Chelston Vacations from $1,353

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Your Chelston Vacation

When you choose a Chelston vacation package, it's all about enjoying your escape to the fullest. Delve into the best parts of this lively city knowing that everything has been organized in advance. If your trip to Chelston includes a little sightseeing, drop by famous attractions like Elbow Beach, Bermuda Botanical Gardens and Camden House. Don't put off visiting this city any longer. Your perfect Chelston vacation is just a few clicks away with Expedia.

The Latest Chelston vacation packages

Price found within the past 48 hours. Click for updated prices.
Cambridge Beaches Resort & Spa

Cambridge Beaches Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,957, price is now $1,353 per person
$1,353
per person
Feb 1 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (BDA)
9.2/10 Wonderful! (1,000 reviews)
I stayed at Cambridge during Bermuda's off season and, seriously, I think I was the only guest on the property! Because of that, at night it was almost creepy--deserted and dark even just walking to the property's restaurant!

Reviewed on Dec 18, 2025

Azura Bermuda

Azura Bermuda

4 out of 5
Save 100% on your flight
Price was $2,988, price is now $1,981 per person
$1,981
per person
Feb 1 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (BDA)
9.2/10 Wonderful! (306 reviews)
Property is very nice, and our 1BR unit with full kitchen and great ocean view was terrific. We enjoyed the private beach areas and an amazing inifinity pool alongside the ocean. Surf was a very good dining experience, both food and service. Tops of all were the staff -- all were wonderful without a single exception. Extremely friendly, welcoming, and took care of everything you need help with when traveling. Thanks Azura!

Reviewed on Dec 22, 2025

Hamilton Princess & Beach Club - a Fairmont Managed Hotel

Hamilton Princess & Beach Club - a Fairmont Managed Hotel

4.5 out of 5
Save 100% on your flight
Price was $3,084, price is now $2,121 per person
$2,121
per person
Feb 1 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (BDA)
9.2/10 Wonderful! (1,001 reviews)
Not the type of room you would expect fot the price they charge. Stay across tje street at the Risedon (beautifull hotel) for less

Reviewed on Dec 12, 2025

Newstead Belmont Hills Golf Resort & Spa

Newstead Belmont Hills Golf Resort & Spa

4 out of 5
Save 100% on your flight
Price was $2,627, price is now $1,836 per person
$1,836
per person
Feb 1 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (BDA)
9/10 Wonderful! (581 reviews)
The room was spotless and the staff very courteous.

Reviewed on Dec 13, 2025

The Reefs Resort & Club

The Reefs Resort & Club

4 out of 5
Save 100% on your flight
Price was $1,990, price is now $1,443 per person
$1,443
per person
Feb 1 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. George's (BDA)
9.6/10 Exceptional! (1,003 reviews)
Beautiful and great service.

Reviewed on Dec 27, 2025

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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

Paget Marsh and Nature Reserve

Explore the lovely green spaces of Paget Marsh and Nature Reserve and enjoy the golf courses in Paget Parish. Wander the beautiful beaches and seaside in the area.

Paget Marsh and Nature Reserve

Masterworks Museum of Bermuda Art

You can spend time studying the exhibits at Masterworks Museum of Bermuda Art in Paget Parish. Wander the beautiful beaches and seaside in the area.

Masterworks Museum of Bermuda Art

What to do in Chelston

Make the Most of Your Time Together!

East End Excursion: Private Guided Family Tour in Bermuda

$95
per adult
East End Excursion: Private Guided Family Tour in Bermuda
Bermuda: Flavour & Flair Food Tour

Bermuda: Flavour & Flair Food Tour

$134
per adult
Bermuda: Flavour & Flair Food Tour
Bermuda: Culture & Cuisine Tour

Bermuda: Culture & Cuisine Tour

$134
per adult
Bermuda: Culture & Cuisine Tour
See all activities in Chelston

Chelston Hotel Deals

Coco Reef Bermuda

Coco Reef Bermuda

3.5 out of 5
3 Stonington Circle Paget Parish
$288 nightly
The price is $316 total per night from Dec 29 to Dec 30
$316 total
Dec 29 - Dec 30
Total with taxes and fees
8.2/10 Very Good! (1,000 reviews)
Staff number one Clean Room beautiful view

Reviewed on Dec 23, 2025

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! (144 reviews)
Dawkins Manor Hotel is a nice place to stay. The host is very nice and willing to help. I checked in at midnight and the lady was helpful. Recommend.

Reviewed on Nov 5, 2025

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Dawkins Manor Hotel
Family Thanksgiving 2025 Bermuda! Private Luxury Villa 3 Bedrooms Pool Beach

Family Thanksgiving 2025 Bermuda! Private Luxury Villa 3 Bedrooms Pool Beach

Paget
10/10 Exceptional! (5 reviews)
Lovely house with a pool, centrally located. Lovely host. Very much enjoyed our stay!

Reviewed on Dec 8, 2025

Get rates
Family Thanksgiving 2025 Bermuda! Private Luxury Villa 3 Bedrooms Pool Beach
See all 282 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.

Find the Best Chelston Vacation Packages

Chelston Essential Information

Language
English
Currency
Bermudian dollars
Closest Airport
L.F. Wade Intl. Airport (BDA)
Max Temp Winter
70ºF
Max Temp Summer
80ºF
Top Sights
Masterworks Museum of Bermuda Art, Bermuda Botanical Gardens and Camden House

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Frequently asked questions

How much does a Chelston vacation package cost?
Offering excellent value package deals from $1,353 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 looking to book a cheap Chelston vacation package, consider visiting in June, October and December. You'll typically find lower rates on flights and hotels during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Chelston?
The ideal duration of your Chelston vacation depends on what you'd like to see and do. Generally, a handful of days to a week will give you enough time to go to all the main attractions and discover some hidden treasures along the way.
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.
Does Expedia offer Book Now, Pay Later Chelston vacation packages?
If you're anything like us, you love exploring new places but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Chelston vacation over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.