I enjoyed the Japanese restaurant, the Jacuzzi in the bedroom and view of ocean. The conveniency of shopping on the promise with shops and Silver Dawn.

Reviewed on Jun. 7, 2024

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

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

4 out of 5
per person
Aug. 23 - Aug. 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Bridgetown (BGI)
7.8/10 Good! (300 reviews)
My hubby & i enjoyed our stay. The staff was kind & friendly. The food was great!

Reviewed on Jun. 6, 2024

O2 Beach Club & Spa by Ocean Hotels - All Inclusive

O2 Beach Club & Spa by Ocean Hotels - All Inclusive

5 out of 5
per person
Aug. 18 - Aug. 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Bridgetown (BGI)
9.2/10 Wonderful! (103 reviews)
Amazing stay at O2. Here I became a fiancée. Can’t wait to return

Reviewed on May 20, 2024

Sea Breeze Beach House by Ocean Hotels - All Inclusive

Sea Breeze Beach House by Ocean Hotels - All Inclusive

4 out of 5
Save 100% on your flight
per person
Aug. 23 - Aug. 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Bridgetown (BGI)
8.4/10 Very Good! (249 reviews)
overall the place is good. unfortunately we the breakfast is disappointing, since it’s the same old breakfast everyday with maybe one new thing. great for someone who wants an english breakfast everyday. The three bedroom was amazing best room i’ve had. the staff was either amazing or not so much. Some were so happy and overall nice and some seemed like it was kinda a burden helping you. despite tipping them regularly. that and breakfast was slightly disappointing. the area however is beautiful. and the ocean is clear as day. pools aren’t big so if you expect like a dominican feel resort this isn’t it.

Reviewed on May 17, 2024

Cobblers Cove - Barbados

Cobblers Cove - Barbados

5 out of 5
Save 100% on your flight
per person
Aug. 23 - Aug. 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Bridgetown (BGI)
9.4/10 Exceptional! (116 reviews)
Decor was superb. Hospitality on-point. Thank you!

Reviewed on Apr. 25, 2024

Westmoreland 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, Harrismith
Fully refundableReserve now, pay when you stay
The price is CA $454 per night from Jun. 10 to Jun. 11
CA $454
CA $565 total
includes taxes & fees
Jun 10 - Jun 11
7.8/10 Good! (158 reviews)
"I liked that the front desk receptionist Vanessa was very kind and helpful. Not to mention, Vanessa helped with anything we needed. The Castle restaurant has the best food and service from great staff such as the hostess Khadija, server Elroy, server Brandon, server Desma, and server Karen. Furthermore, ..."

Reviewed on Jun. 6, 2024

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
The price is CA $326 per night from Jul. 2 to Jul. 3
CA $326
CA $398 total
includes taxes & fees
Jul 2 - Jul 3
8.2/10 Very Good! (1,001 reviews)
"Relaxing"

Reviewed on Jun. 2, 2024

Hilton Barbados Resort
Sugar Bay Barbados - All Inclusive
Sugar Bay Barbados - All Inclusive
4 out of 5
Garrison Historic Area, Hastings
The price is CA $570 per night from Jun. 14 to Jun. 15
CA $570
CA $678 total
includes taxes & fees
Jun 14 - Jun 15
8.8/10 Excellent! (948 reviews)
"The staff were pleasant and was always willing to provide assistance. Check in was quick and the room are comfortable and had a good decor. The main dinning area was clean and food options were very good. The broadwalk was a short walk away to other shops an local restaurants. We certainly enjoyed ..."

Reviewed on Jun. 3, 2024

Sugar Bay Barbados - All Inclusive
See all 3,571 properties in Westmoreland
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Westmoreland vacation package cost?
Go from looking to booking with our Westmoreland vacation packages, which start from a low CA $1,690. Pick the hotels and flights that suit your travel plans. Then, add on one or two tours or activities for an incredible adventure.
How do I get a cheap travel package to Westmoreland?
Booking a Westmoreland vacation package with Expedia is a smart way to save. We offer access to over 550 partner airlines and 1,000,000 hotels spread across the globe. With such an extensive range to select from, you’ll have no issues pulling together your next dream escape.
Where should I stay in Westmoreland?
A getaway to Westmoreland wouldn’t be complete without checking out Holetown Beach, Sandy Lane Country Club Golf Course and Royal Westmoreland Golf Course. Spend your nights near these sights and make sightseeing simple.
What are the top hotels in Westmoreland?
Book a room at Royal Westmoreland - Happy Days By Blue Sky Luxury. It’s one of this area’s most sought-after hotels. Another top option in Westmoreland is Royal Westmoreland - Tradewinds By Redawning.
How far in advance should I book my Westmoreland vacation?
It can be difficult to know when is the perfect time to book your trip to Westmoreland. But generally the earlier you book, the more affordable the prices. In some cases, you can book your flights and hotels up to 12 months before departure. If you’re considering a last-minute getaway, no need to fret! There are plenty of fantastic bargains featured on Expedia every single day.
What does an Expedia Westmoreland travel package include?
Flights, hotels and rental cars, or any combination of them — it’s your pick! Whether you’re visiting Westmoreland with the entire family or adventuring with your friends, there’s a bundle to match every budget and style. Once you’ve made your booking, why not add on one or two tours and experiences?
What should I know before booking a Westmoreland travel package?
Booking all the parts of your vacation together is a terrific way to save. Bundle your car rentals, airfares and hotels into a convenient little package. But hotels aren’t your only option. Expedia features all sorts of properties, including vacation rentals like mountain cabins and short-term homes. The list goes on!
Can I choose my airline with a Westmoreland Expedia vacation package?
Yes — and it’s easy too. Expedia has access to more than 550 partner airlines all over the world. Our vacation packages give you the flexibility to pick from available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my Westmoreland vacation package?
Don’t worry if you’re rethinking your Westmoreland vacation package — it’s possible to cancel or amend your booking. And if you’ve booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We know life can occasionally throw a spanner in the travel works, so look up our Customer Service Portal if that happens. When you’re ready to make changes, we’ll be here to help.

Discover the most popular places to visit in Westmoreland

Image for Royal Westmoreland Golf Course

Royal Westmoreland Golf Course

Play a round of golf in Westmoreland at Royal Westmoreland Golf Course, and enjoy other activities such as snorkeling. Wander the beautiful beaches or discover the area's beautiful sunsets.

Royal Westmoreland Golf Course

What to do in Westmoreland

Image for Barbados Full-day Private Tour

Barbados Full-day Private Tour

CA $345
Per adult
100% of travellers recommend
Barbados Full-day Private Tour
Image for The Real Barbados 6 hour Island Tour

The Real Barbados 6 hour Island Tour

CA $203
Per adult
100% of travellers recommend
The Real Barbados 6 hour Island Tour
See all activities in Westmoreland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.