Vineyard
Philipsburg
Visit Vineyard
Things to do
Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line
$159
per adult
90% of travellers recommend
Tango Sunset Cruise with Caribbean Dinner & Open Bar
$77
per adult
94% of travellers recommend
Mambo Catamaran Cruise to Rendezvous Bay Anguilla with Lunch
$135
per adult
86% of travellers recommend
St Maarten Flying Dutchman Ultimate Adventure
$129
per adult
Vineyard Hotel Deals
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
$198 nightly
The price is $207 total per night from Oct 21 to Oct 22
$207 total
Oct 21 - Oct 22
Total with taxes and fees
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...
9/10 Wonderful! (2,122 reviews)
"Good location, good size room, nice beach. Very large resort like property"
Reviewed on Oct 18, 2026
The Morgan Resort Spa Village
2 Beacon Hill Road Simpson Bay
$503 nightly
The price is $525 total per night from Oct 20 to Oct 21
$525 total
Oct 20 - Oct 21
Total with taxes and fees
Book a stay at this spa resort in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. ...
Sonesta Maho Beach All Inclusive Resort Casino & Spa
1 Rhine Road Lowlands
$333 nightly
The price is $403 total per night from Oct 21 to Oct 22
$403 total
Oct 21 - Oct 22
Total with taxes and fees
Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maho Beach ...
Oyster Bay Beach Resort
10 Emerald Merit Rd Oyster Pond
$174 nightly
The price is $183 total per night from Oct 20 to Oct 21
$183 total
Oct 20 - Oct 21
Total with taxes and fees
Book a stay at this spa resort in Oyster Pond. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff in our ...
9/10 Wonderful! (1,007 reviews)
"We have returned to oyster Bay over and over again during the last 30 years. The staff are amazing and helpful the property is maintained very well , they have increased the choices of restaurants and the spa is also excellent !"
Reviewed on Oct 17, 2026
The Villas at Simpson Bay Resort
Billy Folly Road No. 37A Simpson Bay
$228 nightly
The price is $237 total per night from Oct 20 to Oct 21
$237 total
Oct 20 - Oct 21
Total with taxes and fees
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...
9.2/10 Wonderful! (1,583 reviews)
"Will be be back"
Reviewed on Oct 17, 2026
Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
$135 nightly
The price is $142 total per night from Oct 26 to Oct 27
$142 total
Oct 26 - Oct 27
Total with taxes and fees
Book a stay at this beach resort in Simpson Bay. Enjoy free parking, a beach locale, and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (1,799 reviews)
"Great property, staff were even better! I will be back!"
Reviewed on Oct 17, 2026
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.
Where to stay in Vineyard
Find the best Vineyard areas and neighborhoods for the activities you enjoy most.
Downtown Philipsburg
While visiting Downtown Philipsburg, you might make a stop by sights like Great Bay Beach and Front Street District.
Indigo Bay
While Indigo Bay isn't home to many top sights, Little Bay Beach and Indigo Beach are some notable places to visit nearby.
Photo by Bill Dillard
Open Photo by Bill Dillard
Point Blanche
While visiting Point Blanche, you might make a stop by sights like Port of St. Maarten and Harbour Point Village.
Belair
While Belair isn't home to many top sights, Little Bay Beach and Great Bay Beach are some notable places to visit nearby.
Sucker Garden
Sucker Garden might not have many top sights, but Guana Bay Beach and Dawn Beach are two attractions nearby that you can check out.
