Chelston Vacations

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Find the Best Chelston Vacation Packages

Chelston Hotel Deals

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 ₩948,332 per night from Sep 21 to Sep 22
₩948,332
₩1,189,005 total
Sep 21 - Sep 22
includes taxes & fees
8.8/10 Excellent! (229 reviews)
"Nice hotel clean and very attentive staff nice beach and pool areas"

Reviewed on Aug 14, 2025

The St. Regis Bermuda Resort
Grotto Bay Beach Resort

Grotto Bay Beach Resort

4 out of 5
11 Blue Hole Hill, Bailey's Bay, Hamilton Parish
The price is ₩691,347 per night from Sep 3 to Sep 4
₩691,347
₩808,894 total
Sep 3 - Sep 4
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"This is my second time at this resort and I noted that they have made major additions during COVID. The location of this resort is excellent for an active traveller as you can easily jump on the bus in both directions. We even took the bus from the airport but it is only possible with small carry-ons. ..."

Reviewed on Aug 19, 2025

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 ₩648,400 per night from Aug 23 to Aug 24
₩648,400
₩808,051 total
Aug 23 - Aug 24
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
"This is our second time to Hamilton Princess and we still love it. Staff is very helpful, grounds are impeccable, renovated rooms are very clean and modern. Restaurants within the resort are excellent, while other options are very walkable too. Looking forward to returning."

Reviewed on Aug 18, 2025

Hamilton Princess & Beach Club - a Fairmont Managed Hotel
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.

Discover the most popular places to visit in Chelston

Bermuda Botanical Gardens

Explore the lovely green spaces of Bermuda Botanical Gardens and enjoy the golf courses in Paget Parish. Wander the beautiful beaches and seaside in the area.

Bermuda Botanical Gardens

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.