by: Jessie Randall
Holiday get away with my three young sons and husband.
Me, husband Brian Murphy, twin sons Casper and Liam (6) and Harry (3)
The highlight of our trip was Santa arriving on Christmas afternoon by speedboat. That's my son Casper in the striped rash guard holding Santa's hand.
Walkway down to the pool and beach.
My baby walking up a bougainvillea covered walkway
at Round Hill.
A pair of sandals from my line worn with a cut out dress from Zimmermann. My beach vacation wardrobe…mostly white, airy dresses and jumpers plus a ton of sandals too.
View from the hotel room out to the ocean. The rooms are very simple and chic. Designed by Ralph Lauren, who owns two homes on the property, they are cool, relaxing retreats from the blazing heat outside.
I love the shape of these palm leaves out by the pool.
This was taken of my son two seconds after we arrived from the airport in the infinity pool overlooking the ocean. So beautiful.
Tropical fruit salad for breakfast.
I am a sucker for a frozen drink brought to my pool chair. Especially if it is a margarita.
My husband captured this incredible shot of my youngest running through the beautiful plants and flowers with sunlight streaming down on the property.
The open-air lobby at Round Hill with its iconic black and white checkerboard tiles and green striped awnings. This is where Kingsley, the unofficial "mayor" of the resort, holds court in his turquoise blazer, welcoming guests, chatting with kids and generally running the show.
Photo taken through a leaf of the little covered daybed outside our room where we could nap, relax or eat breakfast.
View from the infinity pool where my boys loved to swim each day.
This is a picture of the man who paints each day outside the kids club at the resort. He gives painting lessons to the kids and sells his pieces to the guests. Here is a picture of the hotel pool. I love his leaf used as a palette.
Highs + Lows
My favorite parts about this hotel are the beautiful beach and pools. I have never felt so relaxed. Such a beautiful view everywhere you look.
The kids club is awesome – it’s not just a bunch of kids sitting around playing video games – it’s a real Jamaican experience from painting classes taught by their local artist to basket weaving out of palm leaves.
Our room was designed by Ralph Lauren. I love the clean, white look of the hotel rooms, which are big and open. I just felt relaxed when I step inside. Bonuses are the beautiful big tubs and patios with views out to the ocean.
The staff is incredible from the bellmen who are happy to give a 3 year old a golf cart ride at 6:30am, to the sweet women who run the kids club to all the beach staff who know everyone’s names and are so happy to help in any way possible.
Christmas is an incredible time at Round Hill with little presents left outside the door for each guest on Christmas morning and Santa arriving by speedboat.
I can’t think of any cons other than going through customs in the hot airport is no fun. I recommend paying extra for a service called Mobay Club, which significantly reduces time in customs and immigration.
- Mini Bar
- Life Changing
- Environmental Consciousness
- Overall Value
- Night's Sleep
- Stealable Stuff
- Refer a Friend
Comfortable, old school luxury.
We take a car to the resort and then never leave until it’s time to go home. I love just plunking down in one place and not needing to go anywhere but the beach. It’s such a relaxing place.
Live music at dinner including a cappella carols on Christmas. Out at the beach it’s just relaxing quiet, no tunes necessary.
- Year Opened
- Designed By
The original architecture of this notable Montego Bay resort was designed by William Ballard and the signature décor was conceived by Guy Roop. One cottage owner, Ralph Lauren, has taken a personal interest in redesigning parts of Round Hill, enhancing its quintessential character.
There are two restaurants at the hotel plus several bars around the beach and pool serving good, island fare.
Everything here is very laid back.
Yes, it's free.
Round Hill is perfect for children. I love the kids club, which has very crafty activities like weaving, stone painting, tie dying and basket weaving. Every employee here makes a point to learn each child’s name and they genuinely seem to be delighted to engage and interact with kids.
In the Area
Pimento Way, Jamaica
Bounce on the giant inflatable trampoline out on the ocean.
Get a massage at the hotel spa
John Pringle Drive, Montego Bay, Jamaica
You have to walk along the beach to get out to the spa, which is secluded and private. It’s a beautiful walk.
See the traditional dance show on Friday nights
John Pringle Drive, Montego Bay, Jamaica
Complete with limbo for the kids.
Neighborhood: Montego Bay
Hotel Location: John Pringle Drive, Montego Bay, Jamaica