𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Middlesex (2026)

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Our top choices for Middlesex hotels

A resort with a central pool, multiple lounge areas, and a beach.

A beach resort with a white sandy beach, clear turquoise water, and a row of white buildings with balconies overlooking the beach.

A grand lobby with a central staircase, multiple levels, and a chandelier.

A hot tub with a wooden deck and a view of the beach.

1. Grand Palladium Jamaica Resort & Spa All Inclusive

Lucea

LaTwan

S$378

includes taxes & fees

19 Oct - 20 Oct

A grand, multi-level atrium with a central staircase, white columns, and a view of a lush garden.

An aerial view of a coastal resort with beachfront villas, clear turquoise waters, and lush greenery.

An aerial view of a coastal resort with multiple white buildings, a sandy beach, and clear turquoise waters.

2. Grand Palladium Lady Hamilton Resort & Spa All Inclusive

Lucea

Sharwanda Laverne

S$391

includes taxes & fees

19 Oct - 20 Oct

A swimming pool with lounge chairs and thatched umbrellas, surrounded by trees and a white fence.

A bedroom with a bed, a ceiling fan, a television, and a wicker chair.

A spacious living room with a high ceiling, large windows, a sofa, patterned chairs, and a wooden coffee table.

A dining area with a wooden table and chairs, a ceiling fan, and a large wall clock.

3. Blue Paloma Bed & Breakfast

Lucea

Lorraine

S$159

includes taxes & fees

23 Oct - 24 Oct

A wooden deck with a table and chairs, overlooking a body of water and a distant island.

An overwater bungalows connected by a wooden walkway, a beach, and a resort building in the background.

An infinity pool with a water feature, lounge chairs, and a view of the ocean.

A hotel room with a bed, a desk with a TV, a table with a chair, and a view of the outdoors.

4. Princess Senses The Mangrove Resort - Adults Only

Green Island

Jermaine

S$771

includes taxes & fees

19 Oct - 20 Oct

A resort with a large central pool, multiple levels of cabanas, and a beach area.

A beach with clear blue water, a sandy shore, and palm trees.

A spacious indoor area with a central bar, seating arrangements, and large windows offering views of palm trees and a pool.

5. The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

Lucea

Ladell

S$481

includes taxes & fees

20 Oct - 21 Oct

A beach with colorful lounge chairs and a large tree providing shade.

A pair of blue sandals on a pink wooden bench.

A wooden signpost with directional arrows pointing to 'Desert Rose', 'Anthurium', and 'Lignum Vitae'.

A colorful building with a porch, surrounded by plants and palm trees.

6. The Boardwalk Village

Negril

Andy

S$188

includes taxes & fees

12 Oct - 13 Oct

A spacious lobby with a large window overlooking a beach, furnished with sofas and armchairs, and featuring a wooden ceiling and patterned wall.

A beach resort with a pool, beach umbrellas, and a view of the ocean.

A modern outdoor bar area with seating, a view of the sea, and a palm tree.

A restaurant with wooden tables and chairs, hanging pendant lights, and decorative wall panels.

7. Azul Beach Resort Negril, Gourmet All Inclusive by Karisma

Negril

Winona M

S$430

includes taxes & fees

12 Oct - 13 Oct

A spacious outdoor area with wooden flooring, seating arrangements, and a view of the beach.

A resort with multiple buildings, a large pool area, and a beach.

A spacious dining area with wooden tables and chairs, hanging wicker chandeliers, and a high wooden ceiling.

A large outdoor swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a hotel building in the background.

8. Princess Grand Jamaica Resort - All Inclusive

Green Island

Jeffrey

S$606

includes taxes & fees

10 Nov - 11 Nov

A beach with clear turquoise water and a sandy shore under a bright blue sky with scattered clouds.

A bedroom with a bed, bedside table, and a view of the outdoors.

A beachside lounge area with blue and white lounge chairs under a tree, a wooden structure with a thatched roof, and a sign indicating beach rules.

A bar area with a variety of liquor bottles and a shelf with more bottles.

9. The Yellow Bird

Negril

Gevel

S$78

includes taxes & fees

13 Oct - 14 Oct

A resort with multiple buildings, a beach area with sun loungers, and a view of the sea.

A modern hotel with multiple floors, large windows, and a view of a calm body of water.

A bar area with a view of the beach, outdoor seating, and a bar counter with shelves of bottles.

A spacious lounge area with a large sofa, multiple seating options, and a view of the water.

10. Royalton Negril, An Autograph Collection All-Inclusive Resort

Negril

Kenneth

S$416

includes taxes & fees

12 Oct - 13 Oct

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a building with a tiled roof.

A beach wedding aisle with white chairs and columns, leading to a blue archway.

A beach with rows of blue and white striped lounge chairs and a signboard.

A bedroom with a wooden ceiling, a bed with a green bedspread, a nightstand with a lamp, a window with curtains, and a dining area with chairs.

11. CocoLaPalm Seaside Resort

Negril

ladon

S$152

includes taxes & fees

12 Oct - 13 Oct

A thatched-roof structure with a pathway leading to a pool, surrounded by lush greenery.

A building with a thatched-roof structure, a staircase, and a sign indicating a smoking area.

A wooden covered outdoor area with a table and chairs, surrounded by a wooden railing.

A beach with clear blue water, palm trees, and a thatched umbrella.

12. Ayurveda Resort Negril Jamaica

Negril

Glen

S$193

includes taxes & fees

12 Oct - 13 Oct

A coastal resort with multiple swimming pools, lounge areas, and a rocky shoreline.

A coastal area with clear blue water, a stone bridge, and a building with a red roof.

A beach with a thatched-roof hut, a rocky shoreline, and a clear blue sky.

A wooden deck with a wicker sofa and a small round table, overlooking a tropical landscape with palm trees and a view of the ocean.

13. The Westender Inn

West End

Newton

S$129

includes taxes & fees

14 Oct - 15 Oct

A beach with a resort named "Negril Palms Resort" and a clear blue sea.

A pool area with a unique shape, surrounded by palm trees and beach chairs, overlooking a clear blue sea.

A beachside bar with wooden furniture and a view of the ocean.

An outdoor dining area with tables set for two, featuring red and white drapery and candles.

14. Negril Palms

Negril

Sastina

S$167

includes taxes & fees

12 Oct - 13 Oct

A beachside area with blue-roofed structures, a parasail in the distance, and a clear view of the ocean.

A beachside patio with blue and white furniture, a covered seating area, and a view of the ocean.

A pool area with a blue roof, lounge chairs, and a view of the ocean.

A two-story building with a balcony, surrounded by well-maintained gardens and palm trees.

15. Negril Tree House Resort

Negril

Margaret

S$234

includes taxes & fees

12 Oct - 13 Oct

An outdoor dining area with a view of the sea, featuring a thatched-roof structure and wicker furniture.

A bar area with a counter, stools, and a decorative wall.

A hallway with a tiled floor, glass doors, and a sign for Golding's Queenstown Spa & Institute.

A bedroom with a bed, a chair, a nightstand, a lamp, and a window with curtains.

16. Sky Beach Rooms

Montego Bay

Clayton

S$129

includes taxes & fees

14 Oct - 15 Oct

A poolside area with lounge chairs and a view of a beach and ocean.

A luxurious outdoor seating area with a pool, white furniture, and a scenic view of the ocean and hills.

An aerial view of a resort with multiple buildings, a beach, and clear turquoise waters.

A room with a view of the ocean, a white table, a white chair, and a lamp.

17. Round Hill Hotel And Villas

Montego Bay

Andy

S$1,086

includes taxes & fees

19 Oct - 20 Oct

A treehouse with a rustic design, surrounded by dense foliage and illuminated by string lights.

A house surrounded by lush greenery, with a pathway leading to the entrance.

A house surrounded by dense foliage with a thatched roof and a small porch area.

A rustic wooden cabin bedroom with two beds, a ceiling fan, and a door.

18. Bak A Yaad

West End

Marquis

S$73

includes taxes & fees

12 Oct - 13 Oct

A wooden deck with tables and chairs, surrounded by palm trees and a beach view.

A pool area with lounge chairs and a small pool.

A resort with a covered outdoor area, a pathway leading to the main building, and a sign indicating 'Country Cottage'.

A beach with sun loungers and umbrellas, a clear sky, and the ocean.

19. Country Country

Negril

Kerry

S$182

includes taxes & fees

12 Oct - 13 Oct

A hotel with a pool area, outdoor seating, and a view of the sea.

A modern hotel room with a large bed, a sitting area, a bathtub, and a balcony with a view of the sea.

20. Royalton Hideaway Negril, An Autograph Collection® All-Inclusive Resort - Adults Only

Negril

Tanya

S$473

includes taxes & fees

12 Oct - 13 Oct

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Top Middlesex Hotel Reviews

Princess Grand Jamaica Resort - All Inclusive

10/10 Excellent

"I celebrated my 60th birthday there and it was the BEST VACATION I have ever planned for myself (and I’ve been a lot of places)!!! Literally EVERYTHING they promise in their app they deliver!! it’s the best money I ever spent! 10/10 from start to finish! Thank you Princess Grand"

Azul Beach Resort Negril, Gourmet All Inclusive by Karisma

8/10 Good

"Great location, staff were very nice& helpful. Rooms were nice. The place may need a renovation soon but overall it was ok! My only complaint would be the food, I have been to many AI & not as much variety, very limited & not much flavour , the Ackee restaurant is Jamaican food but it's def not! Overall a 3.5 out of 5."

Samsara Cliff Resort

10/10 Excellent

"I hope I can manage this in 1500 words or less ha ha. First off, the staff at Samsara is incredible! Special shout out to Tina, she's an amazing, vibrant, glowing, happy young lady who make it evident that she loves her job. She is always smiling, friendly and happy. If there is a single member of the staff that made my trip special, it was Tina. Kimmy (Kimeiko I'm sorry if I spelled your name wrong) is a wonderful young lady as well, understanding, helpful, kind and always has a few minutes to chat. Both these ladies truly love their job and they make every effort to get to know you. My room was incredible, the view nightly was breathtaking. Negril sunsets are like any other. The air conditioning blew ice cold in my room. The room was sufficiently clean (there was minor dust on a couple of surfaces but I noticed the cleaning staff works with patio doors open so some dust is bound to blow in being on the ocean). Toilet, clean, sink and shower were clean. No stains on the sheets, no funky smells and they left flower petals around for a special touch. I travel with medication that requires refrigeration and they were able to accommodate my request for a fridge. Jennifer at the front desk is kind, friendly and an all around pleasure to deal with. I CANNOT praise Samsara cliff resort enough! I've already booked my room for my birthday in the upcoming year in March for my birthday. Thank you so much Samsara for making my first trip to Jamaica memorable. See you soon!"

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

10/10 Excellent

"Staff was helpful and friendly. Food in the buffet was excellent. I like that there were different choices of food each day. I appreciated the Jamaican food option in the buffet. Beautiful pool and beach areas."

Toby's Resort

10/10 Excellent

"Very relaxing room clean and tv had lots options"

Royalton Negril, An Autograph Collection All-Inclusive Resort

8/10 Good

"Staff was amazingly nice and helpful."

Sunset at the Palms Resort - Adults Only - All Inclusive

10/10 Excellent

"Everything about Sunset at the Palms was outstanding. Delicious food, friendly and helpful staff, comfortable accommodations and a wonderful private beach. This is a great couples destination."

Hotel 39 Jamaica

8/10 Good

"Liked it staff was friendly"

Deja Resort All Inclusive

8/10 Good

"Beach is calm & clear. No sargassum."

More cheap stays in Middlesex

Tropical Court Hotel

34 Hobbs Ave Montego Bay St. James Parish

S$87

12 Oct - 13 Oct

includes taxes & fees

6/10 (138 reviews)

Kaisers Sunset Hotel -Adult Only -Negril

W End Rd Negril Westmoreland Parish

S$89

12 Oct - 13 Oct

includes taxes & fees

8/10 Very good! (54 reviews)

Palm View Guesthouse and Conference Centre

22 Delisser Drive, off Queens Drive Montego Bay Saint James

S$90

19 Oct - 20 Oct

includes taxes & fees

Shields Negril Villas

0000 Norman Manley Blvd Negril Westmoreland Parish

S$122

12 Oct - 13 Oct

includes taxes & fees

Airport Beach Hotel

9 Kent Ave Montego Bay St. James Parish

S$143

13 Oct - 14 Oct

includes taxes & fees

8.2/10 Very good! (393 reviews)

Seascape Apartment

Norman Manley Blvd Negril Westmoreland

Get rates

7.2/10 Good! (11 reviews)

Frequently asked questions

Where is the best place for a stay in Middlesex?

Princess Grand Jamaica Resort - All Inclusive, located 5.7 mi (9.1 km) from the heart of Middlesex, is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are Princess Senses The Mangrove Resort - Adults Only and Grand Palladium Jamaica Resort & Spa All Inclusive. See all available top hotels, or vacation rentals in Middlesex.

If I need to cancel my hotel reservation in Middlesex, will I receive a refund?

Yes, you'll find most room reservations are refundable if you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If your reservation is non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Middlesex.

What's it like to stay in Middlesex?

Visitors will definitely enjoy all that Middlesex has to offer. A top sight in the area is Seven Mile Beach. There are 1568 hotels and other accommodation options in the surrounding area. Find out more about Middlesex.

What is there to see in Middlesex?

Seven Mile Beach is a notable place to visit in the area. You'll also find Half Moon Beach and Bloody Bay Beach in the area. Take a look at what more there is to see and do in Expedia's Middlesex guide.

What's the weather like in Middlesex?

The hottest months are usually August and September, with an average temperature of 28°C, while the coldest months are February and January, with an average of 26°C. The rainiest months in Middlesex are May, October, September and August, with each month seeing an average of 214 mm of rainfall.

Middlesex Hotels from S$73

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Middlesex

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Middlesex hotels

1. Grand Palladium Jamaica Resort & Spa All Inclusive

2. Grand Palladium Lady Hamilton Resort & Spa All Inclusive

3. Blue Paloma Bed & Breakfast

4. Princess Senses The Mangrove Resort - Adults Only

5. The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

6. The Boardwalk Village

7. Azul Beach Resort Negril, Gourmet All Inclusive by Karisma

8. Princess Grand Jamaica Resort - All Inclusive

9. The Yellow Bird

10. Royalton Negril, An Autograph Collection All-Inclusive Resort

11. CocoLaPalm Seaside Resort

12. Ayurveda Resort Negril Jamaica

13. The Westender Inn

14. Negril Palms

15. Negril Tree House Resort

16. Sky Beach Rooms

17. Round Hill Hotel And Villas

18. Bak A Yaad

19. Country Country

20. Royalton Hideaway Negril, An Autograph Collection® All-Inclusive Resort - Adults Only

Top Middlesex Hotel Reviews

Princess Grand Jamaica Resort - All Inclusive

Azul Beach Resort Negril, Gourmet All Inclusive by Karisma

Samsara Cliff Resort

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

Toby's Resort

Royalton Negril, An Autograph Collection All-Inclusive Resort

Sunset at the Palms Resort - Adults Only - All Inclusive

Hotel 39 Jamaica

Deja Resort All Inclusive

More cheap stays in Middlesex

Tropical Court Hotel

Kaisers Sunset Hotel -Adult Only -Negril

Palm View Guesthouse and Conference Centre

Shields Negril Villas

Airport Beach Hotel

Seascape Apartment

Frequently asked questions

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