Vineyard Vacations

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Where to stay in Vineyard

Find the best Vineyard areas and neighborhoods for the activities you enjoy most. Learn more about Vineyard
Philipsburg showing zoo animals and bird life

Downtown Philipsburg

3 out of top 10 points of interest in this area

While visiting Downtown Philipsburg, you might make a stop by sights like Sint Maarten Park and Great Bay Beach.

Find hotels in Downtown Philipsburg

Vineyard Hotel Deals

Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4 out of 5
1 Rhine Road, Maho Bay, Lowlands
The price is ₩288,983 per night from Sep 1 to Sep 2
₩288,983
₩349,669 total
Sep 1 - Sep 2
includes taxes & fees
Sonesta Maho Beach All Inclusive Resort Casino & Spa
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is ₩141,792 per night from Sep 8 to Sep 9
₩141,792
₩170,151 total
Sep 8 - Sep 9
includes taxes & fees
8.8/10 Excellent! (1,283 reviews)
"It was kids friendly and very accommodating"

Reviewed on Aug 28, 2025

Simpson Bay Resort, Marina & Spa
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is ₩297,878 per night from Sep 1 to Sep 2
₩297,878
₩396,165 total
Sep 1 - Sep 2
includes taxes & fees
The Morgan Resort Spa Village
See all 3,598 properties in Vineyard
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.

Frequently asked questions

How much does a Vineyard vacation package cost?
Get set to book, because a trip to Vineyard starts from an enticing . When you bundle your flights, hotels and more into a package, you'll pick up the biggest deals.
How do I get a cheap travel package to Vineyard?
Crafting your own Vineyard vacation package with Expedia is such a simple way to save. We have over 550 partner airlines and 1,000,000 hotel options across the globe. With such an amazing range to pick from, you'll have no issues pulling together your perfect adventure.
Where should I stay in Vineyard?
If you plan to visit Guana Bay Beach, maximize your time sightseeing and book a hotel room nearby. It's one of the top attractions in this area.
What are the top hotels in Vineyard?
When it comes to comfy and convenient places to stay in Vineyard, you can't go past Apartment With 4 Bedrooms In Philipsburg. Take a look at its deals and pick up a great price.
How far in advance should I book my Vineyard vacation?
Browse Expedia to compare international flights ASAP. In many cases, you can purchase a seat up to a year before departure. If you don't see your preferred carrier, or you're booking late, don't despair. The lowest prices to Vineyard sometimes occur a few weeks before departure.
What does an Expedia Vineyard travel package include?
That depends on what kind of getaway you're thinking about. Vineyard vacation deals can include hotels, car rentals and flights. You can mix and match to find the travel package that suits you. You can also add on activities and experiences after you've booked to get even bigger discounts.
What should I know before booking a Vineyard travel package?
You'll score terrific savings when you bundle your hotels, flights and rental cars into a travel package. Plus, booking everything together just makes things easier. So why waste time or money? Whether you're organizing a ritzy city getaway or a low-cost family break, take a look at our vacation packages today.
Can I choose my airline with a Vineyard Expedia vacation package?
You certainly can. Expedia has access to more than 550 airline partners around the world, so pick the carrier that's a good fit for your budget needs.
If I'm not able to travel, can I cancel my Vineyard vacation package?
If your vacation plans in Vineyard have been upended, it's comforting to know that you can amend or cancel your booking. If your booking was made less than 24 hours ago, you may be eligible to receive a refund. If your booking is older than that, your hotel, airline or car rental company may impose fees. To find out more, check our Customer Service Portal.

Discover the most popular places to visit in Vineyard

Fort Amsterdam showing building ruins, military items and a castle

Fort Amsterdam

The remains of the first Dutch military base in the Caribbean offer stunning views across the ocean and over the town of Philipsburg behind it.

Fort Amsterdam
Guana Bay Beach showing a sandy beach, tropical scenes and landscape views

Guana Bay Beach

The picturesque shores of this tranquil bay provide a great opportunity to escape the crowds and jump in the crystal clear water for surfing or swimming.

Guana Bay Beach

Cyrus Wathey Square

Explore the lovely green spaces of Cyrus Wathey Square and enjoy the boating in Philipsburg. Check out the shops and top-notch restaurants in this romantic area.

Cyrus Wathey Square
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.