Vineyard Holidays

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Our guide on where to stay in Vineyard

Find the best Vineyard areas and neighborhoods for the activities you enjoy most. Learn more about Vineyard
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Downtown Philipsburg

3 out of top 10 points of interest in this area

If you're spending some time in Downtown Philipsburg, Sint Maarten Park and Great Bay Beach are top sights worth seeing.

Find hotels in Downtown Philipsburg

Our pick of the best 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 Lowlands
The price is NZ$668 per night from 25 Nov to 26 Nov
NZ$668
25 Nov - 26 Nov
includes taxes & fees
7.8/10 Good! (2,702 reviews)
Great stay! I came to see the planes land and take off over Maho Beach. The entire staff was courteous and attentive. Although the stand out was Carlos he was only at the Oasis bar one day but remember us the rest of our stay and always asked if there was anything he could do to make it better. May ...

Reviewed on 13 Nov 2025

Sonesta Maho Beach All Inclusive Resort Casino & Spa
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

4 out of 5
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
Fully refundableReserve now, pay when you stay
The price is NZ$211 per night from 10 Dec to 11 Dec
NZ$211
10 Dec - 11 Dec
includes taxes & fees
9/10 Wonderful! (1,336 reviews)
Courteous staff and extremely comfortable room, very spacious and clean

Reviewed on 12 Nov 2025

Hilton Vacation Club Flamingo Beach St. Maarten
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road Simpson Bay
Fully refundable
The price is NZ$649 per night from 1 Dec to 2 Dec
NZ$649
1 Dec - 2 Dec
includes taxes & fees
8.8/10 Excellent! (1,866 reviews)
Clean room location staff was friendly and informative pool area was nice

Reviewed on 13 Nov 2025

The Morgan Resort Spa Village
See all 3,522 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 holiday 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 holiday 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 holiday?
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 holiday 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 organising a ritzy city getaway or a low-cost family break, take a look at our holiday packages today.
Can I choose my airline with a Vineyard Expedia holiday 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 holiday package?
If your holiday 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

Guana Bay Beach featuring cuddly or friendly animals, a coastal town and a sandy beach

Guana Bay Beach

Enjoy this peaceful paradise without the crowds and surf or swim in the warm Caribbean ocean.

Guana Bay Beach

Little Bay Beach

If a restful holiday is part of your travel plans, Little Bay Beach might be the perfect place to visit during your trip to Philipsburg. Amble around this romantic area's seaside and enjoy its top-notch restaurants.

Little Bay Beach

Activities

Sky Explorer and Flying Dutchman

Sky Explorer and Flying Dutchman

NZ$189
per adult
74% of travellers recommend
Sky Explorer and Flying Dutchman
Tango Sunset Dinner Cruise

Tango Sunset Cruise with Caribbean Dinner & Open Bar

NZ$148
per adult
94% of travellers recommend
Tango Sunset Cruise with Caribbean Dinner & Open Bar
High-Speed Ferry to St. Barths

High-Speed Ferry to St. Barths

NZ$130
per adult
76% of travellers recommend
High-Speed Ferry to St. Barths
See all activities in Philipsburg
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.