Hamilton Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Hamilton

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 18.331.275 ₫ per night from 1 Sept to 2 Sept
18.331.275 ₫
22.948.514 ₫ total
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (223 reviews)
"Beautiful resort. Quiet and peaceful. Great food. Fantastic service. Enjoyed our stay very much."

Reviewed on 9 Aug 2025

The St. Regis Bermuda Resort
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 12.096.281 ₫ per night from 12 Sept to 13 Sept
12.096.281 ₫
15.084.800 ₫ total
12 Sept - 13 Sept
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"Gold club was worth every penny, hilgly suggest"

Reviewed on 9 Aug 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 12.981.375 ₫ per night from 3 Sept to 4 Sept
12.981.375 ₫
15.188.537 ₫ total
3 Sept - 4 Sept
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"Good location, nice place, friendly staff ."

Reviewed on 8 Aug 2025

Grotto Bay Beach Resort
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.

Popular places to visit

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.