Search Deals onCrawl Hill Vacation Packages
Crawl Hill Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Blue Water
Price was $1,701, price is now $1,402 per person
$1,402
per person
Dec 19 - Dec 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
Book a stay at this beach guesthouse in Southampton Parish. Enjoy free WiFi, free parking, and a private beach. Popular attractions Horseshoe Bay and Royal Naval Dockyard are located nearby.
Our family of 3 stayed here for 10 days during a very hot Bermuda summer. The place was nice for the most part and conveniently located near bus stops, a hiking trail as well as a gorgeous water view.
A few unexpected things were the rocks on the waterfront are VERY sharp and my daughter cut her foot open twice, so water shoes are a must. We weren't aware that the drinking water provided was limited (was not communicated to us), though the owner did provide 1 extra bottle at no cost (as the policy was not disclosed), it was not a lot of water to provide for 10 days/3 people and a inconvenient to carry water from the grocery stores on a bus in extreme heat.
Beds were comfortable, large kitchen, bathroom looks relatively modern.
Netflix was having issues so we didn't use it. Wifi was strong. The teapot is actually a small one cup keurig and the toaster is a function on the air fryer.
The hosts are nice and polite.
Southampton is a lovely parish, close to beaches, but there is some traffic noise during rush hours from the house.
Reviewed on Sep 8, 2026

Azura Bermuda
Save 100% on your flight
Price was $4,185, price is now $2,874 per person
$2,874
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
Book a stay at this business-friendly hotel in Warwick Parish. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Horseshoe Bay and Royal Naval Dockyard are located nearby.

Rosewood Bermuda
Save 100% on your flight
Price was $2,963, price is now $2,150 per person
$2,150
per person
Nov 26 - Nov 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
Book a stay at this luxury resort in Hamilton Parish. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Tucker's Point Golf Club and Mid Ocean Golf Club are located nearby.
The resort is amazing, but not a lot of restaurant options if you just want to grab a quick coffee. or snack
Reviewed on Oct 11, 2026

Cambridge Beaches Resort & Spa
Price was $2,783, price is now $2,068 per person
$2,068
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
Book a stay at this luxury resort in Sandys Parish. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Royal Naval Dockyard and Horseshoe Bay are located nearby.
Cambridge truly had it all! The staff were exceptional and resort was beautiful. We spent most days on the beach or floating in the water and couldn’t have been happier
Reviewed on Oct 6, 2026

Newstead Belmont Hills Golf Resort & Spa
Price was $1,985, price is now $1,496 per person
$1,496
per person
Nov 26 - Nov 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
Book a stay at this spa hotel in Paget Parish. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Horseshoe Bay and Royal Naval Dockyard are located nearby.
This is a stunning hotel that is actually compromised of mostly residential units that are rented out and you will meet many people that live there, and that they care about the property being active. We stayed for 5 days in October and it was overall a lovely stay. The room, the balcony, and the amenities are mostly clean, minus a problem we'll note later. The view of the harbor is gorgeous, and the staff were generally friendly and helpful.
We especially liked the convenience of both the shuttle to the beach plus golf and the ferry to Hamilton, though we thought the times were too concentrated in the morning and night on the ferry, and that there could be at least one afternoon trip. Perry, the captain, was absolutely charming and a delight to see every day.
What we did not like was that there seems to be a serious ant infestation in the rooms. It is a known problem all over the island but when we brought this up, they said it was our fault for not using room service every day. We're not talking about 5 ants here, we're talking about hundreds that suddenly appeared in the bathtub. Some of the furniture was also noticeably worn and stained.
We also found it rather difficult to book a tee time. The team had initially reached out to us here but gave conflicting details to what Darren would later tell us at the golf course. The hotel website still has content noting a complimentary round of golf, one of the reasons we chose Newstead, but that is no longer the case.
Reviewed on Oct 10, 2026

The Reefs Resort & Club
Price was $2,776, price is now $2,144 per person
$2,144
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
Book a stay at this beach hotel in Southampton Parish. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Horseshoe Bay and Royal Naval Dockyard are located nearby.
Very nice location with helpful and pleasant staff.
Reviewed on Oct 12, 2026

The Loren at Pink Beach
Price was $4,872, price is now $3,820 per person
$3,820
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
Book a stay at this luxury hotel in Smith's Parish. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions John Smith's Beach and Mid Ocean Golf Club are located nearby.
The worst customer service we have ever experienced at a resort. The property itself is fabulous, but unfortunately, the service was so poorly managed that we would never return.
We had an oceanfront room directly in front of a wedding, which we had absolutely no issue with. However, the band was so excessively loud that our entire room vibrated for hours. When we raised the issue, the hotel showed virtually no concern and made no meaningful effort to accommodate us.
The service issues extended well beyond the noise. On one occasion, we waited two and a half hours for lunch, and one of our meals never even arrived. Despite this, the manager did not bother to come to our table to address the situation.
We also booked and paid for an 80-minute massage but received only 60 minutes while still being charged for the full treatment. This was yet another example of the lack of attention to detail and accountability throughout our stay.
The one bright spot was the pool and beach staff, who provided truly exceptional, over-the-top service. They were outstanding and deserve recognition and promotion to management.
It is a shame that such a beautiful property is let down by such consistently disappointing management and customer service. A gorgeous setting can only go so far when paying guests are made to feel that their concerns simply do not matter. Unfortunately, the poor service has completely overshadowed the property itself, and we will not be returning.
Reviewed on Oct 13, 2026

Willowbank Resort
Price was $1,931, price is now $1,582 per person
$1,582
per person
Dec 19 - Dec 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. George's (BDA)
Book a stay at this beach hotel in Sandys Parish. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Royal Naval Dockyard and Horseshoe Bay are located nearby.
Absolutely wonderful stay! From the moment we arrived, the staff went above and beyond to make sure we felt welcomed and taken care of. Their hospitality truly made the experience special. A special thanks to Nick! His kindness, attentiveness, and excellent service truly stood out!
The amenities were perfect, the property was beautiful and well maintained, and the beaches were absolutely pristine. Having such gorgeous, clean beaches right on the property was definitely one of the highlights of our stay. Their on-site restaurant also served delicious meals.
The rooms could use a little maintenance and updating here and there, but honestly, nothing major or anything that took away from our experience. The incredible staff, beautiful property, and pristine beaches more than made up for it.
We would absolutely stay here again and highly recommend this hotel to anyone looking for a relaxing and unforgettable getaway!
Reviewed on Aug 13, 2026
Crawl Hill Vacation Packages 3-4 Night Stays
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Crawl Hill Vacation Packages 5-7 Night Stays
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Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sun, Jan 10 - Sun, Jan 17
YYZ
Pearson Intl.
BDA
L.F. Wade Intl.
$294 Roundtrip, found 1 hour ago
$294
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BOS
Logan Intl.
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Sat, Oct 31 - Mon, Nov 2
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Tue, Oct 27 - Tue, Nov 3
JFK
John F. Kennedy Intl.
BDA
L.F. Wade Intl.
$428 Roundtrip, found 9 hours ago
$428
Roundtrip
found 9 hours ago
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