Downtown Philipsburg Vacations from $626
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The Latest Downtown Philipsburg Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Sapphire Beach Club Resort
Maho
Save 100% on your flight
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
7/10 Good! (668 reviews)
Pool and access to beach was great. But hotel especially rooms were very unkept, some things were rusty, none of the jacuzzis worked.
Reviewed on Aug 11, 2025
The Villas at Simpson Bay Resort
Save 100% on your flight
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,220 reviews)
The property is within walking distance to restaurants, bars and lounges. There are several restaurants on site as well.
Reviewed on Aug 17, 2025
Holland House Beach Hotel
Downtown Philipsburg
Save 100% on your flight
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,001 reviews)
I loved the morning front desk staff (I wish I remembered her name). She was knowledgeable and a pleasure to talk to.
The food at the restaurant was delish and the atmosphere was a combination of vacation and corporate. Its like the ideal place for a business lunch even though I was not there on business 😀.
Highly recommend.
Reviewed on Aug 12, 2025
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Save 100% on your flight
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (949 reviews)
This property was very nice and astonishing. The area was quiet and lovely place to have a vacation at. The beds were so comfortable after a day of activities and excursions. The place is very peaceful and beautiful. The staff were amazing as well. The views were amazing. I would definitely recommend.
Reviewed on Aug 15, 2025
Where to stay in Downtown Philipsburg
Find the best Downtown Philipsburg areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Philipsburg
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.
Downtown Philipsburg Hotel Deals
Holland House Beach Hotel
Front Street 45, Philipsburg
Fully refundableReserve now, pay when you stay
$261 nightly
The price is $273 total per night from Aug 21 to Aug 22
$273 total
Aug 21 - Aug 22
Total includes taxes and fees
9/10 Wonderful! (1,002 reviews)
"I loved the morning front desk staff (I wish I remembered her name). She was knowledgeable and a pleasure to talk to. The food at the restaurant was delish and the atmosphere was a combination of vacation and corporate. Its like the ideal place for a business lunch even though I was not there on ..."
Reviewed on Aug 12, 2025
Seaview Beach Hotel
#85C Front Street, Philipsburg
Fully refundableReserve now, pay when you stay
$96 nightly
The price is $100 total per night from Aug 19 to Aug 20
$100 total
Aug 19 - Aug 20
Total includes taxes and fees
7.2/10 Good! (661 reviews)
"Can get better"
Reviewed on Aug 8, 2025
Horizon View Beach Hotel
Front Street, 49, Philipsburg
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $150 total per night from Aug 19 to Aug 20
$150 total
Aug 19 - Aug 20
Total includes taxes and fees
8/10 Very Good! (421 reviews)
"Thank you"
Reviewed on Aug 12, 2025
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.
Discover the most popular places to visit in Downtown Philipsburg
Museum of Sint Maarten
Discover where the native population originally came from and learn about major events in the island’s colonial, social and natural past.
Philipsburg Courthouse
Philipsburg Courthouse 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 beautiful beaches or visit the shops in this romantic area.
Yoda Guy Movie Exhibit
You can spend an afternoon exploring the galleries in Yoda Guy Movie Exhibit during your trip to Philipsburg. Amble around this family-friendly area's beautiful beaches and enjoy its top-notch restaurants.
Things to do
4-Hour Guided ATV/QUAD Tour of Sint Maarten/St. Martin
$120
per traveler
100% of travellers recommend
Hakuna Matata - St Maarten Catamaran day cruise
$149
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.