Chelston Holidays

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    Save up to S$120 when you book a flight and hotel together*
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Top hotels in Chelston

Grotto Bay Beach Resort
Grotto Bay Beach Resort
4 out of 5
11 Blue Hole Hill, Bailey's Bay, Hamilton Parish
The price is S$894 per night from 30 May to 31 May
S$894
per night
30 May - 31 May
8.8/10 Excellent! (1,004 reviews)
"Great resort. Lots of steps and hills. Beautiful beach !"

Reviewed on 28 May,2024

Grotto Bay Beach Resort
Hamilton Princess & Beach Club - a Fairmont Managed Hotel
Hamilton Princess & Beach Club - a Fairmont Managed Hotel
4.5 out of 5
76 Pitts Bay Road, Pembroke Parish
Fully refundableReserve now, pay when you stay
The price is S$1,091 per night from 31 May to 1 Jun
S$1,091
per night
31 May - 1 Jun
9.2/10 Wonderful! (1,003 reviews)
"Great atmosphere"

Reviewed on 26 May,2024

Hamilton Princess & Beach Club - a Fairmont Managed Hotel
The St. Regis Bermuda Resort
The St. Regis Bermuda Resort
5 out of 5
34 Coot Pond Road, Town of St. George
The price is S$1,420 per night from 3 Jun to 4 Jun
S$1,420
per night
3 Jun - 4 Jun
8.4/10 Very Good! (88 reviews)
"Beautiful resort with a high ratio of staff to guests. Employees were responsive and friendly. The person manning the spa and gift shop not so much."

Reviewed on 26 May,2024

The St. Regis Bermuda Resort
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 Chelston holiday package cost?
From as little as . Yes, you read that correctly. Our Chelston packages are the quickest way to make your dollar go further. Combine your hotels, flights and rental car and get to know this wonderful destination.
How do I get a cheap travel package to Chelston?
Bundle your flights and hotels, toss in extras such as a rental car or activities, and save with a Chelston holiday package. You won’t just score impressive discounts on your getaway — you’ll have lots of choice within your reach too. When you book through Expedia, you can select from more than 550 airlines and 1,000,000 hotels all over the world. Your dream holiday starts right here, right now!
Where should I stay in Chelston?
With lots to explore in Chelston, we suggest you book a room in a hotel near its attractions. Bermuda Botanical Gardens, Masterworks Museum of Bermuda Art and Camden House are some interesting ones to add to your itinerary.
How far in advance should I book my Chelston holiday?
To score cheap prices, book nice and early. Air carriers typically release tickets, along with some of the lowest fares, around a year ahead of time. Hotels, car rental and experiences should also be booked early to avoid disappointment. If you were hoping for a last-minute getaway to Chelston, there are always lots of great deals to be had on Expedia. Check them out now!
What does an Expedia Chelston travel package include?
Flights, hotels and a reliable car for your road trip adventures. Simply choose your favourite bundle and get access to great discounts. Once you’ve made your booking, add on some sightseeing tours and watch your savings pile up. When it comes to creating your Chelston holiday, you’re in charge!
What should I know before booking a Chelston travel package?
Booking all the parts of your escape together is an excellent way to save. Combine car rentals, airfares and hotels into a neat little package. But you’re not restricted to hotels. Expedia features all sorts of properties, including holiday rentals such as beach villas and short-term homes. The list goes on!
Can I choose my airline with a Chelston Expedia holiday package?
You sure can. We have more than 550 airline partners globally, so fly with the carrier that best suits your budget and travelling style.
If I'm not able to travel, can I cancel my Chelston holiday package?
Plans can change suddenly, so yes. You may be able to cancel and rebook your Chelston holiday package for free if you’ve booked in the last 24 hours. For bookings older than that, you can still make changes, but your car rental company, hotel or airline may impose a charge. Need more information? Have a look at our Customer Service Portal. We’re here to help make sure your trip goes off without a hitch.

Popular places to visit

What to do in Chelston

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.