Chelston Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.

Top Chelston Vacation Deals

Price found within the past 48 hours. Click for updated prices.
St George's Club Hotel

St George's Club Hotel

2 out of 5
Price was CA $2,600, price is now CA $1,959 per person
CA $1,959
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to St. George's (BDA)
9.4/10 Exceptional! (192 reviews)
great quiet and relaxing convenient 10 minute walk to town and bus stops shuttles to beach

Reviewed on Jun 29, 2026

Rosedon Hotel

Rosedon Hotel

4 out of 5
Price was CA $3,461, price is now CA $2,127 per person
CA $2,127
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to St. George's (BDA)
9.8/10 Exceptional! (368 reviews)
Loved the boutique look and feel of the hotel. Clean rooms with unique design and very friendly staff.

Reviewed on Jul 3, 2026

Azura Bermuda

Azura Bermuda

4 out of 5
Price was CA $5,669, price is now CA $4,013 per person
CA $4,013
per person
Aug 9 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to St. George's (BDA)
9.2/10 Wonderful! (391 reviews)
Such a perfect location and view! Food was incredible and staff were awesome. Highly recommend it.

Reviewed on Jun 28, 2026

Hamilton Princess - Fairmont Gold Experience

Hamilton Princess - Fairmont Gold Experience

5 out of 5
Price was CA $14,081, price is now CA $11,405 per person
CA $11,405
per person
Aug 9 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to St. George's (BDA)
9.2/10 Wonderful! (56 reviews)
The customer service is "Outstanding". The gold package is worth every penny! The staff are so professional, kind and always willing to assist.

Reviewed on Jul 1, 2026

Cambridge Beaches Resort & Spa

Cambridge Beaches Resort & Spa

4 out of 5
Price was CA $3,785, price is now CA $3,102 per person
CA $3,102
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to St. George's (BDA)
9.2/10 Wonderful! (1,004 reviews)
I loved our room as it was big enough for my family of 4(2, 19 year olds) and the pull out couch was incredibly comfortable! We did have to learn to be patient with getting food. No one moves quickly.

Reviewed on Jul 2, 2026

Ready to book your vacation to Chelston?

 

Choose your dates

Chelston Hotel Deals

Coco Reef Bermuda

Coco Reef Bermuda

3.5 out of 5
3 Stonington Circle Paget Parish
The price is CA $565 per night from Jul 29 to Jul 30
CA $565
CA $699 total
Jul 29 - Jul 30
includes taxes & fees
8.4/10 Very good! (1,000 reviews)
"Roaches in the room. Hotel Trash can overflowing. System for room charges is not secure. If someone knows your room # you might be left with extra charges like I was. Front desk was helpful in getting it removed. Overall not worth the price tag of $450+ a night. having to sleep with the tv to avoid ..."

Reviewed on Jun 26, 2026

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! (157 reviews)
"Sitting by the pool on our balcony was lovely! We enjoyed our stay. Location is convenient to Hamilton city, and a grocery store is a block away for provisions. Convenient to the Rail Trail. The bathroom was well-appointed. The kitchen worked well. Lovely neighborhood. The host, Ms Dawkins, is very ..."

Reviewed on Jun 30, 2026

Get rates
Dawkins Manor Hotel
Secluded 3-Day Getaway w/ Friends to Bermuda Private Pool, House + Cottage.

Secluded 3-Day Getaway w/ Friends to Bermuda Private Pool, House + Cottage.

Paget
10/10 Exceptional! (9 reviews)
"Beautify house. Perfect experience for our family"

Reviewed on Jun 28, 2026

Get rates
Secluded 3-Day Getaway w/ Friends to Bermuda Private Pool, House + Cottage.
See all 265 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

What to do in Chelston

Bermudaful Island Caves and Coastlines Tour

Bermudaful Island Cave and Coastlines Tour

CA $159
per adult
Bermudaful Island Cave and Coastlines Tour
Crystal Cave, St. George and Tobacco Bay Beach

Crystal Cave, St. George and Tobacco Bay Beach

CA $208
per adult
Crystal Cave, St. George and Tobacco Bay Beach
Island Vibes Sip and Dip Adventure in Bermuda

Island Vibes Sip and Dip Adventure in Bermuda

CA $157
per adult
Island Vibes Sip and Dip Adventure in Bermuda
See all activities in Chelston

Frequently asked questions

How much does a Chelston vacation package cost?
You'll find cheap prices from CA $1,959 on Expedia for your Chelston escape. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Chelston costs.
What are the cheapest months to go to Chelston?
You can typically find reduced prices and greater availability in January, February and March. Explore our cheap Chelston vacation packages and you could score some excellent off-season deals.
How many days is enough for Chelston?
Generally, a handful of days is enough to see the top attractions during your Chelston vacation. However, if you prefer to have time to unwind or take day tours, consider extending your trip.
How to find the best Chelston package deals?
Begin your search for a Chelston package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Chelston package deal straight away, simply tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Chelston escape underway.
Is it cheaper to book a Chelston vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and accommodations separately. Better still, you can personalize your Chelston getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Chelston?
Enjoy fantastic discounts by reserving your flights in advance with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Chelston escape.
How to plan a trip to Chelston?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Chelston.
  2. Figure out your budget: Make sure you have enough money to pay for everything from transportation and dining out to flights and experiences. Your accommodations will probably be the biggest expense during your trip to Chelston.
  3. Set the duration of your trip: Start by compiling a list of the activities and sights you'd like to get to in Chelston. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose a Chelston vacation package that brings all your bookings together.

Explore a world of travel with Expedia

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