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 P35,510 per night from Aug 18 to Aug 19
P35,510
P43,111 total
Aug 18 - Aug 19
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
"Place is wonderful!"

Reviewed on Jul 30, 2025

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 P40,099 per night from Sep 1 to Sep 2
P40,099
P50,199 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (216 reviews)
"Amazing property clean beautiful, INCREDIBLE SERVICE. Beautful beach, nice room, excellent food. Keep in mind, food is very expensive and an added resort fee added on to bill every day."

Reviewed on Aug 3, 2025

The St. Regis Bermuda Resort
Azura Bermuda

Azura Bermuda

4 out of 5
90 South Road, Warwick Parish, Warwick Parish
The price is P29,601 per night from Sep 1 to Sep 2
P29,601
P37,594 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (207 reviews)
"Spectacular ocean views, friendly staff, spacious and extremely comfortable accommodations. Highly recommend."

Reviewed on Aug 3, 2025

Azura Bermuda
See all 272 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

P12,190
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

P5,386
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

P7,087
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.