Vineyard Holidays

Book a Hotel + Flight or Car together to unlock savings

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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Indigo Bay

If you're looking for some top things to see and do in Indigo Bay and surrounding area, you can visit Little Bay Beach and Indigo Beach.

Find hotels in Indigo Bay

Top hotels in Vineyard

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 4.893.655 ₫ per night from 1 Oct to 2 Oct
4.893.655 ₫
5.921.323 ₫ total
1 Oct - 2 Oct
includes taxes & fees
7.8/10 Good! (2,613 reviews)
"Everything was great!"

Reviewed on 24 Sept 2025

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 2.719.087 ₫ per night from 22 Oct to 23 Oct
2.719.087 ₫
3.262.904 ₫ total
22 Oct - 23 Oct
includes taxes & fees
8.8/10 Excellent! (1,356 reviews)
"Very nice over looking view of the water ! I love it.. walking distance to almost everything it’s just that hill going down from the hotel lol! Pretty decent walk from the hotel to the strip.. The only other thing that was concerning was that there were a few roaches in the kitchen during our stay.. ..."

Reviewed on 26 Sept 2025

Simpson Bay Resort, Marina & 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 2.343.266 ₫ per night from 5 Oct to 6 Oct
2.343.266 ₫
3.153.508 ₫ total
5 Oct - 6 Oct
includes taxes & fees
9/10 Wonderful! (1,249 reviews)
"I loved everything - my room, the view, the beach"

Reviewed on 25 Sept 2025

Hilton Vacation Club Flamingo Beach St. Maarten
See all 3,560 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 1null000null000 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.

Popular places to visit

Great Bay Beach

Great Bay Beach

If a restful holiday is part of your travel plans, Great Bay Beach might be the perfect place to visit during your trip to Philipsburg. Visit the shops and top-notch restaurants in this romantic area.

Great Bay Beach
Philipsburg Boardwalk

Philipsburg Boardwalk

Philipsburg Boardwalk is just one of the places to see in Philipsburg, so why not enjoy the other things to explore during your travels? Stroll along the area's beaches or simply enjoy its restaurants.

Philipsburg Boardwalk
Fort Amsterdam featuring building ruins, a castle and military items

Fort Amsterdam

You can find out about the history of Little Bay with a trip to Fort Amsterdam. Stroll along the seaside in this romantic area or visit its top-notch restaurants.

Fort Amsterdam