Philipsburg Vacations

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Where to stay in Philipsburg

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

Find hotels in Indigo Bay

Find the Best Philipsburg Vacation Packages

Philipsburg Hotel Deals

Divi Little Bay Beach Resort
Divi Little Bay Beach Resort
4 out of 5
Little Bay Road, Philipsburg
The price is SAR 1,668 per night from Mar 9 to Mar 10
SAR 1,668
SAR 2,068 total
includes taxes & fees
9 Mar - 10 Mar
8.4/10 Very Good! (1,008 reviews)
"Excellent grounds for scenery and ambience. Design of the buildings and resort hotel rooms were very attractive. Very tidy, clean resort grounds. Beach great for swimming, nice sand, enjoyable beach front patio restaurant. Shopping on site for groceries or otherwise was mediocre, although not expensive. ..."

Reviewed on 1 March 2025

Divi Little Bay Beach Resort
Holland House Beach Hotel
Holland House Beach Hotel
4 out of 5
Front Street 45, Philipsburg
The price is SAR 1,182 per night from Mar 25 to Mar 26
SAR 1,182
SAR 1,418 total
includes taxes & fees
25 Mar - 26 Mar
9/10 Wonderful! (1,004 reviews)
"This hotel is the best on the Dutch side of the island. It is in the heart of everything. Stores are outside the front door, the beach is outside the back door. The staff are exceptional, always made you feel welcome. The food and service in the restaurant are top notch. The hotel and rooms are very ..."

Reviewed on 28 February 2025

Holland House Beach Hotel
Oceans at Divi Little Bay
Oceans at Divi Little Bay
4 out of 5
Little Bay Road, Philipsburg, St. Maarten
The price is SAR 1,765 per night from Mar 5 to Mar 6
SAR 1,765
SAR 2,185 total
includes taxes & fees
5 Mar - 6 Mar
8.2/10 Very Good! (218 reviews)
"Perfect"

Reviewed on 3 March 2025

Oceans at Divi Little Bay
See all 3,562 properties in Philipsburg
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 Philipsburg vacation package cost?
You’ll find cheap prices on Expedia for your Philipsburg break. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Philipsburg costs.
What are the cheapest months to go to Philipsburg?
You’re likely to find reduced prices and better availability in September, October and November. Explore our cheap Philipsburg vacation packages and you could score some great off-season discounts.
How to find the best Philipsburg package deals?
Landing a cheap Philipsburg package deal is a cinch with Expedia. Once you’ve entered your destination and preferred dates under our “Packages” tab, set your budget range, apply some filters and see what’s available. You can tailor your search by “Popular locations,” “Property type,” “Guest rating” and more. Sort the results by “Price: low to high” to discover the most pocket-friendly Philipsburg package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Philipsburg vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging stays and flights separately. Better still, you can customize your Philipsburg getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Philipsburg?
Secure incredible bargains by reserving your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Philipsburg escape.
How to plan a trip to Philipsburg?

  1. Choose when to get away: Check your calendar and get packing. Your preferred season and the type of activities on offer will also help you decide when to visit Philipsburg.
  2. Figure out your budget: Make sure you have enough money to pay for everything from transportation and food to activities and flights. Your accommodations will probably be the biggest expense during your trip to Philipsburg.
  3. Decide how long to go away for: Now that you know more about Philipsburg, you can figure out the perfect length of your break. Put together a rough itinerary and allocate enough time to cover everything you want to do.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that’s left now is to find a Philipsburg vacation package that brings all your bookings together.

Discover the most popular places to visit in Philipsburg

Great Bay Beach showing general coastal views, a sandy beach and a coastal town

Great Bay Beach

4.5/5(88 reviews)

If a restful vacation is part of your travel plans, Great Bay Beach might be the perfect place to seek out during your trip to Philipsburg. Check out 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
Guana Bay Beach showing a sandy beach, tropical scenes and landscape views

Guana Bay Beach

4/5(9 reviews)

If a restful vacation is part of your travel plans, Guana Bay Beach might be the perfect place to seek out during your trip to Upper Prince's Quarter.

Guana Bay Beach