Hamilton Holidays

  • Plan, book, travel with confidence

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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
Fully refundableReserve now, pay when you stay
The price is S$1,319 per night from 30 Jul to 31 Jul
S$1,319
30 Jul - 31 Jul
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"The staff was phenomenal great service great food Didn’t like the bus trip to the beach when booked seemed like the beach was on the property"

Reviewed on 6 Jul, 2025

Hamilton Princess & Beach Club - a Fairmont Managed Hotel
Azura Bermuda

Azura Bermuda

4 out of 5
90 South Road, Warwick Parish, Warwick Parish
9/10 Wonderful! (193 reviews)
"Waking up to a beautiful ocean view and being able to sit on the balcony enjoying the views."

Reviewed on 15 Jul, 2025

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Azura Bermuda
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$885 per night from 28 Jul to 29 Jul
S$885
28 Jul - 29 Jul
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"Great place they have everything you need and a great spot to explore from"

Reviewed on 11 Jul, 2025

Grotto Bay Beach Resort
See all 268 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.

What to do in Hamilton

Bermuda Island Tour

Bermuda Island Tour

S$237
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$61
per adult
Bus Tour to St. George's Departing from City of Hamilton
Make the Most of Your Time Together!

East End Excursion: Private Guided Family Tour in Bermuda

S$122
per adult
East End Excursion: Private Guided Family Tour in Bermuda
See all activities in Hamilton

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.

* 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.