A legendary sense of Jamaican style will not go amiss with a stay at Round Hill Hotel and Villas. Surrounded by gorgeous turquoise waters and steeped in rich history, this hotel is the epitome of timeless elegance that cannot be beaten.
Welcoming families and couples alike that are searching for paradise and quality time, Round Hill will cater for your every need, from the minimal to the extreme. This resort is home to some of the finest dining experiences on the island, unique and stylish accommodation options and endless activities. Sound like a bit of you? We thought so.
A legendary sense of Jamaican style will not go amiss with a stay at Round Hill Hotel and Villas. Surrounded by gorgeous turquoise waters and steeped in rich history, this hotel is the epitome of timeless elegance that cannot be beaten.
Welcoming families and couples alike that are searching for paradise and quality time, Round Hill will cater for your every need, from the minimal to the extreme. This resort is home to some of the finest dining experiences on the island, unique and stylish accommodation options and endless activities. Sound like a bit of you? We thought so.
Who else can say they’ve slept in a room designed by the world-famous Ralph Lauren? Guests get a unique stay from start to finish at Round Hill with each accommodation option a prime spot for comfort and elegance. Stunning views of the ocean and gardens, check. Modern amenities in every room, check. Perfection, double check.
Designed monochromatically with a splash of island colour by Mr. Lauren himself, these room options are spacious and provide the perfect place to rest your head. Breathtaking views of the beachfront from your secluded balcony await you – what are you waiting for?
This suite is grand by name and grand by nature, perfect for a family of three. Featuring a semi-private custom pool alongside the lush tropical gardens, this accommodation option will have you clicking your heels and saying ‘there’s no place like Round Hill’.
Regarded as some of the finest villas in Jamaica, the Premium Luxury Villas all include excellent design furnishings and amenities. With a choice between four and six-bedroom properties there is more than enough room for the whole family. Why not splash out and enjoy yourself in Jamaica with two private pools to dive into?
Peeking through the trees of Montego Bay on Jamaica’s north coast, Round Hill Hotel is within easy reach of some of the best island attractions on offer. Montego Bay provides some traditional local fun and is world-known for being a vibrant and friendly town, treating visitors like part of the family.
Head just 20 minutes down the bay to Aqua Sol theme park that is fun for the children and your own inner child. Or, swing a club around Tryall Golf Club which is only a 10-minute ‘driver’ away. Shopaholics, we haven’t forgotten about you. Montego Bay is home to great duty-free shopping for an upgraded wardrobe to match your luxury island settings.
The tastes of Round Hill will surely send you into a trance and have you looking forward to meal times every day. The dining options at this resort have an extensive menu that will spoil you for choice time after time. Bellies will fill up with options for breakfast, lunch, dinner and even a traditional afternoon tea that takes your royal experience to the next level. Fancy a good old fashioned barbecue? Or how about a gourmet experience under the stars? You guessed it – Round Hill Hotel has it all.
Upscale island dining is the main event at The Restaurant at Round Hill. Showcasing fabulous flavours, this eatery boasts fresh ingredients from the on-site herb garden to create a culinary explosion like no other. Booking is essential at The Restaurant to ensure you have an opportunity to sample these exclusive dishes. Chef Maginley promises ‘classical cuisine … the best flavours and tastes of the 1950s elevated to suit the modern-day palate’ and we can assure this promise will never be broken.
Upscale island dining is the main event at The Restaurant at Round Hill. Showcasing fabulous flavours, this eatery boasts fresh ingredients from the on-site herb garden to create a culinary explosion like no other. Booking is essential at The Restaurant to ensure you have an opportunity to sample these exclusive dishes. Chef Maginley promises ‘classical cuisine … the best flavours and tastes of the 1950s elevated to suit the modern-day palate’ and we can assure this promise will never be broken.
Upscale island dining is the main event at The Restaurant at Round Hill. Showcasing fabulous flavours, this eatery boasts fresh ingredients from the on-site herb garden to create a culinary explosion like no other. Booking is essential at The Restaurant to ensure you have an opportunity to sample these exclusive dishes. Chef Maginley promises ‘classical cuisine … the best flavours and tastes of the 1950s elevated to suit the modern-day palate’ and we can assure this promise will never be broken.
The Grill is Round Hill’s lively seaside restaurant that combines barbecue with bliss. This eatery is home to the only indoor, wood-fired grill on the island and its open-plan style allows guests to be given a front row seat to the culinary action. Indulge on dishes of island luxury such as torched black tiger prawns, smoked pimento pork loin and split Caribbean lobster with local spices.
The Grill is Round Hill’s lively seaside restaurant that combines barbecue with bliss. This eatery is home to the only indoor, wood-fired grill on the island and its open-plan style allows guests to be given a front row seat to the culinary action. Indulge on dishes of island luxury such as torched black tiger prawns, smoked pimento pork loin and split Caribbean lobster with local spices.
The Grill is Round Hill’s lively seaside restaurant that combines barbecue with bliss. This eatery is home to the only indoor, wood-fired grill on the island and its open-plan style allows guests to be given a front row seat to the culinary action. Indulge on dishes of island luxury such as torched black tiger prawns, smoked pimento pork loin and split Caribbean lobster with local spices.
With so much to explore both inside the resort and Jamaica itself, Round Hill believe that rest and relaxation should be at the centre of your holiday experience. Whether it be at rejuvenating at the spa, indulging with some retail therapy or sipping a cocktail by the beach, this resort has it all. For those who believe that a holiday is for adventure and entertainment, Round Hill has you covered there too. Watersports, live music and sporting facilities are just the beginning of your Jamaican journey.
Don’t forget to pack the plastic! Round Hill Hotel has a gift shop and boutique adjacent to the lobby and stocks everything you could possibly need and want. Guests can browse the gift shop for essentials they forgot to pile in the suitcase, handmade Jamaican pottery and everything in between. There’s something for ladies, gents and kids at the boutique whether it be chic clothing, designer swimwear or a wedding hat for those cheeky impulse buys – go on, you know you want to!
Don’t forget to pack the plastic! Round Hill Hotel has a gift shop and boutique adjacent to the lobby and stocks everything you could possibly need and want. Guests can browse the gift shop for essentials they forgot to pile in the suitcase, handmade Jamaican pottery and everything in between. There’s something for ladies, gents and kids at the boutique whether it be chic clothing, designer swimwear or a wedding hat for those cheeky impulse buys – go on, you know you want to!
Don’t forget to pack the plastic! Round Hill Hotel has a gift shop and boutique adjacent to the lobby and stocks everything you could possibly need and want. Guests can browse the gift shop for essentials they forgot to pile in the suitcase, handmade Jamaican pottery and everything in between. There’s something for ladies, gents and kids at the boutique whether it be chic clothing, designer swimwear or a wedding hat for those cheeky impulse buys – go on, you know you want to!
Round Hill Hotel hosts live entertainment every night of the week for guests to unwind in style after a day in the Jamaican sun. Whether you simply want to tap your feet to the rhythm or put your dancing shoes on, Round Hill’s evening line-up will guarantee to have you smiling until the sun goes down. Traditional calypso music is played live three times a week, Saturday is jazz night and Wednesday is a cocktail reception with the hotel managers. Get rid of the Monday blues with the evening beach party, a casual barbecue on the sand that is complete with the sweet sounds of a live steel band.
Round Hill Hotel hosts live entertainment every night of the week for guests to unwind in style after a day in the Jamaican sun. Whether you simply want to tap your feet to the rhythm or put your dancing shoes on, Round Hill’s evening line-up will guarantee to have you smiling until the sun goes down. Traditional calypso music is played live three times a week, Saturday is jazz night and Wednesday is a cocktail reception with the hotel managers. Get rid of the Monday blues with the evening beach party, a casual barbecue on the sand that is complete with the sweet sounds of a live steel band.
Round Hill Hotel hosts live entertainment every night of the week for guests to unwind in style after a day in the Jamaican sun. Whether you simply want to tap your feet to the rhythm or put your dancing shoes on, Round Hill’s evening line-up will guarantee to have you smiling until the sun goes down. Traditional calypso music is played live three times a week, Saturday is jazz night and Wednesday is a cocktail reception with the hotel managers. Get rid of the Monday blues with the evening beach party, a casual barbecue on the sand that is complete with the sweet sounds of a live steel band.
Round Hill Hotel is surrounded by breathtaking turquoise waters and a colourful reef which are perfect for a variety of watersports. If you want to test the waters before plunging headfirst, take a guided trip on a glass bottom boat. Professional staff will take you around the reef and point out the natural underwater world while you feel the tropical breeze in your hair. For those with a more adventurous side, get suited and booted on the snorkelling excursion to see the marine life up close and personal. See if you can spot a mermaid!
Round Hill Hotel is surrounded by breathtaking turquoise waters and a colourful reef which are perfect for a variety of watersports. If you want to test the waters before plunging headfirst, take a guided trip on a glass bottom boat. Professional staff will take you around the reef and point out the natural underwater world while you feel the tropical breeze in your hair. For those with a more adventurous side, get suited and booted on the snorkelling excursion to see the marine life up close and personal. See if you can spot a mermaid!
Round Hill Hotel is surrounded by breathtaking turquoise waters and a colourful reef which are perfect for a variety of watersports. If you want to test the waters before plunging headfirst, take a guided trip on a glass bottom boat. Professional staff will take you around the reef and point out the natural underwater world while you feel the tropical breeze in your hair. For those with a more adventurous side, get suited and booted on the snorkelling excursion to see the marine life up close and personal. See if you can spot a mermaid!
We appreciate every Winged Boots customer and to prove this we want you all to receive a very high standard of customer service when booking with us. Our Extra Mile Guarantee is just that. A promise that no matter the destination, whether it is your first or your hundredth time using Winged Boots, you will be treated like a VIP from enquiry through to departure and even when you return home.
Each with a minimum of 10-years’ experience
Meet the team at our annual shoot day, O2 London, a private dinner and more
No hidden fees, quotation costs or admin charges
Just honest conversations with real people
Via email, direct dial and even on Whats’App
Celebrating? Let us know and we may surprise you
We're licensed by ATOL & ABTA
Wherever, whenever, however and every time