
Hamilton Holidays
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Top hotels in Hamilton

Hamilton Princess & Beach Club - A Fairmont Hotel
76 Pitts Bay Road Pembroke Parish
Fully refundableReserve now, pay when you stay
S$1,020
26 Sept - 27 Sept
includes taxes & fees
9.2/10 Wonderful! (1,018 reviews)
"The hotel accommodations and staff were excellent - I would also strongly recommend making a reservation in advance of arrival at the in-house restaurant, Intrepid when staying there."
Reviewed on 8 Sept, 2026

Coco Reef Bermuda
3 Stonington Circle Paget Parish
S$623
10 Sept - 11 Sept
includes taxes & fees
8.4/10 Very good! (1,002 reviews)
"Beachfront room is wonderful. We like the beach side grill which is new. The restaurant for breakfast, lunch, or dinner is very good. The property could be maintained better. The hill going down to the beachfront room is not for elderly people. Bring tennis rackets if you want to use the court on-site- ..."
Reviewed on 8 Sept, 2026

Grotto Bay Beach Resort
11 Blue Hole Hill Hamilton Parish
S$681
13 Sept - 14 Sept
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Staff very helpful and friendly"
Reviewed on 8 Sept, 2026
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.
Stay near popular Hamilton attractions

Fort Hamilton
8.6/10 (165 reviews)
This historic British fort offers panoramic views of Hamilton Harbour from its landscaped battlements. Explore underground passages and moat gardens while enjoying the serenity of this free public park.

Victoria Park
8.0/10 (9 reviews)
Victoria Park's historic 1889 bandstand commemorates Queen Victoria's Golden Jubilee and hosts free concerts year-round. Enjoy the gardens and shaded pathways while listening to live music in this urban oasis.
Bermuda National Gallery
8.0/10 (1 review)
The Bermuda National Gallery showcases the island's artistic heritage through local and international works. Rotating exhibitions reveal Bermuda's cultural identity in this centrally located Hamilton gem.
City Hall
8.4/10 (248 reviews)
This historic white building houses Hamilton's municipal headquarters and two art galleries. Explore diverse exhibitions featuring local and international artists while admiring its Bermudian-inspired architecture.
The Birdcage
8.8/10 (3 reviews)
Perched atop the Visitors' Centre, this vibrant rooftop bar offers panoramic views of Hamilton Harbour. Savour Bermuda-inspired cocktails while enjoying live music from local artists.
Bermuda Historical Society Museum
6.0/10 (1 review)
This Georgian-era museum showcases Bermudian history through rare artefacts and 'Hogge' money. Explore intimate rooms with cedar furniture and portraits while volunteers share stories behind the treasures.
Bermuda National Library
5.0/10 (2 reviews)
Explore Bermuda's literary heritage at this historic library housed in a former postmaster's residence. Browse rare collections including a 1624 map of Bermuda or enjoy free Wi-Fi in this serene research haven.
Sessions House
After visiting Sessions House, make a plan to see the other sights and activities in Hamilton. Stroll along the seaside or seek out the golf courses.
What to do in Hamilton

Bermuda Discovery & Highlights with FREE Scenic Ferry Return
S$84
per adult

Crystal Cave, St. George and Tobacco Bay Beach
S$191
per adult

Restless Native Catamaran Sail and Snorkel Tour
S$121
per adult
94% of travellers recommend
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?
- 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.
- 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.
- 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.
- 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.
