Upper Prince's Quarter Holidays

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Where to stay in Upper Prince's Quarter

Find the best Upper Prince's Quarter areas and neighborhoods for the activities you enjoy most. Learn more about Upper Prince's Quarter
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Dawn Beach Estates

When in Dawn Beach Estates, you can plan a visit to Dawn Beach and Oyster Bay Marina, some noteworthy sights in the nearby area.

Find hotels in Dawn Beach Estates

Upper Prince's Quarter Beach Holiday

Listen to the sound of waves crashing onto the shore and kick back by the shimmering waters on your Upper Prince's Quarter holiday. If you just need to get away, a trip to Upper Prince's Quarter will work wonders. We have a great range of Upper Prince's Quarter holiday deals to select from. Snap up one close to Guana Bay Beach, just 0.64 kilometres from the downtown area, and live out your holiday fantasies without hurting your budget.

Things You Should Know About Upper Prince's Quarter

Top hotels in Upper Prince's Quarter

JW Marriott St. Maarten Beach Resort & Spa
JW Marriott St. Maarten Beach Resort & Spa
5 out of 5
144 Oyster Pond Resort, Building A, Oyster Pond, Sint Maarten
The price is S$553 per night from 2 Jul to 3 Jul
S$553
2 Jul - 3 Jul
includes taxes & fees
9/10 Wonderful! (176 reviews)
"Beautiful property with amazing staff."

Reviewed on 21 Jun, 2025

JW Marriott St. Maarten Beach Resort & Spa
Oyster Bay Beach Resort
Oyster Bay Beach Resort
4 out of 5
10 Emerald Merit Rd, Oyster Pond
Fully refundableReserve now, pay when you stay
The price is S$251 per night from 2 Jul to 3 Jul
S$251
2 Jul - 3 Jul
includes taxes & fees
8.4/10 Very Good! (883 reviews)
"Excellent property. Will come back."

Reviewed on 20 Jun, 2025

Oyster Bay Beach Resort
Princess Heights Luxury Boutique Condo Hotel
Princess Heights Luxury Boutique Condo Hotel
3.5 out of 5
Oyster Pond Road No 156, Dawn Beach, Oyster Pond
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (934 reviews)
"Excellent stay! The property was spacious, very clean, and nicely kept."

Reviewed on 25 Jun, 2025

Get rates
Princess Heights Luxury Boutique Condo Hotel
See all 401 properties in Upper Prince's Quarter
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 an Upper Prince's Quarter holiday package cost?
You'll find cheap prices on Expedia for your Upper Prince's Quarter break. However, a range of factors like the hotel choice, length of stay and season will influence how much your holiday to Upper Prince's Quarter costs.
What are the cheapest months to go to Upper Prince's Quarter?
If you'd like to snag a cheap Upper Prince's Quarter holiday package, consider planning a trip in September, October and November. You'll typically find better rates on flights and accommodation during these months --- ideal for budget-conscious travellers.
How many days is enough for Upper Prince's Quarter?
The ideal length for your Upper Prince's Quarter holiday depends on what you'd like to see and do. Usually, a handful of days to a week will give you plenty of time to hit all the leading attractions and discover some hidden gems along the way.
How to find the best Upper Prince's Quarter package deals?
Begin your search for an Upper Prince's Quarter package deal by entering your destination and travel dates under our "Packages" tab. Then select some filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Upper Prince's Quarter package deal straight away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Upper Prince's Quarter escape underway.
Is it cheaper to book an Upper Prince's Quarter holiday as a package?
You can enjoy significant savings on your Upper Prince's Quarter break by booking a tailored holiday package. Click on the "Package" heading, then select your travel dates and destination to view the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Upper Prince's Quarter?
Land amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Upper Prince's Quarter getaway.
How to plan a trip to Upper Prince's Quarter?

  1. Choose when to travel: Check your schedule and pack your bags. Your preferred time of year and the type of activities on offer will also help you decide when to escape to Upper Prince's Quarter.
  2. Budget wisely: In addition to the cost of your accommodation, you'll need to consider other expenses too. These include flights, food and transportation. Also, put aside a little extra for unexpected costs that could crop up during your trip to Upper Prince's Quarter.
  3. Set the duration of your trip: Start by listing all the activities and sights you'd like to experience in Upper Prince's Quarter. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a customised Upper Prince's Quarter holiday package.

Popular places to visit

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

What to do in Upper Prince's Quarter

Lunch at Meads BAy

Ultimate Prickly Pear and Anguilla Experience

S$191
per adult
80% of travellers recommend
Ultimate Prickly Pear and Anguilla Experience
High-Speed Ferry to St. Barths

High-Speed Ferry to St. Barths

S$96
per adult
76% of travellers recommend
High-Speed Ferry to St. Barths
Sky Explorer and Flying Dutchman

Sky Explorer and Flying Dutchman

S$118
per adult
74% of travellers recommend
Sky Explorer and Flying Dutchman
See all activities in Upper Prince's Quarter

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.