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
A coastal town with buildings, a clear blue sea, and mountains in the background.

Downtown Philipsburg

3 out of top 10 points of interest in this area

If you're spending some time in Downtown Philipsburg, Great Bay Beach and Front Street District are top sights worth seeing.

Find hotels in Downtown Philipsburg

Top hotels in Vineyard

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 13.132.854 ₫ per night from 11 Aug to 12 Aug
13.132.854 ₫
15.891.937 ₫ total
11 Aug - 12 Aug
includes taxes & fees
9/10 Wonderful! (2,292 reviews)
"The property was in an excellent location. Best location on the entire island with wonderful views of the ocean and watching the airplanes land. Great views from the 5th floor veranda. The food at the Hotel was expensive but pretty good. The food was better at both nearby restaurants. The SandBar ..."

Reviewed on 22 Jul 2026

The Morgan Resort Spa Village
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 12.068.028 ₫ per night from 19 Aug to 20 Aug
12.068.028 ₫
14.602.313 ₫ total
19 Aug - 20 Aug
includes taxes & fees
8/10 Very good! (3,067 reviews)
"The trip and property were amazing! The staff were helpful. Food needs an upgrade, but not enough to keep me from visiting again."

Reviewed on 22 Jul 2026

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 7.479.448 ₫ per night from 13 Aug to 14 Aug
7.479.448 ₫
8.975.337 ₫ total
13 Aug - 14 Aug
includes taxes & fees
9/10 Wonderful! (1,890 reviews)
"Pleasant stay"

Reviewed on 21 Jul 2026

Simpson Bay Resort, Marina & Spa
See all 3,641 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.