Hamilton Vacations
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- Plan, book, travel with confidence
- Better togetherSave up to ₩1,660,000 when you book a flight and hotel together*
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Find the Best Hamilton Vacation Packages
Hamilton Hotel Deals
Hamilton Princess & Beach Club - A Fairmont Hotel
76 Pitts Bay Road Pembroke Parish
Fully refundableReserve now, pay when you stay
₩838,427
₩986,503 total
Sep 11 - Sep 12
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
"The resort is very nice. Our room, however, did not have a dresser so our clothes were kind of tossed whenever they landed. We had to switch rooms a few days into our trip as the shower wasn’t working properly, the new room was nice but again no dresser. Because housekeeping doesn’t go in every day, ..."
Reviewed on Aug 19, 2026
Grotto Bay Beach Resort
11 Blue Hole Hill Hamilton Parish
₩684,600
₩801,073 total
Sep 21 - Sep 22
includes taxes & fees
9/10 Wonderful! (1,014 reviews)
"What we love about Grotto Bay is that your vacation begins immediately after you land. This hotel is close to the airport. You arrive, swim, rent. Boat go to St. Georges. And dinner next door at the Swizzle Inn as well as on property is always great!"
Reviewed on Aug 20, 2026
The St. Regis Bermuda Resort
34 Coot Pond Road Town of St. George
₩1,037,987
₩1,294,972 total
Sep 21 - Sep 22
includes taxes & fees
9.2/10 Wonderful! (348 reviews)
"Beautiful facility"
Reviewed on Aug 21, 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.
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.
The Birdcage
8.8/10 (3 reviews)
Perched atop the Visitors' Center, this vibrant rooftop bar offers panoramic views of Hamilton Harbour. Savor Bermuda-inspired cocktails while enjoying live music from local artists.
Bermuda Society of Arts
Bermuda's oldest arts society showcases rotating exhibitions by local artists in four distinct galleries. Explore the vibrant local art scene and find unique pieces at the gallery shop, with free admission year-round.
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.
Bermuda Historical Society Museum
6.0/10 (1 review)
This Georgian-era museum showcases Bermudian history through rare artifacts 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.
Frequently asked questions
How much does a Hamilton vacation package cost?
You can snap up a vacation package to this top destination on Expedia. However, how much your vacation 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 vacation packages. Choosing to travel in quieter periods means you can usually find better prices on accommodations and flights.
How many days is enough for Hamilton?
Typically, a handful of days is enough to explore the top sights during your Hamilton vacation. 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 vacation package to Hamilton?
Well known for its markets, history and walking trails, a Hamilton vacation is a hit with all types of travelers. 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 vacation as a package?
You can enjoy significant savings on your next Hamilton retreat by booking a tailored vacation 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 vacation package to Hamilton?
If you're planning an impromptu Hamilton vacation, 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 personalized Hamilton vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
