Chelston Packages (Flight + Hotel)

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Top hotels in Chelston

Coco Reef Bermuda

Coco Reef Bermuda

3.5 out of 5
3 Stonington Circle Paget Parish
The price is ฿13,254 per night from 26 Jul to 27 Jul
฿13,254
฿16,409 total
26 Jul - 27 Jul
includes taxes & fees
8.4/10 Very good! (1,011 reviews)
"Lovely staff who were very helpful and kind Beach is a 10/10!!"

Reviewed on 10 Jul 2026

Coco Reef Bermuda
Dawkins Manor Hotel

Dawkins Manor Hotel

3 out of 5
29 St. Michaels's Road Paget Parish
8.4/10 Very good! (161 reviews)
"I had a great stay at Dawkins Manor Hotel while I was in Bermuda. The property was very clean and comfortable, and Celia was absolutely lovely to deal with. The rooms are a bit dated, but had all the amenities I needed throughout my stay. The area where the hotel is located was safe and quiet, and ..."

Reviewed on 6 Jul 2026

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Dawkins Manor Hotel
Hamilton Princess & Beach Club - A Fairmont Hotel

Hamilton Princess & Beach Club - A Fairmont Hotel

4.5 out of 5
76 Pitts Bay Road Pembroke Parish
Fully refundableReserve now, pay when you stay
The price is ฿26,934 per night from 31 Jul to 1 Aug
฿26,934
฿31,289 total
31 Jul - 1 Aug
includes taxes & fees
9.2/10 Wonderful! (1,007 reviews)
"The hotel and the entire property were beautiful! Staff was very friendly and attentive. We stayed near the infinity pool with a beautiful view of the sunset. Restaurants were amazing, we ate in the Intrepid which was an excellent culinary experience! The hotel restaurant near the lobby was great ..."

Reviewed on 10 Jul 2026

Hamilton Princess & Beach Club - A Fairmont Hotel
See all 266 properties in Chelston
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 Highlights Tour

Bermuda Highlights Tour

฿2,300
per adult
Bermuda Highlights Tour
Crystal Caves, Hamilton Shopping and Beach Tour

Crystal Caves, Hamilton Shopping and Beach Tour

฿4,928
per adult
92% of travellers recommend
Crystal Caves, Hamilton Shopping and Beach Tour
Bermudaful Island Beach Hop

Bermudaful Island Beach Hop

฿4,928
per adult
Bermudaful Island Beach Hop
See all activities in Chelston

Frequently asked questions

How much does a Chelston holiday package cost?
Offering excellent value package deals 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?

  1. 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.
  2. 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.
  3. 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.
  4. Combine your airfare and accommodation: After you've nailed down your trip dates and duration, lock in the right Chelston holiday package for you.

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