Chelston Vacations

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Find the Best Chelston Vacation Packages

Chelston Hotel Deals

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 AED 1,466 per night from Apr 5 to Apr 6
AED 1,466
AED 1,857 total
includes taxes & fees
5 Apr - 6 Apr
9/10 Wonderful! (1,003 reviews)
"The staff at this hotel was truly exceptional"

Reviewed on 24 March 2025

Hamilton Princess & Beach Club - a Fairmont Managed Hotel
Grotto Bay Beach Resort
Grotto Bay Beach Resort
4 out of 5
11 Blue Hole Hill, Bailey's Bay, Hamilton Parish
The price is AED 1,212 per night from Apr 1 to Apr 2
AED 1,212
AED 1,450 total
includes taxes & fees
1 Apr - 2 Apr
8.8/10 Excellent! (1,000 reviews)
"The resort was nice & quiet!"

Reviewed on 24 March 2025

Grotto Bay Beach Resort
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 AED 1,833 per night from Apr 1 to Apr 2
AED 1,833
AED 2,342 total
includes taxes & fees
1 Apr - 2 Apr
8.8/10 Excellent! (174 reviews)
"It's great location walking distance to St. George where you can catch the bus and go and see the island"

Reviewed on 26 March 2025

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 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 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.

Discover the most popular places to visit in Chelston