Upper Carolina Holidays

Photo by Myrna Yancey

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Where to stay in Upper Carolina

Find the best Upper Carolina areas and neighborhoods for the activities you enjoy most. Learn more about Upper Carolina
Cinnamon Bay featuring forests

Maho Bay Quarter

If you're spending some time in Maho Bay Quarter, Maho Beach and Cinnamon Bay Beach are top sights worth seeing.

Find hotels in Maho Bay Quarter

Top hotels in Upper Carolina

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
5 Estate Bakkeroe, Po Box 7100, St. Thomas, St. Thomas
The price is S$576 per night from 24 Aug to 25 Aug
S$576
24 Aug - 25 Aug
includes taxes & fees
8.2/10 Very Good! (1,020 reviews)
"We had a great time at the Westin. The staff was nice and professional. Oir room was upgraded from garden view to ocean ciew which was nice. Only complaint is housekeeping did not clean our room daily as requested. Other than that, we jad a wonderful time!"

Reviewed on 23 Jul, 2025

The Westin St. Thomas Beach Resort & Spa
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
6080 Estate Smith Bay, St. Thomas
The price is S$400 per night from 28 Jul to 29 Jul
S$400
28 Jul - 29 Jul
includes taxes & fees
8/10 Very Good! (2,124 reviews)
"We stay there every year & we love it. I just wish the beach area was a little cleaner so we could go in the water"

Reviewed on 21 Jul, 2025

Margaritaville Vacation Club - St. Thomas
Windward Passage Hotel

Windward Passage Hotel

3.5 out of 5
Veterans Drive Charlotte Amali, Po Box 640, St. Thomas, St. Thomas
Fully refundableReserve now, pay when you stay
6.8/10 (1,387 reviews)
"Property has been renovated since last visit. Old but clean. Very convenient to the ferry docks if visiting the out islands. Convenient to downtown shopping."

Reviewed on 20 Jul, 2025

Get rates
Windward Passage Hotel
See all 3,753 properties in Upper Carolina
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 Carolina holiday package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Upper Carolina from just . And the more you bundle, the more money you save. Your dream holiday has never been more affordable.
How do I get a cheap travel package to Upper Carolina?
Bundle your hotels and flights with Expedia to save on your next getaway. With more than 550 partner airlines and 1,000,000 hotel options across the world, your Upper Carolina holiday package can be customized exactly to suit your budget. With all that extra money, why not add one or two interesting experiences and tours? It's an easy way to unlock even more savings. That dream holiday to Upper Carolina is closer than you thought!
Where should I stay in Upper Carolina?
Upper Carolina is home to a number of interesting places to discover, like Ajax Peak. Lock in a hotel close by and make sightseeing a breeze.
What are the top hotels in Upper Carolina?
Book a room at Magical Mystic Ridge, 10 Min To North Shore Beachs. It's one of the neighbourhood's most popular hotels. Another highly rated option in Upper Carolina is Endless Views From This Perfect Pool Villa Just Minutes From Maho Bay.
How far in advance should I book my Upper Carolina holiday?
Reserving your spot early with Expedia means one less thing to worry about. Most carriers advertise prices up to 12 months prior to take off. This is generally the cheapest time to book. If circumstances have left you booking late, discount tickets to Upper Carolina sometimes occur just a few weeks before departure.
What does an Expedia Upper Carolina travel package include?
Expedia has everything you need to lock in Upper Carolina trip, but how you structure your package is up to you. Select from a combination of hotels, flights and rental cars. After some activities to keep you on the move? Once you've made your booking, you can add them on too. No matter your style or budget, there's a package deal to suit your needs.
What should I know before booking an Upper Carolina travel package?
Get ready to save with an Expedia travel package. Combine your flights, rental cars and hotels and land great discounts. You're not restricted to hotels, however. Book with us and select from beachside condos, cabins in the mountains and everything in between!
Can I choose my airline with an Upper Carolina Expedia holiday package?
You can, and with over 550 airlines to select from globally, you have loads of choice. Look through the available options and find out which airline suits your needs and budget.
If I'm not able to travel, can I cancel my Upper Carolina holiday package?
Because we know life can be unpredictable, the answer is yes. For further details, check out our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to change or cancel it free of charge. Your hotel, airline or car rental company may charge a fee if your booking is older than that.

Things to do

St John Island and Trunk Bay Beach Tour From St Thomas

St John Island and Trunk Bay Beach Tour From St Thomas

S$102
per traveller
St John Island and Trunk Bay Beach Tour From St Thomas
St John Island and Trunk Bay Beach Tour

St John Island and Trunk Bay Beach Tour

S$96
per traveller
St John Island and Trunk Bay Beach Tour
St John Island Sightseeing Tour from St John

St John Island Sightseeing Tour from St John

S$88
per adult
St John Island Sightseeing Tour from St John
See all activities in St. John

* 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.