Crawl Hill 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 Crawl Hill

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$693 per night from 4 Sept to 5 Sept
S$693
4 Sept - 5 Sept
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
"Beautiful"

Reviewed on 24 Aug, 2025

Grotto Bay Beach 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 S$711 per night from 28 Sept to 29 Sept
S$711
28 Sept - 29 Sept
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"The staff is awesome! They are extremely helpful, reliable, knowledgeable and kind. The gold check-in is worth it. They are continuing to renovate the hallways which is a plus. I wish you could book excursion bookings from the front desk."

Reviewed on 22 Aug, 2025

Hamilton Princess & Beach Club - a Fairmont Managed Hotel
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$1,048 per night from 22 Sept to 23 Sept
S$1,048
22 Sept - 23 Sept
includes taxes & fees
9/10 Wonderful! (235 reviews)
"excellent in every respect... except you can't get anything to eat between 11&noon."

Reviewed on 26 Aug, 2025

The St. Regis Bermuda Resort
See all 272 properties in Crawl Hill
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 Crawl Hill

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
Crystal Caves, Hamilton Shopping and Beach Tour

Crystal Caves, Hamilton Shopping and Beach Tour

S$180
per adult
94% of travellers recommend
Crystal Caves, Hamilton Shopping and Beach Tour
Bermuda Island Tour

Bermuda Island Tour

S$238
per adult
100% of travellers recommend
Bermuda Island Tour
See all activities in Crawl Hill

Frequently asked questions

How much does a Crawl Hill holiday package cost?
You can grab a holiday package to this top destination on Expedia. But how much your holiday to Crawl Hill costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Crawl Hill?
Plan your trip for the off-season and you're likely to get cheap Crawl Hill holiday packages. Remember that public holidays and local events and festivals can have an impact on prices, so do some research before booking.
How many days is enough for Crawl Hill?
The ideal length for your Crawl Hill holiday depends on what you'd like to do. Typically, a few days to a week will give you enough time to visit all the leading sights and discover some hidden gems along the way.
How to find the best Crawl Hill package deals?
Use Expedia's handy filters to help you find some tempting Crawl Hill package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Crawl Hill package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your holiday package as early as possible.
Is it cheaper to book a Crawl Hill holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging accommodation and flights individually. Better still, you can customise your Crawl Hill escape to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Crawl Hill?
If you have your Crawl Hill travel dates finalized, book as soon as you can to grab some incredible deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Crawl Hill?

  1. Choose the ideal time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to visit Crawl Hill.
  2. Plan your budget wisely: As well as the price of your stay, you'll need to consider other expenses too. These include transportation, food and flights. Also, set aside a little extra for unexpected expenses that could crop up during your trip to Crawl Hill.
  3. Decide how long to go away for: Now that you know more about Crawl Hill, you can figure out the right length of your break. Put together a draft itinerary and give yourself enough time to cover everything you want to do.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to find a Crawl Hill holiday package that brings all your bookings together.

* 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.