Chelston Trips (flight + hotel)

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Top hotels in Chelston

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 P38,760 per night from Jul 26 to Jul 27
P38,760
P46,676 total
Jul 26 - Jul 27
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
My favorite beach club
"Perfect hotel for a romantic getaway! We loved the beautiful beach and cocktails by the pool every night after. All of the staff was lovely! The only area where they could possibly improve is having more staff at the beach club and the restaurants. The food and drinks were fantastic but the service ..."

Reviewed on Jul 1, 2025

Hamilton Princess & Beach Club - a Fairmont Managed Hotel
Azura Bermuda
Azura Bermuda
4 out of 5
90 South Road, Warwick Parish, Warwick Parish
9.2/10 Wonderful! (183 reviews)
Beautiful stay at Azura
"We loved our stay at Azura! It was perfect from start to finish. Our room was beautiful with an ocean view. The bed was extremely comfortable and the amenities were superb. The staff were so kind and helpful. We ate dinner twice at Surf and it was delicious! We were celebrating our 50th wedding anniversary ..."

Reviewed on Jun 30, 2025

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Azura Bermuda
Grotto Bay Beach Resort
Grotto Bay Beach Resort
4 out of 5
11 Blue Hole Hill, Bailey's Bay, Hamilton Parish
The price is P36,284 per night from Jul 6 to Jul 7
P36,284
P42,011 total
Jul 6 - Jul 7
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"Staff outstanding!!!! What a stunning place!!! Gonna be a repeat offender!! 😂❤️"

Reviewed on Jul 1, 2025

Grotto Bay Beach Resort
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 Beach Bonfire with Dark and Stormy Cocktail Included

Bermuda Beach Bonfire with Dark and Stormy Cocktail Included

P12,079
per adult
Bermuda Beach Bonfire with Dark and Stormy Cocktail Included
Make the Most of Your Time Together!

East End Excursion: Private Guided Family Tour in Bermuda

P5,269
per adult
East End Excursion: Private Guided Family Tour in Bermuda
Bermuda Railway Trail and Off The Beaten Path Walking Experience

Bermuda Railway Trail and Off The Beaten Path Walking Experience

P7,023
per adult
Bermuda Railway Trail and Off The Beaten Path Walking Experience
See all activities in Chelston

Frequently asked questions

How much does a Chelston vacation package cost?
Offering excellent value package deals on Expedia, you'll be pleasantly surprised at how much a vacation 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 vacation package, consider traveling 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 vacation. 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 vacation package well in advance.
Is it cheaper to book a Chelston vacation as a package?
You can enjoy significant savings on your next Chelston getaway by booking a personalized vacation 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 vacation 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 favorite 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 accommodations 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 vacation. Pull together a rough itinerary and give yourself enough time to cover everything you want to see.
  4. Combine your airfare and accommodations: After you've nailed down your trip dates and duration, lock in the right Chelston vacation package for you.

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