Woodlands Vacations from $620

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Your Woodlands Vacation

Book a custom vacation package to Woodlands and prepare to experience this amazing city however you like. Consider staying in the neighborhood of Salem, which is good for nature and a whole lot more. Make sure to do some sightseeing during your trip to Woodlands. Woodlands Beach and Lime Kiln Beach are some favorite attractions to visit. Your ultimate Woodlands vacation is only clicks away. Search airfares, hotels and more on Expedia for an adventure that's tailored just for you.

The Latest Woodlands vacation packages

Price found within the past 48 hours. Click for updated prices.
Chez Mango Villas

Chez Mango Villas

3.5 out of 5
Price was $813, price is now $620 per person
$620
per person
May 15 - May 22
found 11 hours ago
Roundtrip flight included
Philipsburg (SXM) to Plymouth (MNI)
7.4/10 Good! (28 reviews)
Very good location, clean room, everything that was needed was in the room. Very friendly people

Reviewed on Mar 23, 2026

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Discover the most popular places to visit in Woodlands

Woodlands Beach

Why not spend a carefree afternoon at Woodlands Beach during your travels in Woodlands?

Woodlands Beach

Woodlands Hotel Deals

Secluded 2 Bedroom Villa With Breathtaking Views Over the Caribbean Sea

Secluded 2 Bedroom Villa With Breathtaking Views Over the Caribbean Sea

Woodlands St Peter Parish
8.4/10 Very Good! (17 reviews)
Great location, close to beach, quiet and private. Nice covered veranda. Great view. Property manager, Yvette, was very helpful and available. Nice cleaning person with service included in rent.

Reviewed on Mar 2, 2026

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Secluded 2 Bedroom Villa With Breathtaking Views Over the Caribbean Sea
Oceanfront luxury - 4 beds, AC, 3 bedrooms, king bed, WiFi, gated

Oceanfront luxury - 4 beds, AC, 3 bedrooms, king bed, WiFi, gated

Woodlands Saint Peter Parish
10/10 Exceptional! (17 reviews)
Entering the home, you are instantly greeted with a view through the glass doors to the pool and the Caribbean Sea beyond. The family room is bright and spacious, leading either to the master bedroom and bath to the left, the two remaining bedrooms and bath to the right, or the indoor dining and ...

Reviewed on Feb 13, 2026

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Oceanfront luxury - 4 beds, AC, 3 bedrooms, king bed, WiFi, gated
Tranquil island escape with stunning ocean view.

Tranquil island escape with stunning ocean view.

Woodlands monsterrat
8.8/10 Excellent! (8 reviews)
Mrs L Bagshaw
family stayed and we all had our own individual space, the villa was perfect, the view over looking the ocean was superb if there was any criticism it’s just in need of a little upgrade but that doesn’t stop me giving it a 5* rating

Reviewed on May 11, 2025

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Tranquil island escape with stunning ocean view.
See all 41 properties in Woodlands
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 Woodlands Vacation Packages

Woodlands Beach Vacation

Listen to the waves crashing onto the shore and stare out over the shimmering waters on your Woodlands vacation. If you're in need of some time out, a trip to Woodlands is your ticket to rest and relaxation. We have a great range of Woodlands packages to select from. Snap up one close to Woodlands Beach, just 0.3 miles (0.5 km) from the center of town, and live out your vacation dreams without blowing your budget.

Woodlands Essential Information

Language
English
Currency
East Caribbean dollars
Closest Airport
Plymouth (MNI-Geralds Field)

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Frequently asked questions

How much does a Woodlands vacation package cost?
You'll find cheap prices from $620 on Expedia for your Woodlands break. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Woodlands costs.
What are the cheapest months to go to Woodlands?
September, November and December are the best times to look for cheap Woodlands vacation packages. Opting to travel in quieter periods means you can typically find reduced prices on accommodations and flights.
How many days is enough for Woodlands?
With a well-organized schedule, you can easily tick off the main Woodlands attractions in a few days. But if you want to explore off the beaten track or take day trips, think about booking your Woodlands vacation for longer.
How to find the best Woodlands package deals?
Use Expedia's filters to find some of the best Woodlands package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Woodlands package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Woodlands vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component separately. And you'll still enjoy the flexibility to create a customized Woodlands vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Woodlands?
If you're planning an impromptu Woodlands getaway, 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 land incredible deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Woodlands vacation packages?
Secure your dream getaway to Woodlands with our Book Now, Pay Later vacations. No need to save like crazy or wait for payday — we've partnered with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans allow you to spread the total cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to stick to your budget 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.