Crawl Hill Holidays

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Crawl Hill Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Willowbank Resort

Willowbank Resort

3 out of 5
Price was S$1,994, price is now S$1,556 per person
S$1,556
per person
27 Sept - 1 Oct
found 1 day ago
Return direct flight included
Toronto (YTO) to St. George's (BDA)
8.2/10 Very Good! (195 reviews)
Beautiful honeymoon on a private beach in an awesome suite overlooking the ocean, could not have been better!!!!

Reviewed on 18 Jul, 2025

Blue Water

Blue Water

3 out of 5
Save 100% on your flight
Price was S$2,745, price is now S$1,648 per person
S$1,648
per person
27 Sept - 1 Oct
found 1 day ago
Return direct flight included
Toronto (YTO) to St. George's (BDA)
No reviews
Azura Bermuda

Azura Bermuda

4 out of 5
Save 100% on your flight
Price was S$2,998, price is now S$1,982 per person
S$1,982
per person
27 Sept - 1 Oct
found 1 day ago
Return direct flight included
Toronto (YTO) to St. George's (BDA)
9.2/10 Wonderful! (227 reviews)
Unbelievable views! Great service from staff and our ocean front suite was on another level.

Reviewed on 21 Aug, 2025

Rosewood Bermuda

Rosewood Bermuda

5 out of 5
Save 100% on your flight
Price was S$5,592, price is now S$3,793 per person
S$3,793
per person
27 Sept - 1 Oct
found 1 day ago
Return direct flight included
Toronto (YTO) to St. George's (BDA)
9.4/10 Exceptional! (448 reviews)
Beautiful location. Dining options good. We enjoyed the golf course meal the most. Service is very good but not as amazing as other Rosewood properties we’ve stayed at. Room was faboulous as was view. Lots of multigenerational families and resort seem to cater to them. As a couple we found it a bit boring. We would come back with our kids but as a couple again we would probably stay at the Loren as it had more a vibe

Reviewed on 8 Aug, 2025

Hamilton Princess - Fairmont Gold Experience

Hamilton Princess - Fairmont Gold Experience

5 out of 5
Save 100% on your flight
Price was S$2,862, price is now S$2,247 per person
S$2,247
per person
27 Sept - 1 Oct
found 1 day ago
Return direct flight included
Toronto (YTO) to St. George's (BDA)
9.2/10 Wonderful! (37 reviews)
It’s perfectly located easy access to beach in a shuttle. Could do more frequent shuttles in a busy season though. Culinary experience is amazing. Gold lounge staff is superb and very caring and friendly George Molly and Pasqual

Reviewed on 9 Aug, 2025

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$710 per night from 3 Sept to 4 Sept
S$710
3 Sept - 4 Sept
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"Just what I needed. Lived how everything I wanted for my vacation was right at the resort. All of the staff were welcoming, friendly, and very helpful. Im glad they offered the all-inclusive meal plan add on. The food was delicious for breakfast, lunch, and dinner. I was highly impressed!!! The beach ..."

Reviewed on 22 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$741 per night from 25 Aug to 26 Aug
S$741
25 Aug - 26 Aug
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"This is our second time to Hamilton Princess and we still love it. Staff is very helpful, grounds are impeccable, renovated rooms are very clean and modern. Restaurants within the resort are excellent, while other options are very walkable too. Looking forward to returning."

Reviewed on 18 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$1,045 per night from 22 Sept to 23 Sept
S$1,045
22 Sept - 23 Sept
includes taxes & fees
9/10 Wonderful! (232 reviews)
"Amazing experience and very helpful and polite staff. Food is phenomenal and can easily dine 3-4 nights there without eating the same dish twice. The pool and beach is sublime and relaxing. Only gripe is there is a facility fee that we didn't notice until after we checked out"

Reviewed on 19 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 from S$1,556 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.