Chelston Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Chelston Flight & Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Azura Bermuda
S$2,998
per person
17 Oct - 20 Oct
found 8 hours ago
Return flight included
Singapore (SIN) to St. George's (BDA)
9.4/10 Exceptional! (440 reviews)
We had a great experience at Azura. The hotel is located along the coast line with amazing views of the ocean and beautiful beach. We enjoyed the sunrises at the beach a lot. Our ocean view suite is very modern, elegant and clean. We has a double vanity bathroom, a full kitchen equipped with dishwasher/oven/large fridge/microwave, and even a set of washer/dryer :) Food at restaurants are good and the staffs are very friendly and helpful too. Highly recommended!
Reviewed on 20 Aug, 2026
Cambridge Beaches Resort & Spa
S$3,680
per person
17 Oct - 20 Oct
found 8 hours ago
Return flight included
Singapore (SIN) to St. George's (BDA)
9.2/10 Wonderful! (1,004 reviews)
This was our fourth visit to Cambridge Beaches. We always have a wonderful time! It's beautiful, the food is excellent, the staff is amazing. I look forward to our fifth visit.
We went for our honeymoon, 26th anniversary, trip before beginning of college for our, and this year as it is our favorite Island and resort.
Reviewed on 20 Aug, 2026
Newstead Belmont Hills Golf Resort & Spa
S$3,137
per person
17 Oct - 20 Oct
found 8 hours ago
Return flight included
Singapore (SIN) to St. George's (BDA)
9/10 Wonderful! (612 reviews)
I was here 12 years ago and loved it. This time is was a big disappointment. The property was lacking in maintenance, and the front desk was very unhelpful.
Reviewed on 21 Aug, 2026
Top hotels in Chelston
Coco Reef Bermuda
3 Stonington Circle Paget Parish
S$626
23 Aug - 24 Aug
includes taxes & fees
8.4/10 Very good! (1,003 reviews)
"Everything was clean and well maintained. Pool was nice and rooms were updated and very comfortable. The ocean view was remarkable. The beach access was great and the water was phenomenal. Only slight issue was that there wasn’t room service and if the bar/restaurant are closed there was no where ..."
Reviewed on 22 Aug, 2026
Dawkins Manor Hotel
29 St. Michaels's Road Paget Parish
8.4/10 Very good! (166 reviews)
"I had a wonderful time here. Ms. Dawkins was so friendly and accommodating. I had the opportunity to relax and everything was as I needed it to be."
Reviewed on 12 Aug, 2026
Hamilton Princess & Beach Club - A Fairmont Hotel
76 Pitts Bay Road Pembroke Parish
Fully refundableReserve now, pay when you stay
S$904
11 Sept - 12 Sept
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
"The resort is very nice. Our room, however, did not have a dresser so our clothes were kind of tossed whenever they landed. We had to switch rooms a few days into our trip as the shower wasn’t working properly, the new room was nice but again no dresser. Because housekeeping doesn’t go in every day, ..."
Reviewed on 19 Aug, 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.
What to do in Chelston
Bermuda Discovery & Highlights with FREE Scenic Ferry Return
S$96
per adult
Crystal Cave, St. George and Tobacco Bay Beach
S$192
per adult
Frequently asked questions
How much does a Chelston holiday package cost?
Offering excellent value package deals from S$2,705 on Expedia, you'll be pleasantly surprised at how much a holiday to Chelston costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Chelston?
If you're hoping to score a cheap Chelston holiday package, consider travelling in January, February and March. You'll typically find better prices on hotels and flights during these months — perfect for a budget-friendly getaway.
How many days is enough for Chelston?
Generally, a handful of days is enough to visit the top sights during your Chelston holiday. However, if you prefer to have some time to kick back or take day trips, consider extending your trip.
How to find the best Chelston package deals?
Use Expedia's filter tool to find some great Chelston package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Chelston package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your holiday package well in advance.
Is it cheaper to book a Chelston holiday as a package?
You can enjoy significant savings on your next Chelston getaway by booking a personalised holiday package. Click on the "Package" heading, then select your travel dates and destination to view some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Chelston?
Enjoy incredible discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Chelston adventure.
How to plan a trip to Chelston?
- Choose when to travel: Check your schedule and get your bags packed. Your favourite season and the activities available will also help you decide when to escape to Chelston.
- Figure out your budget: Ensure you have enough money to cover everything from transportation and meals to experiences and flights. Your accommodation will likely be the biggest expense during your trip to Chelston.
- Decide how long to go for: Now that you know more about Chelston, you can work out the perfect length of your holiday. Pull together a rough itinerary and give yourself enough time to cover everything you want to see.
- Combine your airfare and accommodation: After you've nailed down your trip dates and duration, lock in the right Chelston holiday package for you.
* 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.
