Hamilton Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Hamilton

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
The price is S$1,107 per night from 21 Jun to 22 Jun
S$1,107
21 Jun - 22 Jun
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Bermuda is an amazing island with a great vibe and this hotel only made it better during our stay. Beautiful grounds, excellent staff, great restaurants! Will stay here again."

Reviewed on 5 Jun, 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 S$891 per night from 16 Jun to 17 Jun
S$891
16 Jun - 17 Jun
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"Good"

Reviewed on 11 Jun, 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 S$1,579 per night from 16 Jun to 17 Jun
S$1,579
16 Jun - 17 Jun
includes taxes & fees
8.8/10 Excellent! (199 reviews)
"Very beautiful property and stay, perfect place for relaxing. Can be a little expensive, but it was definitely worth it."

Reviewed on 10 Jun, 2025

The St. Regis Bermuda Resort
See all 266 properties in Hamilton
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 Hamilton holiday package cost?
You can snap up a holiday package to this top destination on Expedia. However, how much your holiday to Hamilton costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Hamilton?
January, February and November are great times to search for cheap Hamilton holiday packages. Choosing to travel in quieter periods means you can usually find better prices on accommodation and flights.
How many days is enough for Hamilton?
Typically, a handful of days is enough to explore the top sights during your Hamilton holiday. But if you’d like to have more time to kick back or go on day tours, think about extending your trip.
Is it worth booking a holiday package to Hamilton?
Well known for its markets, history and walking trails, a Hamilton holiday is a hit with all types of travellers. Be sure to check out main sights like Bermuda Society of Arts and The Windjammer Gallery, and consider renting some wheels for day trips to discover even more.
How to find the best Hamilton package deals?
Begin your search for a Hamilton package deal by entering your destination and preferred trip dates under our “Packages” tab. Then apply a few 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 big savings. If you don’t find the ideal Hamilton package deal straight away, simply play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Hamilton adventure underway.
Is it cheaper to book a Hamilton holiday as a package?
You can enjoy significant savings on your next Hamilton retreat by booking a tailored holiday package. Check the “Package” heading, then enter your destination and travel dates to browse some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Hamilton?
If you’re planning an impromptu Hamilton holiday, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Hamilton?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Hamilton.
  2. Plan your budget wisely: In addition to the cost of your hotel, you should consider other expenses. These include food, flights and transportation. Also, set aside some extra funds for unexpected costs that may come up during your trip to Hamilton.
  3. Work out your trip length: Think about how long you’d like to spend discovering Hamilton. Plan your days so you can get to all the activities and attractions you’re interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a personalised Hamilton holiday package.

What to do in Hamilton

Bermuda Island Tour

Bermuda Island Tour

S$238
per adult
100% of travellers recommend
Bermuda Island Tour
St. Georges Shared Tour

Bus Tour to St. George's Departing from City of Hamilton

S$62
per adult
Bus Tour to St. George's Departing from City of Hamilton
Bermuda After Hours Food Tour

Bermuda After Hours Food Tour

S$218
per adult
Bermuda After Hours Food Tour
See all activities in Hamilton

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.